$429,000

2 Beds ⋅ 1 Baths

Welcome to this charming ranch tucked away on a spacious lot with a quaint private backyard. Enjoy the bright sunroom, cozy living room and eat in kitchen. The spacious two-car detached garage offers a finished room and extra storage, while the outdoor shed provides even more flexibility. A wonderful one floor home with plenty of charm, privacy, and space to enjoy!

156 Albion Rd, Windham

Listing courtesy of Swan Real Estate.

$439,900

3 Beds ⋅ 1 Baths

Beautifully renovated 3-bedroom ranch with modern updates. Welcome to this charming ranch offering comfortable one-level living on a large lot. The home features a brand-new kitchen with new vinyl plank flooring, an updated bathroom with new tile flooring. New ceilings throughout and beautifully refinished hardwood floors. The spacious primary bedroom includes a slider leading to the new deck, while the newly hydroseeded lawn creates a fresh inviting outdoor space. A large oversized detached two-car garage provides plenty of room for vehicles, storage, hobbies or a workshop. An attached breezeway offers a convenient connection to the home. Additional improvements includes a new roof, siding, exterior doors, garage doors, sealed driveway, wiring in the garage, new electrical panel in basement. A new furnace will be installed prior to closing with two new heating zones. The seller is also offering a $3,500 credit toward appliances for the new kitchen. Enjoy an easy walk to the river and Dundee Park, featuring public beach access a sandy beach, play area and seasonal community events. Sebago Lake and Windham town center are just minutes away offering convenient access to a variety of shopping, restaurants and everyday amenities. Portland is approximately 20 minutes from the property making it an easy to enjoy nearby city conveniences...Come take a look and see everything this property has to offer. A wonderful opportunity to own a thoughtfully renovated home in a great setting.

20 Reba Ln, Windham

Listing courtesy of Greater Portland Realty.

$749,900

3 Beds ⋅ 4 Baths

Stunning 11 y/o colonial on over 4 acres. This 2015 home offers 3 Bedrooms with prime suite offering double walk in closets, beautiful custom tile shower and tons of space. 3 full bathrooms with 1 on the main level and two more on the second floor. Also offering a 1/2 bath in the full finished and walk out basement with 700 more sf high quality finishes. Multiple heating sources include multiple heat pump heads, a pellet stove in the basement, and a viessmann high end boiler. Large eat in kitchen with high end appliances and cabinets plus all solid surface counters. Multiple built in cabinets throughout the first and second floor as wells as high end trip package. The main level offers a large office that can double as a bedroom next to the full bathroom. Now lets talk about outside: A massive back yard large enough to play football and entertain 100 people. A paved driveway large enough for 8-10 cars, A large rear deck that overlooks the private backyard sits above the slider to the walk out basement. The entire lawn was just double aerated and over seeded by Mainly Grass. The house has it all and more.

7 Flagship Ln, Windham

Listing courtesy of Regency Realty Group.

$869,000

4 Beds ⋅ 3 Baths

This soon to be completed contemporary colonial home sits back from the road on a sunny southern facing lot, with peaceful views and a private wooded surrounding. The beautiful new kitchen features oak cabinetry, quartz countertops, a walk-in pantry, and an island that invites gathering. Entertain guests in style in the stunning open concept dining and living room, windows on three sides bathing the space in natural light, and a cozy gas fireplace to gather around on chilly evenings. The flexible floor plan of this home offers versatility to suit your lifestyle. Upstairs, the spacious primary suite awaits, offering a serene haven with dual walk-in closets and a luxurious bathroom featuring a tiled shower. Three additional bedrooms, a full bath, and a convenient laundry room complete the second level. A daylight, walk-out basement is finished as a large family room, with space to workout, work from home, or indulge in hobbies. Additional features include an attached garage and a enviable mudroom to keep things organized. Surrounded by nature but minutes to Windham shopping, amenities, and a short drive to lakes and mountains. Move in before the holidays and indulge in a magnificent new lifestyle!

5 Frontier Dr, Windham

Listing courtesy of RE/MAX By The Bay.

$545,000

3 Beds ⋅ 2 Baths

This home sparkles! Immaculate and is ready for it's next owner. Beautiful landscaping, raised bed garden and a private back yard tucked away. in a great neighborhood on the Windham, Raymond town line. Public water, town maintained road and close to shopping. Five minutes from a Big Sebago beach. Open floorplan and great deck off of dining area. Perfect for summer grilling. Newer heat pump to keep things cool on those warmer days and nights.

111 Harvest Hill Rd, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

$549,000

3 Beds ⋅ 2 Baths

Welcome to 513 Falmouth Rd in Windham, Maine! Move-in ready and freshly refreshed, this 3-bedroom home offers comfort, space, and plenty of storage for today's lifestyle. The interior features fresh new paint, giving the home a clean and inviting feel. Recent updates include new flooring in the primary bedroom, common bathroom, and basement. Outside, enjoy a large, fenced-in backyard with plenty of room for entertaining, gardening, recreation, or simply relaxing. A shed provides additional storage for outdoor equipment and tools. For those needing extra parking, storage, or workspace, this property offers an attached 2-car garage plus a detached 2-car garage, providing an impressive amount of space for vehicles, hobbies, equipment, or a workshop. Located in desirable Windham, this property combines recent updates, generous outdoor space, and exceptional garage capacity. Whether you're a first-time buyer, growing household, or simply looking for a home with room for vehicles and projects, This Home is ready for its next owner! Come see all this home has to offer.

513 Falmouth Rd, Windham

Listing courtesy of The Maine Real Estate Experience.

$474,000

3 Beds ⋅ 3 Baths

"Come see why so many have chosen Dolley Farm Condominiums for their new home! The Sunrise style townhouse features a well-designed open floor plan ideal for today's lifestyle. The spacious kitchen includes a center island and pantry and flows seamlessly into the dining and living areas, while a rear patio extends your living space outdoors. Upstairs, the primary suite offers a private retreat with an ensuite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. With completed units available, you can settle in and enjoy now! Pet friendly!"

1 Dolley Farm Rd Unit 15, Windham

Listing courtesy of The Flaherty Group.

$775,000

3 Beds ⋅ 3 Baths

32 Pennywhistle Dr, Windham

Listing courtesy of Keller Williams Realty.

$669,000

3 Beds ⋅ 3 Baths

Perfectly positioned near both downtown Windham and Portland, this beautifully maintained 3+ bedroom Colonial offers the ideal blend of comfort, space, and privacy. Set on a picturesque wooded lot, the property provides plenty of room to gather, relax, entertain, and enjoy the outdoors, with thoughtful updates throughout adding convenience and comfort. A welcoming front porch sets the stage as you step inside to a warm and inviting living room featuring a cozy fireplace and one of the home's five heat pumps, providing efficient air conditioning and supplemental warmth when needed. Additional heat pumps are thoughtfully located throughout the home. The comfortable kitchen, complete with granite countertops, is ideal for both everyday cooking and entertaining, while the adjacent dining area provides the perfect setting to share a meal or celebrate with good company. Upstairs, the spacious primary suite is a peaceful retreat with an en-suite bathroom and walk-in closet. Two additional bedrooms share a conveniently located guest bathroom, while a dedicated laundry room makes doing laundry simple. A versatile bonus room provides valuable flex space that can be tailored to your needs—perfect for a home office, playroom, hobby space, or guest area. Step outside to your own private backyard retreat. A beautiful in-ground pool invites you to cool off on sunny summer days, while the large fenced-in portion of the yard provides plenty of space for play, pets, gardening, or outdoor gatherings. A private trail from the backyard winds through the trees to a peaceful brook, creating a wonderful spot to unwind. With its convenient location, inviting living spaces, beautiful wooded setting, and outdoor amenities, this home offers something for everyone. If you've been searching for a well-cared-for home with privacy, space, and plenty of opportunity to make lasting memories, this is one you won't want to miss. OPEN HOUSE Sat. 9/19 11:30a-1p

30 Walter Partridge Rd, Windham

Listing courtesy of Locations Real Estate Group LLC.

$389,500

3 Beds ⋅ 1 Baths

Charming ranch-style home with an open kitchen, dining area, and spacious living room. Features three generously sized bedrooms plus a bonus mudroom. The basement offers a 572 sq foot finished family room with a woodstove and a walk-in storage closet. Step out back through the enclosed screened porch and deck to enjoy a private rear yard. Very well landscaped with stone walkways and numerous plantings. Located in a highly desirable neighborhood known for its charm and close proximity to Dundee Pond recreational area. On demand generator included. No showings prior to the Public open house that will be held from 12:30 to 2 p.m. on Sunday the 20th.

22 Sabatus Ln, Windham

Listing courtesy of Pine Tree Realty of Maine.

$335,000

2 Beds ⋅ 2 Baths

*$10,000 in BUILDER INCENTIVES AVAILABLE* Own for $2400 per month*! Ready in November! This third floor unit features 9' ceilings and offers 991 square feet of bright, open-concept living. This thoughtfully designed two-bedroom, two-bathroom residence blends modern style with everyday functionality. The spacious primary suite features a private en-suite bath, creating a peaceful retreat to unwind and recharge. Inside, you'll find timeless shaker-style cabinetry, granite countertops, stainless steel appliances, and an in-unit washer and dryer -- all curated to make daily living feel seamless. Large windows fill the home with natural light, creating an airy atmosphere that feels both welcoming and refined. Inspired by the expansive beauty of Sebago Lake -- Windham's most iconic natural landmark -- The Sebago unit is the largest home available at Windham Village, designed for those who appreciate space, comfort, and effortless living. Shared amenities include, a gym, co-working space, community room, dog wash, storage lockers and more! *Estimated Principal, Interest, Est taxes & PMI; 5 year fixed, 30 year term, 3% down, 6.827% APR, subject to approval.

10 Stillwater Dr Unit 3134, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$849,000

3 Beds ⋅ 3 Baths

NEW CONSTRUCTION CONDO NOW AVAILABLE FOR 2026 OCCUPANCY - MUST SEE ONE OF A KIND DEVELOPMENT! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport floorplan, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft, a large open concept living area with a spacious kitchen, soft-close cabinetry, Energy Efficient LED Lighting & Appliances. 22 Daybreak features a floor to ceiling Gas Fireplace feature, Upgraded Cafe Appliance Package, Light & Bright Granite and Quartz Countertops, Finished Basement with an additional bed and full bath, and 9Ft ceiling height! Custom tiled showers, spa like bath fixtures, and cathedral ceilings ensure your condo is well appointed and beaming with natural light. 18 x 12 (approximate) Primary Suite with double vanity bath and a walk-in closet. The Freeport also boasts a large front porch and an oversized single stall attached garage with extra room for storage. Community Amenities to Include: Tennis & Pickle Ball court, two-level clubhouse with fitness center, full kitchen and function/meeting space, private access to the 53 acre parcel with over 6000 feet of nature trails, 585 feet of lake front to carry in kayaks, canoes and paddle boards, plus a community maintained dock. Located JUST 10 MILES from Downtown Portland, residents will enjoy UNBEATABLE proximity to top rated health care and hospitals, Maine's finest dining and endless entertainment options. Have you ever imagined a life immersed in nature full of boating, skiing, golf, shopping, dining, sports & activity clubs, and LOW MAINTENANCE? The way 55+ life should be can be found here in The Cove at Highland Lake!

22 Daybreak Ln Unit 11, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. crystal.chandonnet@verani.com

$649,000

2 Beds ⋅ 3 Baths

14 Daybreak Lane is fully framed and ready for customization. Approximately 8 Weeks from Contract to CO. Welcome to The Cove at Highland Lake! The first of its kind, Gold Cornerstone Award Winning 55+ Lakefront Community nestled on the pristine shores of Highland Lake. The PORTLAND floorplan is the perfect blend of one-level-living with plenty of space for guests and storage. At 1958 SF +/-, this 2 Bedroom 2.5 Bathroom attached condo with generously sized finished basement is an excellent option for those looking to ''rightsize'' into retirement. The Portland offers cathedral ceilings in the main living area, primary bedroom with spacious en suite double vanity bathroom and oversized walk-in closet, plus a guest bathroom with main level laundry. With not one but TWO outdoor composite decks, spacious one level is easy to achieve! But if even more space is needed, you'll enjoy an additional bedroom and bathroom in the finished basement boasting 9ft tall ceiling height. With endless custom finish options and upgrades, owners can select natural stone or quartz countertops, soft-close cabinetry, Age-in-Place safety features, LVP or hardwood flooring, gas or electric fireplace, and energy efficient LED lighting. Community Amenities Include: tennis & pickleball courts, two-level clubhouse with fitness center, full kitchen and function space, plus private access to the 50+ acre parcel with over 6000 feet of nature trails, 500+ feet of lake front to carry in kayaks, canoes and paddleboards, plus a community-maintained dock. Located just 10 miles from downtown Portland, residents will enjoy unbeatable proximity to top rated health care and hospitals, as well as Maine's finest dining and entertainment options. Boating, skiing, golf, shopping, dining, sports & activity clubs... The way 55+ life should be, and you can have it all in The Cove at Highland Lake! Reserve now & for a limited time you may choose your home's finishes!

12 Daybreak Ln Unit 16, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. crystal.chandonnet@verani.com

$635,000

3 Beds ⋅ 3 Baths

Welcome to 32 Carriage Hill Drive. This beautiful 1 owner home has been lovingly cared for and updated to keep up with the times. Set on just under an acre, this picture perfect colonial is positioned perfectly at the top of the hill and faces out overlooking common space. Everywhere you look there are flowers in bloom in every season flanking all the special spots in the yard. Step inside where multiple options for heating and cooling will ensure your comfort year round. The breezeway area is a great spot to shake off the day and step into the updated kitchen where the dining area leads to the 3-season porch. Having company? a full dining room can accommodate all your special guests. Work at home or can't make the stairs? a first floor room perfect for your needs. Outfitted nicely with hardwood and fresh paint the entire first floor leaves nothing to be desired. The second Floor features a Primary suite with bath and walk-in closet and two additional generously sized bedrooms. Still not enough? Expansion Possibilities Over the Garage or in the dry Basement!

32 Carriage Hill Dr, Windham

Listing courtesy of RE/MAX Coastal.

$535,000

4 Beds ⋅ 2 Baths

Welcome home to this spacious 4-bedroom, 1.5-bath residence with over 2,000 square feet of living space and plenty of room to accommodate today's lifestyle. With traditional living spaces, a comfortable layout, and generous room sizes, this home provides an inviting backdrop for both everyday living and entertaining. The main living areas give a classic feel with plenty of flexibility for formal gatherings, relaxed evenings, a home office, or additional living space. Four well-proportioned bedrooms provide room for family, guests, hobbies, or work-from-home needs, while the 1.5 baths add convenience to the thoughtful floor plan. One of the highlights of the property is the expansive backyard. Step out onto the back deck and enjoy views of the pool and spacious yard, creating a wonderful setting for summer entertaining, outdoor meals, weekend gatherings, or quiet afternoons at home. The generous outdoor space offers endless possibilities for recreation, gardening, and enjoying time outdoors. Conveniently located near local shopping and dining, this home makes it easy to enjoy nearby amenities while still offering a private and spacious retreat. If you're looking for a home with room to grow, inviting traditional living spaces, and an exceptional backyard setting, this property is ready to welcome you home.

15 Gromble Way, Windham

Listing courtesy of Maine Real Estate Co.

$449,900

3 Beds ⋅ 3 Baths

Like new without the new price, this three-year-old condo has just been freshly painted and professionally cleaned. Move in ready and affordable. Spacious open floor plan with high-end cabinets/ Granite counters and an oversized deck make this a wonderful place to call home. This small (6 total units) association will keep condo fees low and allow for input on association rules. Three large bedroom, big closets and full basement make this home perfect for so many living situations including work from home. If you are looking for a comfortable and affordable place to call home, you have found it. Special financing maybe available for qualified buyers. Open House 9/13 10-12

12 Voyager Ln Unit 12, Windham

Listing courtesy of Maine Values Real Estate.

$450,000

3 Beds ⋅ 1 Baths

Tucked away just one block from the shores of Highland Lake sits 2 Abbadaba, a home reimagined from the studs up with an unwavering commitment to quality and longevity. Though its structure carries decades of history, a total 2023 rebuild effectively gave this residence a brand-new life. Every wall was opened and major systems replaced, including brand-new wiring, plumbing, insulation, windows, doors, and heating. Stepping inside through the mudroom entry, high-end touches shine—from custom tongue-and-groove pine on the ceiling to durable LVP flooring throughout. The main level flows naturally from a bright living area into a kitchen featuring white shaker cabinets, solid granite countertops, and modern appliances. A full custom bathroom and a flexible spare room complete the ground floor. Upstairs, three cozy bedrooms make clever use of the classic sloped roofline. Outdoors, a detached two-car garage provides abundant storage for lake gear. Walk just down the street to public access on Highland Lake, a 640-acre haven for boating and fishing. Perfect as a year-round home, summer retreat, or short-term rental, this total rebuild offers modern peace of mind in a prime location. Distant water views from every upstairs window!

2 Abbadaba Ln, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. (207)749-4699

$545,000

3 Beds ⋅ 2 Baths

Seller financing incentive available! With an acceptable offer, seller is willing to contribute up to two points toward a buyer's interest rate buydown. Set on 2.5 acres in a peaceful Windham setting, this three-bedroom, two-full-bath home offers privacy, space, and everyday convenience while remaining close to everything the area has to offer. Built in 2006, the home features a comfortable and functional layout with an open-concept kitchen and dining area flowing into the living room, creating an easy space for everyday living and gathering. A welcoming sitting room provides an additional place to relax, while first-floor laundry adds to the home's practical layout. Outside, there's plenty of space to enjoy the property throughout Maine's seasons. Spend summer days by the pool and cooler evenings relaxing in the hot tub, which conveys with the property. Keep chickens in the existing coop, or take advantage of the additional outbuilding for storage, hobbies, equipment, or projects. Mature raspberry and blackberry bushes offer seasonal berries right from the yard, while a beautiful magnolia tree, lilacs, and an Oriental apple tree add established character and seasonal color to the property. With 2.5 acres and only two neighboring homes along the road, the property offers a sense of privacy without feeling isolated. Located just off Falmouth Road, the home strikes a great balance between a quieter setting and convenient access to town. Windham's shopping, restaurants, and everyday amenities are just a short drive away, while Portland is also within easy reach. With acreage, privacy, a pool, hot tub, useful outbuildings, and a convenient location, this property offers plenty of opportunity to make it your own.

7 Mancini Rd, Windham

Listing courtesy of Landing Real Estate.

$629,900

3 Beds ⋅ 3 Baths

Large ranch with so much to provide. Over 3200 sq ft of finished living space. Kitchen is open to the living room and dining area, great layout for entertaining. Kitchen Includes new cabinets, granite countertop and appliances. New plumbing fixtures, cabinet and countertop in the first floor bathroom with laundry shoot. Epoxy floor recently installed in basement. Massive 780 sq ft primary suite features jetted tub, separate shower and 2 large walk-in closets. Large laundry room with wrap-around work counter. Relax and enjoy your favorite drink in the comfort of the screened porch. Two large rock walls enhance the beauty of this property located only a few minutes to North Windham's business district. This property sits on nearly 2 acres, plenty of room to savor the outdoors. For those with an entrepreneurial spirit, you can set up your business in the basement with your advertising sign on Rte 302. Property is located in Windham's C-3 zoning (see town ordinance for the types of businesses allowed). The opportunities are extensive. Member of selling LLC holds a Maine Associate Brokers license.

5 Foster Flds, Windham

Listing courtesy of Regency Realty Group.

$319,000

1 Beds ⋅ 1 Baths

Great little cottage in a fantastic location! In the heart of the lakes region in Windham with views and a ROW to Pettingill Pond, across 302 from The Deckhouse Restaurant and Seacoast Adventure and just a 3 minute drive to Richardsons boat yard in Standish. A 20 minute commute to Portland and a 6 minute drive to the Raymond boat launch on Sebago Lake make this the ultimate home base for all things Maine without breaking the bank. Renovated in 2021 down to the studs with new wiring, plumbing, insulation, sheetrock, heat pump, propane Rinnai heater, and granite kitchen countertops, this gem is ready for you to come and enjoy!

8 Pettingill Rd, Windham

Listing courtesy of Meservier & Associates.

$579,000

4 Beds ⋅ 3 Baths

Historic circa-1900 farmhouse on 4 acres of fields and forest in a desirable rural Windham location, adjacent to Bumbleroot Organic Farm and minutes to Westbrook and Gorham. Filled with vintage character and potential, the home features abundant custom cabinetry in the kitchen, dining, and office spaces; a separate bedroom suite with soaking tub and walk-in closet; and a sunroom overlooking a fenced garden, open field, and woods. A 1,200-square-foot post-and-beam barn provides outstanding possibilities for a workshop, studio, storage, animals, or hobby use. A rare chance to restore, reimagine, and make this remarkable property your own.

180 Highland Cliff Rd, Windham

Listing courtesy of A Team Realty.

$349,900

2 Beds ⋅ 1 Baths

OPEN HOUSE, Saturday 10AM-12PM! Highland Lake doesn't close for the winter. Swim and paddle in July, skate and ice fish in January! At 15 Orchard Rd the lake is yours by deeded right, a short walk down the road. No launch fees, no hunting for parking, no waterfront tax bill. Just a towel, or a sled, and five minutes. The property was originally three lots, so there's room here most homes in this neighborhood don't have — garden, play, park the boat, spread out. Inside: hardwood floors and a kitchen freshly updated with new counters, backsplash, sink, and faucet. Woodstoves in both the kitchen and living room, plus a fireplace and multiple heat sources, so Maine winters are something to enjoy rather than endure. A first-floor bedroom keeps daily life easy, and several additional rooms flex into an office, hobby space, or a landing spot for guests. Septic is designed for three bedrooms; town records currently list the property as a 2-bedroom. Out back, a large shed handles storage with room left for a workbench. Easy commute to Portland. Four seasons of lake living, and a house that's warm through all of them.

15 Orchard Rd, Windham

Listing courtesy of Dream Home Realty LLC.

$625,000

3 Beds ⋅ 3 Baths

Beautiful contemporary cape with 1st floor primary suite! At the end of a cul-de-sac, in a quiet neighborhood, with the 5-acre community common space along the backside of the property, 14 Abenaki Drive is a peaceful retreat. Everyday conveniences and four-season recreation are close at hand. North Windham's shops, groceries, restaurants, and attractions like Seacoast Adventure are a short drive away, while Dundee Park's river beach, Lippman Park's trails and playground, and the Mountain Division Trail invite easy walks, bikes, and paddles. Sebago Lake and Little Sebago are nearby for swimming and boating, and Portland is only about twenty minutes down the road. North and South travel are at your doorstep! Enjoy small-town Maine charm and city access, gorgeous mornings and star filled nights from the deck off the dining room, or sweet summer days in the private back yard. If you are cozy to home, or delight in travel, this solidly built home will become your paradise. Check out the unique, 10 ft ceilings in the daylight walk-out basement. Find plenty of storage space. This house has it all. See it soon!

14 Abenaki Dr, Windham

Listing courtesy of EXP Realty.

$999,000

3 Beds ⋅ 2 Baths

Beautifully maintained and full of character, this inviting log sided home offers the quintessential Maine lakefront lifestyle on the shores of Little Sebago Lake. The home features three bedrooms and one and a half baths with a warm and welcoming open-concept kitchen/dining area that flows into a living room anchored by an impressive double-sided fireplace. Hardwood flooring throughout many of the rooms add to the home's timeless appeal. Upstairs, you'll find three generous bedrooms, including a primary with its own private screened-in porch—a peaceful place to enjoy your morning coffee while taking in the sights and sounds of the lake. A spacious family room with cathedral ceilings provides additional room to gather, relax, or accommodate guests. Just off the family room, a cozy nook offers the perfect spot for a home office, study, or quiet reading retreat. Beautiful wood detailing in the soaring upstairs ceilings enhances the warmth and craftsmanship of this special home. An attached one car garage provides excellent storage and offers potential for conversion into additional overflow living or recreational space. Outside, the large, level yard features established landscaping and plenty of room to enjoy the outdoors. At the water's edge, two docks provide easy access to Little Sebago Lake for boating, swimming, fishing, kayaking, or simply relaxing by the shore. With miles of water to explore, days here can be spent cruising the lake, enjoying time on the water, and returning home to your own private waterfront retreat. A dual purpose shed provides plenty of room for tools, gardening supplies, lake gear, and recreational toys, while a large woodshed and additional smaller shed provide even more storage. Offering the warmth and character of a classic Maine log style home, generous outdoor space, and direct access to one of the area's most desirable lakes, this property is equally suited for year-round living or a special Maine getaway of your own.

92 Sabbady Point Rd, Windham

Listing courtesy of Real Estate 2000 ME/NH.

$389,000

3 Beds ⋅ 1 Baths

Welcome to 229 Tandberg Trail, where comfort, convenience, and opportunity come together in Maine's beautiful Lakes Region. This inviting ranch-style home offers easy one-level living in a desirable neighborhood, just minutes from shopping, restaurants, schools, lakes, parks, walking trails, and other everyday conveniences. Inside, you'll be greeted by a spacious open-concept living room, dining area, and kitchen, highlighted by soaring cathedral ceilings that create a bright and welcoming atmosphere. The layout is comfortable, functional, and move in ready! Outside, the generous yard offers plenty of room to relax, entertain, garden, or simply enjoy the outdoors. Adding a privacy fence could further enhance the backyard, creating an even more secluded outdoor retreat. Whether you're searching for your first home, looking to simplify your lifestyle, or seeking a property in one of Southern Maine's most sought-after areas, this home offers an excellent opportunity to make it your own. Some of the photos for this listing have been virtually staged. This home features a new heating system,hot water heater & 200-amp breaker panel-all new August 2026! The property card identifies the home as a 1.5- bath property. The toilet in the half bath was removed by the seller; however,the existing plumbing remains in place, allowing for a toilet to be reinstalled. Showings begin Saturday September 5th 2026. Open house on Sunday Sept 6th 11am-2pm.

229 Tandberg Trl, Windham

Listing courtesy of Plowman Realty Group.

$649,999

3 Beds ⋅ 2 Baths

Welcome to 51 Gambo Road in Windham, where peaceful waterfront living meets everyday convenience. Set along 144 feet of privately owned Presumpscot River frontage, this unique property offers a rare opportunity to enjoy nature right outside your door while remaining close to shopping, dining, walking trails, golf, beaches, fishing, kayaking, and canoeing. This 3 bedroom 2 bathroom home offers over 2400 total square feet and has seen numerous thoughtful renovations, including a newly renovated kitchen, bathroom, and basement. Enjoy your mornings on the screened-in front porch, then spend your afternoons by the river before unwinding in the hot tub or sauna. An outdoor patio and fire pit create the perfect setting for evenings with friends and family. Private riverfront, modern updates, endless recreation, and unmatched tranquility. Come experience 51 Gambo Road, and discover a home that feels like a getaway, without giving up the convenience of being close to most everything!

51 Gambo Rd, Windham

Listing courtesy of Landing Real Estate.

$499,000

3 Beds ⋅ 3 Baths

Brand New Home with ROW access to Highland Lake! Experience Maine living in this move-in-ready custom home set on .47 acres. Offering 1,664 sq. ft., 3 bedrooms, and 2.5 baths. The thoughtfully designed floor plan features a first-floor primary suite with walk-in closet and en-suite bath with tiled shower. The beautifully appointed kitchen showcases an oversized island with quartz countertops, while first-floor laundry adds everyday convenience. All three Bedrooms have walk-in closets for plenty of storage. Step outside to an extra-large deck, perfect for entertaining, summer gatherings, and relaxing while enjoying the Maine outdoors. Modern craftsmanship, refined finishes, and easy access to Highland Lake create the perfect setting for elevated four-season lake living. Taxes shown are land only, TBD, call town of Windham. **Directions are tricky with GPS- Be sure to come down Albion Rd to Swan Rd, Vista Dr, to Birdsong- other routes will take you on rough roads ****Be sure to see interior tour video!- https://youtu.be/T_KmdYtGVFM

16 Birdsong Ln, Windham

Listing courtesy of RE/MAX Coastal.

$786,000

3 Beds ⋅ 3 Baths

Stunning Private Estate Home with In-Law Suite - 2 Acres of Privacy. Welcome to this exceptional property offering the perfect blend of luxury living and versatile space. Nestled on a generous 2-acre lot, this home features a gourmet kitchen ideal for entertaining, three spacious bedrooms, and a private 1-bedroom in-law apartment/unit completely separate from the main house. Highlights: Master Suite - Expansive primary bedroom with full private bath and a spacious walk-in closet Gourmet Kitchen - Designed for the home chef and perfect for gatherings Separate 1-Bedroom In-Law Unit / Apartment - Ideal for guests, multigenerational living, or rental income Daylight Finished Basement - Bright, usable living space with natural light Two 2-Car Garages (one attached) - Both fully heated one with radiant floor heat and the other has a Modine heating system for year-round comfort Backyard Patio - Perfect for outdoor entertaining and relaxation 2 Acres - Private setting with room to enjoy nature and outdoor activities This rare offering combines comfort, functionality, and privacy in one outstanding package. The separate in-law unit, dual heated garages, and finished daylight basement provide flexibility few homes can match. Don't miss this unique opportunity! Contact us today to schedule your private showing.

6 Barbara Win Ln, Windham

Listing courtesy of EXP Realty.

$415,000

3 Beds ⋅ 1 Baths

Welcome home to this beautifully maintained 3-bedroom, 1-bath home with a two-car garage, ideally located with convenient access to Windham, Gorham, Portland and surrounding areas. Move-in ready and thoughtfully cared for, this home offers a wonderful combination of comfort, extensive improvements and pride of ownership. Major improvements completed in 2025 include new 1/2-inch foam board and 7/16-inch OSB, new vinyl siding, Matthews Brothers Sanford Series double-hung windows, new exterior doors with storm doors, blown-in insulation in the walls and attic, new seamless gutters on both the house and garage, and a new roof featuring ice and water shield. A new large capacity 200 amp electrical panel was also installed, along with a positive drainage system in the basement. Inside, you'll find a warm and inviting home with fresh paint throughout, a spacious living room, three comfortable bedrooms and a nicely appointed kitchen and bath. Step outside and enjoy the beautiful backyard, rear deck and newer 12' x 20' shed, providing plenty of additional storage for lawn equipment, recreational gear and more. One feature that really sets this home apart is the recessed RGB LED Wi-Fi soffit lighting. Customize the exterior lighting for holidays and special occasions, or simply create attractive accent lighting that showcases the home year-round. Additional improvements over the years include kitchen and bathroom renovations, living room flooring, chimney repointing, a replacement oil tank, garage roofing and vinyl siding, and the rear deck. With extensive recent improvements, added insulation, newer windows and doors, updated electrical, a two-car garage, great outdoor space and a convenient location, this is a home where much of the work has already been done. Move in, settle down and simply enjoy being home.

127 Main St, Windham

Listing courtesy of LAER.

$579,000

2 Baths

Two Family building situated on a 0.69 acre lot. Sewer to be connected at Towns expense in the near future. Many development options for this site.

705 Roosevelt Trl, Windham

Listing courtesy of Allied Real Estate.

$1,955,000

4 Beds ⋅ 4 Baths

A carefully curated and renovated mid-century modern home with full attention to details......this home has both waterfront privacy with a .56-acre yard and beautiful appointments! The builder purchased 3 lots and lined each side with now mature trees/ hedges to create a rare oasis on a spring fed clear cove, with easy access to 7 miles of lake! Enjoy partial sunsets, sunrises and abundant wildlife viewings! The flat level entrance to a solid SANDY bottom of 152 feet of waterfront is perfect for swimming, fishing and best of all, no steps, weeds or boulder rocks! An expansive addition of 800 square feet was added in 2023, then in 2026, the owner worked with an experienced architect, removing walls to give a seamless flow to the first floor. The hardwood floors, exterior cedar shakes, floor to ceiling windows, open cable railings are stunning!! TWO primary suites/bathrooms. A large deck makes outdoor dining and entertaining a pleasure! Three sets of double glass sliders bring in gorgeous views, a bar sink plus plumbing for an additional outdoor sink/prep area with hot/cold water make cooking outside a breeze. A sunny downstairs daylight walk out basement with full lake views has a small kitchenette, an office/bedroom and a 640 square foot family room. The owner has used this space for weekly rentals for 11 years. A camp shower and bathroom and full laundry plus a modern gas fireplace and a SEPARATE entry are in place for you to enjoy or continue to rent. T The kitchen and sitting area were added in 2023 upstairs with Viking/sub zero appliances. The modern vaulted ceiling with beams and, a second gas fireplace, double pantries ......and a 9-foot quartz island are stunning. Established perennials, irrigation lines, whole house generator, dock, and two hot water heaters. Little Sebago Lake is one of Maine's finest, stocked with trout annually! A haven to create a lifetime of lake memories!! Two hours to Boston, 30 minutes to Portland

233 Smith Rd, Windham

Listing courtesy of Judy George Realty.

$425,000

2 Beds ⋅ 1 Baths

12 Birchwood Ave, Windham

Listing courtesy of Century 21 North East.

$799,000

4 Beds ⋅ 3 Baths

Welcome to this beautifully maintained Colonial nestled in a family-friendly neighborhood! From the moment you arrive, you'll appreciate the inviting curb appeal, well-landscaped grounds, freshly painted exterior, Trex front porch, and stamped concrete walkway. The open-concept main level offers an ideal layout for everyday living and entertaining. The living room features a cozy fireplace with Brazilian teak hardwood floors and flows seamlessly into the dining area and spacious kitchen, complete with plenty of workspace. A charming coffee bar adds an extra touch of convenience. The large mudroom provides excellent storage and space. Upstairs, the primary suite offers hardwood flooring and a private bath, while additional bedrooms provide plenty of space for family and guests. Step outside to enjoy the newer deck, overlooking a wonderfully private backyard--perfect for relaxing, entertaining, or enjoying your morning coffee. Thoughtfully cared for and move-in ready, this home offers the space, comfort, and privacy you've been looking for in a desirable Windham location. A must-see!

2 Victoria Ln, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$460,000

3 Beds ⋅ 2 Baths

Welcome to 8 Port Drive, Unit 8, a well-maintained Windham condo offering a comfortable layout, thoughtful updates, and access to Collins Pond. Tucked into a quiet, secluded setting with little traffic, this home provides a peaceful atmosphere while keeping you close to the shops, restaurants, and conveniences of downtown North Windham. The main level offers the ease of single-floor living, with inviting living spaces and a kitchen enhanced by an updated backsplash and shelving. Fresh paint on walls and doors, updated lever-style door handles, new blinds and curtains throughout, and two new storm doors add to the move-in-ready feel. Upstairs, a flexible bonus room provides additional space for a den, workout room, home office, or other needs. Outside, enjoy the impressive Trex deck completed in November 2025, a fenced area, and a setting that offers a great extension of the home's living space. Additional improvements include a new roof in 2024, new washer and dryer in 2025, garage door opener with remote, Ring doorbell, furnace igniter, and approximately $15,000 in 2026 additions. The attached garage adds everyday convenience and storage. As part of a small condominium association, owners enjoy weekly trash removal, while the association handles exterior maintenance and septic. With Collins Pond access, a private-feeling setting, flexible living space, and numerous recent improvements, this property offers a unique opportunity to enjoy low-maintenance condo living without giving up the outdoor features and comfortable feel of a home. Conveniently located near the heart of North Windham, 8 Port Drive, Unit 8 is ready for its next owner to settle in and enjoy all that this property and location have to offer. Whether relaxing on the spacious deck, enjoying the fenced outdoor area, or heading to Collins Pond, there is plenty to appreciate inside and out. Natural gas heat and practical utility costs further complement the easy-living design. Come experience this home!!

8 Port Dr Unit 8, Windham

Listing courtesy of Real Broker.

$575,000

3 Beds ⋅ 2 Baths

If you've been searching for a prime location and space to entertain, you've found it! Welcome to your own backyard oasis in one of Windham's most desirable areas. Designed for hosting and everyday living, this 3-bedroom, 2-bathroom home features an above ground pool, hot tub, tiki bar, and expansive fenced in outdoor space ready for gatherings all year long. The large concrete pad currently used for grilling, is easily converted to a basketball court providing plenty of room for recreation. A second outbuilding has been transformed into an insulated, heated home gym giving you a dedicated workout space just steps from the house. Inside, you'll find floor to ceiling updates including a large kitchen, oversized living room with sliding glass doors to the backyard, spacious bedrooms, and the private primary bedroom with en-suite bath. The finished lower level adds even more living and entertainment space with your own movie theater, and two bonus rooms currently used for air hockey and poker nights. The spacious two-car garage gives you ample room for vehicles, gear, and storage, and provides direct entry to the living area, and the bar and hot tub. Whether you're enjoying summer by the pool, working out from home, movie nights, football Sundays, or simply looking for more space without sacrificing location, this property delivers a lifestyle that's surely hard to find. Conveniently located for easy access to Portland, Sebago, and the Lakes Region, it's an ideal investment or year-round home for work, play, and everything in between.

483 Falmouth Rd, Windham

Listing courtesy of EXP Realty.

$499,000

3 Beds ⋅ 2 Baths

Welcome to this wonderful 3-bedroom, 2-bathroom ranch-style home, offering comfortable living and thoughtful updates throughout. The large, renovated kitchen and open first-level floor plan create a fresh, inviting space for cooking, gathering, and everyday living. A newly built 2-car garage provides plenty of room for vehicles, storage, and more. Step outside onto the updated Trex deck, perfect for relaxing, entertaining, and enjoying the outdoors. The lower level offers flexible additional space that can easily serve as a work-from-home office, playroom, or extra storage. With its combination of modern improvements, versatile living spaces, and easy ranch-style living, this home is ready to welcome you!

3 Tucker Dr, Windham

Listing courtesy of Waypoint Brokers Collective. brandon@waypointbrokers.com

$619,900

3 Beds ⋅ 3 Baths

Spacious, private, and beautifully updated, this unique home offers the perfect blend of character, comfort, and convenience. Located just 15 minutes from Portland and approximately one mile from Windham schools, the property is tucked into a thoughtfully landscaped setting with plenty of space for gardening, entertaining on the patio, and enjoying the yard. The home's passive solar design, vaulted ceilings, exposed beams, and abundant natural light create a warm and inviting atmosphere. The recently updated kitchen, new flooring, and new heat pumps add modern comfort while complementing the home's distinctive architectural character. The remodeled primary suite is a true retreat, featuring a kitchenette, stacking washer/dryer, full bath, spacious walk-in closet, and private porch. A first-floor office offers flexibility and could easily serve as a bedroom, depending on your needs. Well cared for and with many updates, this special property offers privacy and space while keeping you close to schools, shopping, recreation, and all that Portland has to offer. Come see all this unique Windham home has to offer!

107 Pope Rd, Windham

Listing courtesy of Redfin Corporation.

$429,000

3 Beds ⋅ 2 Baths

Welcome Home! This meticulously maintained 2 or 3 bedroom townhouse offers an open floor plan with numerous amenities and upgrades including a freshly painted interior, custom design kitchen with granite counter tops and stainless appliances. Plus recently added modern comforts like the high efficiency heat pumps for climate control and a standby generator hook up. The high ceilings and large windows flood the space with natural light. There are 2 full baths and both have been upgraded. The 2nd floor bath was totally redone with a custom shower and glass door. The full basement offers plenty of storage while the large bonus room offers plenty of flexible uses including a home office, family room or 3rd bedroom. In addition to the large amount of living space there is a private deck and patio ideal for enjoying the outdoors relaxing or entertaining. while backing up to common green space for added privacy. This unit is part of a well-run association located in a peaceful neighborhood with easy access to local walking trails and outdoor recreation while being just minutes to local shopping centers, grocery stores, and popular local restaurants. Its also an Convenient commuting distance to downtown Portland. Don't miss this stunning, value priced and move in ready townhouse!

54 Provost Dr Unit 54, Windham

Listing courtesy of Keller Williams Realty.

$829,000

4 Beds ⋅ 3 Baths

A rare Highland Lake offering--a newly built, turnkey 4-bedroom waterfront home with 3 full baths and beautiful lake views. Open the door and begin your year-round vacation. Enjoy exceptional energy efficiency/performance for stress-free living, along with a solar system and low-maintenance exterior. Skylights, tongue and groove pine accents and exposed beams add character to the interior. The lake becomes part of everyday life, whether you're cooking breakfast, reading on the covered porch, or waking up to the sparkle of the water from your bedroom. In summer, relax on the deck or head out for a swim, paddle, or boat ride. In winter, cozy up by the wood stove or go ice fishing. A gradual sandy entry leads to 43 feet of privately owned waterfront with space for a dock and boat, plus an additional 40 feet of shared sandy waterfront access--all just 15 minutes from Portland.

98 Vista Dr, Windham

Listing courtesy of Keller Williams Realty.

$624,900

4 Beds ⋅ 2 Baths

Set near the end of a quiet cul-de-sac, 23 Tate Lane offers approximately 2,400 square feet of flexible living space on 1.16 acres in a remarkably convenient Windham location. The Cape-style home features four bedrooms, two full baths and an attached two-car garage with direct entry. Inside, the sunny eat-in kitchen connects naturally with comfortable living and dining spaces. One of the home's standout features is the expansive, light-filled bonus room above the garage--ideal as a family room, game room, home office, fitness space or guest area. First-floor laundry, a newer heating system and a full unfinished basement with abundant storage add everyday practicality. Outside, a spacious composite deck overlooks the large, open backyard, where a seasonal stream and small bridge add character to the setting. There is plenty of room to entertain, garden, play or simply relax and enjoy the view. Located nearly across the street from Windham High School and its athletic fields, the property is also just minutes from shopping, restaurants, schools and everyday conveniences. With generous living space, a versatile floor plan and a location that makes daily life easier, 23 Tate Lane is ready for its next chapter.

23 Tate Ln, Windham

Listing courtesy of Keller Williams Realty.

$335,000

2 Beds ⋅ 2 Baths

Take advantage of this limited time 'Fall Special' at $335,000 (regularly $349,900) for one unit only PLUS Builder Incentives Available. Stop paying rent! Own for $2400 per month*! Offering 991 square feet of bright, open-concept living, this thoughtfully designed two-bedroom, two-bathroom residence blends modern style with everyday functionality. The spacious primary suite features a private en-suite bath, creating a peaceful retreat to unwind and recharge. Inside, you'll find timeless shaker-style cabinetry, granite countertops, stainless steel appliances, and an in-unit washer and dryer -- all curated to make daily living feel seamless. Large windows fill the home with natural light, creating an airy atmosphere that feels both welcoming and refined. Inspired by the expansive beauty of Sebago Lake -- Windham's most iconic natural landmark -- The Sebago style unit is the largest unit available at Windham Village, designed for those who appreciate space, comfort, and effortless living. Shared amenities include, a gym, co-working space, community room, dog wash, storage lockers and more! *Estimated Principal, Interest, Est taxes & PMI; 5 year fixed, 30 year term, 3% down, 6.827% APR, subject to approval.

10 Stillwater Dr Unit 2129, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$649,500

4 Beds ⋅ 3 Baths

Space, privacy, and exceptional versatility come together in this beautifully maintained, one-owner Colonial. Built in 2006 and set on 1.17 wooded acres, this move-in-ready home offers four bedrooms, 2½ baths, a bonus room, hardwood flooring, and thoughtful features for comfortable Maine living. The main level features a welcoming kitchen that flows into the dining room and a cozy den warmed by a pellet stove. A separate living room provides additional space for entertaining, relaxing, or gathering with family and friends. Upstairs, the spacious primary suite includes a private full bath. Three additional bedrooms and a versatile bonus room provide plenty of flexibility for a home office, playroom, hobby space, or guest accommodations. The attached two-car garage offers direct entry to the main level, along with the added convenience of separate access to the second floor. Practical year-round features include hot-water baseboard heat, two oil tanks, a pellet stove, and a whole-house generator—offering comfort and peace of mind through every season. Outside, enjoy a private backyard surrounded by woods, with a spacious deck and hot tub ready for quiet evenings, summer barbecues, gardening, or outdoor fun. Conveniently located near Routes 302 and 202, this home provides easy access to North Windham's shopping and amenities, Sebago Lake, I-95, and Portland. Whether you are looking for room to grow, space to work from home, or a peaceful retreat close to everything, this Windham property offers an outstanding opportunity at an attractive price point.All this comes in a prime location. Easy access to Route 302 and 202, you can get most anywhere from here, just minutes to North Windham shopping and I-95, Sebago Lake, Portland's vibrant shopping and dining. The home offers excellent proximity to schools, shopping, and amenities. Whether you're seeking a peaceful retreat or an active lifestyle, this Windham property delivers!

16 Pheasant Ridge Dr, Windham

Listing courtesy of Maine Real Estate Experts. YvonneSellsMaine@gmail.com

$435,000

1 Beds ⋅ 1 Baths

If you've been searching for a true, easy-living Maine camp feel with modern comfort, you've found it! 12 Getaway Road in Windham checks every box. Nestled right on the quiet Little Duck Pond, this charming, updated cottage offers peaceful waterfront living with the unbeatable convenience of an easy-access Windham location. Inside, the fresh space centers around the amazing views and a beautiful stone fireplace. This cottage has been beautifully updated with a new kitchen, bath, flooring and pine shiplap throughout. Enjoy this private, quaint cottage on a clean 35 +/- acre pond that is home to largemouth bass, perch, pickerel, etc. Kayak, paddle, swim or launch your motorized boat right from your front yard.

12 Getaway Rd, Windham

Listing courtesy of Dream Home Realty LLC.

$539,000

3 Beds ⋅ 2 Baths

Easy single-level living awaits in this inviting 3-bedroom, 2-bath home. The open-concept layout creates a comfortable flow for everyday living and entertaining, with direct access to a spacious deck featuring a pergola, perfect for summer BBQs, outdoor dining, or relaxing. The lower level adds even more versatility with an incredible media room, plus additional space ideal for a private home office, gym, or hobby area. Conveniently located with easy access to the Lakes Region and downtown Portland, this home offers the best of comfort, flexibility, and location.

11 Twoey Dr, Windham

Listing courtesy of Better Homes and Gardens Real Estate/The Masiello Group.

$2,200,000

5 Beds ⋅ 5 Baths

This beautifully renovated Federal-style home, known as the historic Peter White House, seamlessly blends 1809 heritage with modern luxury. Redesigned by renowned architect John Calvin Stevens in the early 20th century, this landmark estate sits on 11+ pastoral acres in prestigious Windham Hill offering endless possibilities. The recent renovation honors the home's storied past while delivering a sophisticated modern interior. The show stopping kitchen features top-of-the-line Subzero, Fisher Paykel & Wolf appliances with white leathered Brazilian countertops. Maple and pine floors, abundant natural light, and a crisp white palette create an airy, palatial farmhouse ambiance throughout. This complete lifestyle property offers a 5 bedroom, 2 full bath plus 2 powder room home with living and family rooms, library/office, loft, dining room, mudroom, screened porch and partially finished basement, plus a newly renovated studio apartment with full bath and kitchenette in the carriage house that's perfect for guests or income generation. The expansive grounds include open fields, small animal barn, fruit trees, old sugar shack turned wood storage, charming playhouse, and private sauna fitted with a cold-plunge clawfoot tub overlooking a magnificent field that was formerly an airstrip. There's even a spacious garage to house at least 4 vehicles or your small farm equipment. Surrounded by towering pines and maples, this private sanctuary provides rural tranquility while remaining convenient to Portland and in-town amenities and schools. Experience Maine's magic in every season with spring blossoms, summer serenity, brilliant autumn foliage, and winter wonderland snowscapes. Perfect for those seeking the complete New England estate experience. whether a multi-generational family, entrepreneur, or anyone drawn to distinctive historic properties with exceptional land and modern sophistication.

274 Pope Rd, Windham

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,199,000

3 Beds ⋅ 5 Baths

The lake house, elevated. Discover a striking new construction opportunity just one lot back from Highland Lake in Windham with rights of way to the lake. Shared water access to Highland Lake, The exact location, extent, and amount of shared water frontage are currently being confirmed by the attorney. This thoughtfully designed and town-approved 3,036-square-foot residence offers 3 bedrooms, 4.5 baths, a dedicated office, three levels of living and a secluded 800+ square-foot rooftop deck designed to bring a fresh perspective to Maine lake life. Contemporary architecture meets warm, natural design with clean lines, expansive windows and thoughtfully planned spaces for everyday living and entertaining. Inside, the proposed home features bright, open living areas, a sophisticated kitchen and a warm neutral palette complemented by natural wood tones and dramatic black-framed windows. Architectural renderings showcase the vision for a home that feels modern and refined without sacrificing comfort. The showstopper awaits on the third floor. Designed as an entertainer's dream, this level extends the living experience outdoors with an expansive rooftop retreat. Conceptual renderings envision covered and open-air spaces for dining, lounging and entertaining, creating an incredible destination for hosting friends, relaxing after a day on the lake or simply enjoying Maine's changing seasons. Located in the Highland Lake community, the property offers the opportunity to enjoy lake-area recreation while remaining convenient to Windham's shopping, dining and amenities and within easy reach of Greater Portland. With construction yet to begin, buyers may have the opportunity to participate in certain selections and finishes, subject to builder specifications, allowances and construction timelines. 3,036 SF. 3 bedrooms. 4.5 baths. Home office. An extraordinary third-floor entertaining space. One incredible opportunity to create your new home near Highland Lake.

58 Lower Beach Rd, Windham

Listing courtesy of Keller Williams Realty.

$639,900

4 Beds ⋅ 3 Baths

Immaculately maintained and impressively spacious, this oversized ranch offers more than meets the eye. Boasting a footprint of nearly 2800 square feet, the daylight walkout basement with its 9 foot ceilings offers incredible potential to double the home's finished living space, with some framing already in place. Gleaming hardwood floors flow throughout much of the living space, while the thoughtfully designed layout includes an extra-large primary bedroom with ensuite, three additional roomy bedrooms, a generous open-concept kitchen and dining area, a spacious living room, and a separate laundry room--providing plenty of space for everyday living and entertaining. Whether you are sipping coffee on the farmers porch, or grilling burgers on the rear deck, there is also plenty of outdoor space to enjoy. Set on nearly two acres along a private dirt road, the property offers a peaceful setting surrounded by nature, while still being conveniently located near Sebago Lake and the North Windham business district with its restaurants, shopping, and amenities. Numerous upgrades and functional improvements add comfort and peace of mind, including a whole-house water filtration system, radiant heated garage floors, a built-in air exchange system, and a new boiler installed in 2025. With its exceptional condition, expansive footprint, and tremendous potential for additional finished space, this home offers a rare combination of space, privacy, convenience, and quality.

27 Motorcycle Dr, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty.

$975,000

3 Beds ⋅ 3 Baths

Welcome to 15 Alpine Drive, Windham--where modern living, incredible amenities, and exceptional garage space come together in one impressive property. Thoughtfully designed for everyday comfort and entertaining, this home is filled with the upgrades and little details you've been looking for.The kitchen features quartz countertops, glass tile backsplash, custom soft-close hickory cabinetry, Kohler cast-iron farmhouse sink, and hand-blown glass island lighting. Enjoy on-demand hot water, Daikin heat pump cooling, dimmable LED lighting, whole-house fire sprinklers, and extensive smart-home technology. Ethernet is wired throughout, along with integrated Sonos audio in multiple rooms, garage, deck, and pavilion.Outside is your own private retreat! The approximately 150'x100' fenced backyard features a 16'x37' heated inground pool with Roman end and LED lighting, 6-person Vita Spa hot tub, and 28' custom pavilion with power and lighting. Hunter WiFi-controlled multi-zone irrigation and rear gate access toward neighborhood ATV/snowmobile trails add even more convenience.Car enthusiasts, hobbyists, and anyone needing serious space will love the HEATED 32'x40' garage with 12' ceilings, three 10' doors, 9,000-lb Rotary automotive lift, sink, extensive overhead lighting, generator wiring, Ethernet, and multiple 120V/240V receptacles.Pool, pavilion, hot tub, smart-home features, privacy, trails, and an incredible heated garage--all the little things you've been looking for are already here. Why build when your dream home is right here? Windhams private community crossridge is waiting!

15 Alpine Dr, Windham

Listing courtesy of Elevate Maine Realty.

$339,900

2 Beds ⋅ 2 Baths

Welcome to Windham Hill Woods, a well-established and desirable condominium community offering an exceptional combination of convenience, amenities and value. Ideally located on the south side of downtown Windham, this townhouse-style condo provides easy access to shopping, dining and area amenities while helping you avoid much of the traffic congestion found farther north. Inside, the thoughtfully designed floor plan offers comfortable living across three levels. The first floor features a granite kitchen, inviting living room with hardwood flooring, convenient half bath and a sliding glass door leading to your private deck overlooking the wooded edge. Upstairs, you'll find a spacious primary bedroom, second bedroom and full bathroom. Continue to the third-floor loft, an especially versatile space that works beautifully as a home office, reading area, hobby space or flex room. A full basement provides excellent storage and includes the convenience of an in-unit washer and dryer. The $300 monthly association fee includes water and sewer, adding to the overall value and ease of ownership. Windham Hill Woods offers an in-ground pool, pickleball court, sidewalks and generous open space. The association is also pet friendly, making this an inviting community for a variety of lifestyles. Whether you're looking to simplify your lifestyle, make your first home purchase or find a convenient Maine getaway, 23 Meagans Way offers the space, amenities and location to make condo living easy and enjoyable.

23 Meagans Way Unit 12, Windham

Listing courtesy of PO-GO REALTY.

$510,000

3 Beds ⋅ 3 Baths

This brand new Cottonwood Colonial home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a functional mudroom and a great back deck. Upstairs includes a primary suite with walk-in closet, two additional bedrooms, a second full bathroom, and laundry hook-ups. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Make your dream of owning a brand new home come true!

2 Shepherd Ln Unit 1, Windham

Listing courtesy of RE/MAX By The Bay.

$415,000

3 Beds ⋅ 1 Baths

Tucked on a quiet 1.9-acre lot, this 3-bedroom, 1-bath split-entry home has room to spread out. The main level features an open kitchen that flows into the living room, with hardwood flooring, along with two bedrooms and a full bath. Downstairs, you'll find a third bedroom and a finished bonus room that can easily serve as a home office, gym, playroom, or guest space. A partial wrap-around deck provides a private spot to relax and take in the surroundings, while the lot offers plenty of room to enjoy the outdoors. Despite its peaceful setting, the home is just a short drive to North Windham for shopping and everyday errands, with Portland also within easy reach.

106 Highland Cliff Rd, Windham

Listing courtesy of A Team Realty.

$400,000

4 Beds ⋅ 2 Baths

Located in one of Windham Center's established neighborhoods, this 4-bedroom, 2-bath Cape offers comfortable living in a location that's hard to beat. The classic floor plan includes a convenient breezeway connecting the home to the attached two-car garage, while the private 0.35-acre lot provides space to relax, garden, or entertain outdoors. Enjoy being just minutes from North Windham's shopping, restaurants, grocery stores, and everyday conveniences, with easy access to Sebago Lake for boating, swimming, fishing, and year-round recreation. Nearby parks, trails, golf courses, and outdoor attractions make it easy to enjoy the best of Maine's Lakes Region, while Portland is an easy commute for work, dining, and entertainment. Whether you're looking for your next home or a place to enjoy everything Windham has to offer, 25 Abby Road combines neighborhood living with an exceptional location.

25 Abby Rd, Windham

Listing courtesy of Meservier & Associates.

$1,100,000

4 Beds ⋅ 4 Baths

Welcome to the final opportunity to own a brand-new home in Edgewood Estates, one of Windham's most sought-after communities. More than a neighborhood, Edgewood Estates is a thoughtfully crafted enclave where timeless architecture, generous homesites, and Maine's natural beauty come together to create a place where life's next chapter begins. One of the most exceptional advantages of purchasing during the construction process is the opportunity to work alongside your own dedicated Design & Construction Liaison. Rather than simply selecting from a standard list of finishes, you'll have the ability to thoughtfully personalize your home to reflect your vision, style, and the way you live. From design selections and scheduling to ongoing communication and coordination, your Design & Construction Liaison serves as your trusted guide throughout the building journey, creating a seamless, organized, and enjoyable experience from contract to completion. Crafted with an unwavering commitment to quality, timeless design, and enduring craftsmanship, this exceptional home offers an effortless blend of elegance, comfort, and modern living. Thoughtfully designed for the way you live today and the memories you'll create for years to come, its open, inviting spaces are made for gathering, celebrating, and enjoying the moments that matter most. Perfectly positioned just minutes from Windham's vibrant town center, Sebago Lake, shopping, dining, exceptional schools, and year-round recreation, Edgewood Estates offers the rare balance of peaceful surroundings and everyday convenience. When this home is complete, Edgewood Estates will be complete. This is more than the final home to be built and it is the final opportunity to become part of a community that will never be offered again.

Lot 2 Betty, Windham

Listing courtesy of Keller Williams Realty.

$399,000

3 Beds ⋅ 1 Baths

Access to Highland Lake sets the stage for the lifestyle you've been looking for at 27 Beach Road in Windham. Tucked away on a dead-end street, (with the sweetest path over a creek to the Lake) this move-in-ready home offers the perfect opportunity to enjoy lake life without the upkeep of direct waterfront ownership. Spend summer days swimming, paddling, fishing, or simply relaxing by the water, then come home to a wonderful backyard with plenty of room to gather, garden, play, or unwind. The setting offers a welcome sense of retreat while keeping you close to Windham's restaurants, shopping, recreation (Lowell Preserve is just at the end of the road near fire station), and everyday conveniences. Comfortable and ready to enjoy from day one, the property offers wonderful versatility as a year-round residence, Maine getaway, or potential rental investment. Whether you're looking for a place to call home or an opportunity to enjoy everything the Lakes Region has to offer, 27 Beach Road delivers an appealing combination of location, lifestyle, and flexibility. Move in, head to the lake, and make the most of Maine living. Deadline of Sunday 8/16 at noon with a response by 8pm the same day.

27 Beach Rd, Windham

Listing courtesy of Rockstar Real Estate.

$299,900

1 Beds ⋅ 1 Baths

**Builder Incentives Available**.Stop paying rent! Own for $2100 per month*! The Highland offers a peaceful retreat designed for simple, modern living. With 766 square feet of thoughtfully designed space, this one-bedroom, one-bathroom residence blends comfort, style, and convenience in a layout that feels both open and inviting. Inside, contemporary finishes meet everyday functionality with granite countertops, stainless steel appliances, and an in-unit washer and dryer. Large windows allow natural light to pour throughout the home, creating a bright and welcoming atmosphere perfect for relaxing or entertaining. Shared amenities include, a gym, co-working space, community room, dog wash, storage lockers and more! Builder incentives available! *Estimated Principal, Interest, Est taxes & PMI; 5 year fixed, 30 year term, 3% down, 6.781% APR, subject to approval.

12 Stillwater Dr Unit 1137, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$599,000

4 Beds ⋅ 2 Baths

Opportunity meets versatility at 5 Cliff Drive in Windham. Set on a spacious 1.84-acre lot, in The C3 Zone, this property offers more than 2,000 square feet of living space, a flexible floor plan, and is set up with an ADU (check with the town for specifics) with a tenant already in place. The upper level offers generous living spaces and plenty of opportunity for a new owner to make it their own. While ready for some updating and personal touches, the property's layout, setting, and additional spaces provide an excellent foundation for creating something truly special. A standout feature is the walkout lower-level with a kitchenette and its own bathroom and entrance coupled with separation from the main living areas, this space offers tremendous flexibility for future possibilities; multigenerational living, extended-stay guests, or supplemental income. There's even more potential to explore. Above the attached garage is additional unfinished space that may offer an opportunity for future expansion--perhaps a home office, studio, bonus room, or additional finished space, subject to necessary approvals. For folks looking for a property they can improve and grow into over time, the possibilities here are particularly appealing. Outside, nearly two acres provide room to enjoy the Maine seasons, complemented by established outdoor spaces, stonework, a large deck and patio areas. The attached heated garage and additional outbuilding add valuable storage and functionality. Conveniently located near Windham's shopping, dining, recreation, and everyday amenities, 5 Cliff Drive presents an exciting opportunity for a buyer who sees the possibilities. With acreage, flexible living space, expansion potential, Commercial possibilities, and room to add value, this is a property ready for its new owner!

5 Cliff Dr, Windham

Listing courtesy of Rockstar Real Estate.

$499,900

3 Beds ⋅ 1 Baths

Offered for the first time in over 30 years, this charming 3 bedroom, 1 bathroom home with 1,331 square feet of living space sits on a private 0.41 acre lot tucked away on a quiet dead end road. Surrounded by mature greenery, fruit trees, and flowering shrubs, the setting provides a peaceful retreat with classic curb appeal highlighted by a red cedar shake exterior and a circular style paved driveway offering ample parking. Inside, the bright living area features original hardwood floors, abundant natural light, and a cozy brick fireplace that adds warmth and character. The home extends its living space outdoors with an expansive elevated rear deck spanning the width of the house, ideal for dining and entertaining, along with a covered lower level walkout patio perfect for relaxing in the shade. The finished lower level includes a spacious recreation room with wood paneling, ideal for a game room or home theater, and comes complete with a pool table. A dedicated workshop area offers built in benches, cabinetry, and pegboard storage, making it perfect for hobbies or projects. Enjoy deeded lake access just across the road via a shared right of way, offering easy opportunities for swimming, boating, and enjoying summer days by the water. This estate sale is being sold as is, presenting a wonderful opportunity to make this well loved home your own.

29 Lake Ave, Windham

Listing courtesy of Redfin Corporation.

$529,000

3 Beds ⋅ 3 Baths

Welcome to 1 Morgan Ln, a charming 3-bedroom, 2-bath home set on nearly 2 private acres in Windham. The home is thoughtfully laid out for convenient first-floor living, offering ease and functionality for everyday life. Enjoy the space and privacy of a generous lot while still being conveniently located for an easy commute to Portland and surrounding areas. A wonderful opportunity to enjoy peaceful living with the convenience of nearby amenities.

1 Morgan Ln, Windham

Listing courtesy of Tim Dunham Realty. 207-729-7297

$450,000

3 Beds ⋅ 2 Baths

Tucked in South Windham, an area experiencing exciting momentum as part of the town's ongoing Little Falls/South Windham Villages revitalization plan, this classic 1900 New Englander has been freshly painted from top to bottom and is ready to welcome its next chapter. Wood floors carry you through a sun-filled first floor, where the kitchen, dining room, and living room flow together with ease -- the living room anchored by a cozy wood stove for those crisp Maine evenings. Upstairs, three bedrooms -- including a comfortable primary suite -- share a second full bath, while first-floor laundry keeps everyday living simple. With 2 full baths total and thoughtful updates throughout, this home is in truly move-in ready condition. Step outside and the possibilities open up. A level, beautifully landscaped 0.69-acre lot offers a patio and firepit made for gathering, plus a detached 2-car garage for storage and hobbies alike. And for buyers thinking ahead, the property's high-density VC zoning may allow for future expansion, subject to town approval -- a rare bonus as the surrounding village center continues to grow and attract new investment. Rounding out the package: double-pane windows, a storm door, central vacuum, public water and sewer, and an air radon mitigation system already installed -- the practical details taken care of, so you can focus on making it home. Located between Westbrook and the lakes region, and just steps from a village on the rise, 65 High Street offers the character of a century-old home with real upside for the future.

65 High St, Windham

Listing courtesy of The Flaherty Group.

$719,000

3 Beds ⋅ 2 Baths

Sprawling contemporary ranch home situated on a private 1.8 lush green lot which is impeccably landscaped. Over 2000 sq feet of living space including a sunny living room with gas fireplace and cathedral ceiling. Wonderfully planned out kitchen with pantry, center island and dining area, large flex space room with a wood stove, primary suite with full bath, 2 additional bedrooms and another full bath with laundry area. FHW propane radiant floor heat makes the floors warm in the winter. Solar panels supplement hot water for efficiency. Attached oversized two car garage and detached one car garage. Backyard oasis with covered patio area. The rear yard garden shed offers additional storage. Rarely does a property this private in such a wonderful setting become available. ABSOLUTE MUST SEE!

12 Natalie Ln, Windham

Listing courtesy of Portside Real Estate Group.

$465,000

3 Beds ⋅ 2 Baths

129 Forbes Lane is ready for you to check out! Set on nearly half an acre in an established Windham neighborhood, this classic and alluring Cape offers 3 second level bedrooms, and a 1st floor bonus room which was designed as a primary bedroom! 2 full bathrooms that have been recently renovated and updated, and approximately 1,888 square feet of living space. A full bathroom on both the first and second levels provides added convenience and flexibility. Inside, hardwood flooring and a gas fireplace add warmth and character, while the traditional floor plan offers plenty of room to make the home your own. Additional features include a vaulted ceiling sun room with a wood burning stove, attached 3-car garage with overhead storage, partially finished basement space with a laundry room offers great potential, unfinished attic storage, a generous rear deck, large patio, and a storage shed. Enjoy a generous yard and a convenient location near Windham's shops, restaurants, schools, and outdoor recreation, with Little Sebago Lake approximately 10 minutes away. This property presents a wonderful opportunity to create a home tailored to your style and needs.

129 Forbes Ln, Windham

Listing courtesy of Elevate Maine Realty.

$489,000

3 Beds ⋅ 2 Baths

Full of classic New England charm, this 3-bedroom home offers generous living space and a flexible floor plan on a .46 acre corner lot. The updated kitchen features a large center island, new appliances, ample cabinet space, and an inviting layout for everyday living. Original hardwood floors, fireplaces, built-ins, exposed beams, and other period details add warmth and character throughout. Recent improvements include all new windows, updated electrical, freshly paved driveway and new leach field, providing peace of mind while preserving the home's historic appeal. Multiple living and dining areas provide room to gather, work, or relax, and the attached two-car garage adds everyday convenience. Located close to shopping, restaurants, and outdoor recreation, this home offers the space, character, and flexibility to suit a variety of lifestyles.

1 Marigold Ln, Windham

Listing courtesy of RE/MAX By The Bay.

$599,000

3 Beds ⋅ 2 Baths

NEW CONSTRUCTION TO BE BUILT: Experience the best of lakeside living with this stunning new construction opportunity. This thoughtfully designed 3-bedroom, 2-bath home offers modern finishes, open-concept living, and the rare chance to personalize the home to fit your lifestyle. Nestled in a peaceful, scenic setting, the property includes two deeded access points to the lake, making it easy to enjoy swimming, kayaking, fishing, or simply taking in the tranquil waterfront surroundings. Surrounded by nature and nearby trails, this location offers the perfect balance of outdoor recreation and everyday comfort. The home can be customized, with additional options available such as a garage, daylight basement, expanded living space, and other upgrades to create your ideal home. Enjoy the serenity of lake life while remaining just 20 minutes from Portland, offering convenient access to shopping, dining, entertainment, and major commuting routes. Whether you're looking for a year-round residence or a peaceful retreat, this modern new construction home is a unique opportunity to build the lifestyle you've been dreaming of.

78 Lakeside Dr, Windham

Listing courtesy of Engel & Volkers Portsmouth.

$570,000

3 Beds ⋅ 3 Baths

OPEN HOUSE SATURDAY FROM 12 TO 1:30 . What a wonderful location tucked away and yet close to everything like: Schools shopping, recreation, the lakes and mountains. Easy commute to Portland and like new. Rarely seen on the market right now, large rooms, attention to details with upgrades AND a stand alone condo with a two car garage and full basement and low monthly fee of $70.00 for common area maintenance and insurance. From the moment you enter, you'll appreciate the bright, open floor plan, quality craftsmanship, and beautiful hardwood flooring that flows throughout both levels of the home. At the heart of the home is an inviting kitchen featuring granite countertops, a spacious center island, stainless steel appliances, and abundant cabinetry--creating the ideal space for everyday living, meal preparation, and entertaining. The kitchen opens into the welcoming living area highlighted by a custom feature wall with a contemporary fireplace, creating stylish space. Exit through the sliding glass doors to a generous deck overlooking a level backyard, offering plenty of room for summer barbecues, morning coffee, or evenings with family and friends. The second level is designed for comfort, featuring an expansive primary suite complete with 2 walk-in closets and a beautifully finished ensuite bath with granite-topped vanity and tile flooring. Two additional generously sized bedrooms, all with hardwood floors, share a full bath. Also located on the second-floor is the laundry room adding to everyday convenience. The full daylight basement presents outstanding possibilities for future finishing, whether you envision a recreation room, fitness area, home office, or additional living space, while still leaving ample room for storage. An attached two-car garage provides additional space for vehicles, tools, and outdoor equipment. Built with efficiency in mind, this home offers the comfort of natural gas heating. This property is ready for you

36 Belvedere Dr, Windham

Listing courtesy of Keller Williams Realty.

$469,999

3 Beds ⋅ 1 Baths

Welcome to 47 Running Brook Road, a beautifully renovated three-bedroom ranch offering move-in-ready comfort, an oversized wooded lot, and deeded access to approximately 1,500 feet of shared Collins Pond shoreline and park area. Inside, the main level has been thoughtfully transformed with an open and inviting layout, refinished hardwood floors, fresh paint, new doors and trim, and updated lighting throughout. The completely remodeled kitchen features new cabinetry, granite countertops, a farmhouse sink, tile backsplash, stainless appliances, and modern black hardware. The renovated full bath includes a tiled shower, double vanity, new fixtures, and updated plumbing. All three bedrooms are generously sized, and the spacious living room offers plenty of room to relax around the woodstove. The finished lower-level recreation room provides additional flexible living space, while the unfinished portion of the basement offers excellent storage and utility space. Major improvements completed since 2025 include Anderson windows, new exterior doors, a new oil boiler, a new heat pump water heater, a new chimney liner and cap, updated outlets and switches, new flooring, refreshed landscaping, fencing, and extensive tree clearing. Outside, enjoy a private backyard setting with multiple deck areas, a gazebo, storage shed, and a gorgeous, wooded section of the lot. Deeded rights provide access to the shared Collins Pond park area, where residents can enjoy kayaking, paddleboarding, fishing, swimming, and the lake lifestyle without the cost and maintenance of direct waterfront ownership. With extensive renovations, updated systems, flexible living space, and deeded pond access, this home offers a rare combination of comfort, recreation, and peace of mind.

47 Running Brook Rd, Windham

Listing courtesy of Keller Williams Realty.

$849,900

3 Beds ⋅ 3 Baths

Nestled on an extraordinary 16-acre estate in the heart of Windham, this one-of-a-kind farmhouse masterfully blends timeless New England charm with exceptional modern amenities. Surrounded by breathtaking stone walls, spectacular perennial gardens, and stunning custom hardscaping, the property offers an unparalleled setting of beauty, privacy, and tranquility. At the heart of the home is a dream chef's kitchen, thoughtfully designed for both everyday living and entertaining. Featuring gleaming granite countertops, stainless steel appliances, and a coveted Wolf gas range, this impressive space is as functional as it is beautiful. The home offers three spacious bedrooms and two-and-a-half baths, with inviting living spaces that embrace the surrounding landscape. Relax year-round in the passive solar sunroom, unwind on the spacious screened porch, or entertain on the deck before soaking in the hot tub beneath the stars. Additional highlights include a three-car garage, a garden shed, and an expansive third-floor attic with incredible potential to create additional finished living space, whether you envision a home office, studio, guest suite, or recreation room. Every inch of this remarkable property reflects thoughtful craftsmanship and pride of ownership. From the magnificent gardens to the picturesque stonework and peaceful acreage, this is a rare opportunity to own a truly exceptional country estate--offering the perfect balance of elegance, comfort, and natural beauty, just minutes from all that Windham has to offer. This home has even been pre-inspected for the buyer's convenience. Seller Concessions Available. For a video walk-thru go to YouTube and enter the property address.

605 River Rd, Windham

Listing courtesy of Keller Williams Realty.

$599,000

3 Beds ⋅ 3 Baths

This beautiful 3-bedroom, 2.5-bath home will have you celebrating your good luck! Life in this serenely situated Windham neighborhood strikes a perfect balance of comfort, convenience & idyllic charm. Inside, a seamless layout, hardwood floors, lofty ceilings, and mood-boosting natural light await. The kitchen's granite countertops, stainless steel appliances, gas stove, island with storage + seating, and large pantry will inspire every home chef. Open access to the dining area makes for easy chatting while cooking. Beautiful windows and a gas fireplace preside over the living room. A half bath with laundry rounds out the main floor. You'll love retreating to the primary suite upstairs, where peaceful nature views and a private bath create the perfect place to unwind. Two additional second-floor bedrooms and a full bath mean there's room for everyone. Opportunity abounds for entertainment, work, or play in the finished basement. Nature lovers & wildlife watchers will adore this tranquil, tree-lined spot, be it from the front porch, back deck, or around a campfire in the backyard. Evening strolls & bike rides are a breeze in the welcoming, walkable neighborhood. The attached 2-car garage adds everyday ease. North Windham's endless amenities mean you need not leave the bounds of town for a thing. Sebago Lake's public beach is a mere 5-minute drive away. This home will have you singing the praises of a life well-lived - a must-see! Showings begin Friday 7/31 OPEN HOUSE Sunday Aug 2nd 11-1

77 Harvest Hill Rd, Windham

Listing courtesy of King + Miller Real Estate. info@kingmillerrealestate.com

$450,000

2 Beds ⋅ 1 Baths

Don't miss this opportunity to own a year-round, two-bedroom cottage on beautiful Sebago Lake! Located in a five-member association, this property includes its own deep-water boat slip, making it ideal for boating enthusiasts. The renovation has already begun, as shown in the photos, giving the next owner a head start on creating their perfect lakeside retreat. The seller has decided to move on before completing the project, creating an excellent opportunity to add your own style and finishing touches. Enjoy the level common waterfront area featuring picnic tables, a fire pit, and plenty of space to relax and gather with family and friends. With a reduced list price, this cottage offers outstanding value and endless potential. Bring your vision and make this Sebago Lake getaway your own!

14 Family Cir Unit 2, Windham

Listing courtesy of Real Estate 2000 ME/NH.

$289,000

3 Beds ⋅ 2 Baths

Welcome to this beautifully maintained and inviting three-bedroom condo, ideally located in the heart of Windham. Enjoy the convenience of being just minutes from shopping, restaurants, and everyday amenities while tucked away in a peaceful setting. The first floor features an open-concept layout with a spacious living room, kitchen, and dining area--perfect for both everyday living and entertaining. Just off the dining area, step onto the newer deck, an ideal spot to enjoy your morning coffee, dine outdoors, or unwind after a long day. Upstairs, you'll find two generously sized bedrooms with cathedral ceilings that create a bright and airy feel, along with a full bathroom. The finished walk-out basement offers valuable additional living space that can easily serve as a third bedroom, home office, fitness room, or family room, with direct access to the private backyard. Conveniently located near Sebago Lake and just a short drive to Portland, this move-in-ready condo offers the perfect blend of comfort, functionality, and location. Don't miss your opportunity to make this wonderful property your new home! Open house Sunday, September 26th from 12 pm - 1:30 pm!

26 Whites Bridge Rd Unit 26, Windham

Listing courtesy of Signature Homes Real Estate Group.

$523,999

4 Beds ⋅ 2 Baths

Welcome to this beautifully maintained, move-in ready home in a highly desirable Windham location. Set back from the road with a spacious driveway, oversized two-car garage, and private backyard, this property combines comfort, privacy, and convenience. The recently renovated kitchen flows seamlessly into the updated living room, creating a bright and inviting space for everyday living and entertaining. Fresh paint throughout enhances the clean, modern feel, while the brand-new laundry room adds both style and functionality. With 3-4 bedrooms and two full bathrooms, the flexible floor plan provides a variety of possibilities, including guest accommodations, a home office, hobby space, or additional living areas. Natural gas and public water add to the convenience of ownership. Outside, enjoy the privacy of the backyard along with a generous driveway providing ample parking for multiple vehicles or recreational equipment. Located just minutes from Sebago Lake, local beaches, boating, hiking trails, shopping, dining, and everything the Windham area and the Lakes Region have to enjoy, this home features thoughtful updates, a functional layout, and an exceptional location. Don't miss the opportunity to make this beautifully updated property your next home.

214 Tandberg Trl, Windham

Listing courtesy of Maine Real Estate Co.

$624,900

3 Beds ⋅ 3 Baths

Built in 2019 and thoughtfully designed for today's lifestyle, this move-in ready Colonial offers the perfect balance of modern comfort, privacy, and convenience. Situated on a private 1.17-acre lot in the desirable Riverside Ridge neighborhood, this home provides a peaceful setting while remaining just minutes from shopping, restaurants, schools, the Maine Turnpike, and a short drive to the recreational opportunities of Sebago Lake. Designed with both everyday living and entertaining in mind, the open-concept main level features an eat-in kitchen with granite countertops, a center island, pantry, and seamless flow into the dining and living areas. In addition to the reported living area, the home features a fully finished and heated bonus room above the attached two-car garage, offering exceptional flexibility as a home office, media room, game room, fitness area, playroom, or guest retreat. Upstairs, the spacious primary suite offers a private bath and walk-in closet, while two additional bedrooms and second-floor laundry add comfort and convenience. Enjoy your morning coffee on the inviting front porch or unwind on the private rear deck overlooking the spacious backyard. Additional highlights include an attached two-car garage with direct entry, generator hookup, on-demand hot water, and an unfinished walk-out basement offering abundant storage or outstanding potential for future finished living space. Whether you're looking for newer construction, modern finishes, flexible living space, low-maintenance ownership, or a convenient location close to both everyday amenities and Maine's lakes region, 3 Lieutenants Drive offers an exceptional opportunity to enjoy the very best of Windham living.

3 Lieutenants Dr, Windham

Listing courtesy of Meservier & Associates.

$475,000

3 Beds ⋅ 1 Baths

Enjoy the best of both worlds with this charming 3-bedroom ranch featuring a 1-car garage, nestled in a peaceful rural setting in Windham while remaining just minutes from shopping, restaurants, and local businesses. The open-concept layout offers a spacious feel, highlighted by hardwood floors and a large front-to-back living room that's perfect for relaxing or entertaining. The primary bedroom provides a comfortable retreat, while city water and a spacious deck add to the home's convenience and appeal. Outside, you'll find two driveways, offering plenty of parking and flexibility. The property also presents future potential, with the town indicating it may be eligible for conversion to a duplex. Buyers are encouraged to perform their own due diligence to verify all zoning and conversion possibilities. Whether you're looking for a comfortable single-family home or an investment opportunity with expansion potential, this property is worth a look!

439 Falmouth Rd, Windham

Listing courtesy of Dream Home Realty LLC.

$459,900

4 Beds ⋅ 2 Baths

Your Maine waterfront opportunity is knocking. This 2005 built Contemporary located on Collins Pond with over 200 feet of water frontage was just pulled from Auction and has been reduced. Boasting a Single Family home with attached apartment and over 3,000 square feet of previous finished space the possibilities are endless. Images in this listing have been virtually staged.

14 Emerson Dr, Windham

Listing courtesy of Excellence Realty.

$565,000

3 Beds ⋅ 2 Baths

Welcome to this beautifully private and tucked-away retreat, gracefully situated on 1.29 acres of peaceful countryside. Offering 3 spacious bedrooms, 1.5 bathrooms, and a 1-car garage, this charming home provides the perfect blend of comfort, privacy, and convenience. Surrounded by the beauty of a serene rural setting, you can enjoy the tranquility of nature while remaining just moments from public beaches, boat launches, shopping centers, and local restaurants, all while being only 25 minutes from Portland. Outside, you'll find a lovely area ready for your dream garden, along with an existing chicken coop awaiting its next flock, creating the perfect opportunity to embrace a simple and rewarding homestead lifestyle. Whether you're spending a day on the water, enjoying nearby amenities, gathering fresh eggs in the morning, or simply relaxing in your own private oasis, this exceptional property offers the lifestyle you've been searching for.

7 Hall Rd, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

$2,100,000

2 Beds ⋅ 6 Baths

Set on a beautifully maintained peninsula in Outlet Cove, 68 Outlet Cove Road presents an exceptional Little Sebago Lake setting with expansive waterfront, a private sandy beach, dock, and sweeping sunset views. The level lawn extends naturally to the shoreline, creating an inviting setting for swimming, boating, entertaining, or quiet mornings by the water. Every element reflects years of thoughtful care. Mature plantings, manicured gardens, stone retaining walls, and extensive hardscaping frame the home and lake views. A spacious paver patio and screened porch provide comfortable outdoor gathering spaces, while the sandy beach and dock make it easy to enjoy the lake throughout the day. Multiple outbuildings and garage spaces provide exceptional storage for boats, recreational equipment, tools, and seasonal belongings, while creating an ideal setting for entertaining. Inside, a sun-filled living room with a fireplace and wall of glass captures dramatic water views and flows into the dining area, kitchen, and lakeside deck. The primary suite includes a generous bath, laundry, and beautiful lake views. The walkout lower level features a second living room with a fireplace, an office, and a full bath, providing flexibility for guests or extended stays. Above the attached garage is an additional bedroom and loft area. A separate detached garage includes a heated room above, ideal for a studio, workshop, gym, home office, or additional storage. Recent improvements include a newer high-efficiency oil boiler, whole-home standby generator, drilled well, buried propane, and a septic system designed for four bedrooms. A pre-listing inspection and professionally measured floor plan are available for review. From the manicured grounds and carefully maintained outbuildings to the sandy shoreline and beautifully cared-for interior, this is a rare opportunity to enjoy Little Sebago Lake at its finest.

68 Outlet Cove Rd, Windham

Listing courtesy of Legacy Properties Sotheby's International Realty.

$625,000

4 Beds ⋅ 3 Baths

*Back on the market - no fault of seller or property* This is your opportunity to enjoy and reap the rewards of this charming, antique 3 bedroom 1.5 bath New England Farmhouse with an additional 1 level, 1 bedroom, 1 bath In-Law apartment attached. Huge barn, w/work space/pottery studio, beautifully landscaped, pastoral 3.3 acre lot with gardens, flowers, blueberries, veggies and mature trees offered for the first time in 31 years. This classic home with modern accommodations has integrity and flexibility, it's just waiting for your design. Thoughtful and practical updates and upgrades made throughout the ownership. Lovingly maintained and enjoyed. Enchanting spaces inside and out. The farmhouse boasts a large, eat-in kitchen with a pantry and laundry room adjacent. Beautiful antique cast iron stove. Formal dining room and a 1st floor bedroom with a sizable dressing room/closet. Large, newer French doors lead to a sweet side deck overlooking green trees and fields. New roof on the main home 2024 as well as a heat pump for heating and cooling in 2023. The expansive mudroom separates the In-Law apartment from the farmhouse. In-Law apartment with its own deck was added in 1995. Perfect for personal, family use or for additional income. New roof on the apartment 2023, heat pump in apartment installed 2025. The barn and the back woodstock was used as the owner's pottery studio and wood fired kiln. A stunning piece of structural history, with tons of storage and space for your passions or practical uses. This truly special property offers a solid, warm and practical home on positively cinematic farm land. Tucked away from the hustle and bustle but only minutes away from walking trails and Windham Center for shopping, services, entertainment and dining. Less than 15 minutes to the Maine Turnpike, less than 30 minutes to Portland. Make this historic gem your own bucolic, rural paradise.

305 Windham Center Rd, Windham

Listing courtesy of Portside Real Estate Group.

$419,900

3 Beds ⋅ 2 Baths

Move right into this well-maintained home, perfectly situated on a semi-private lot surrounded by mature greenery. Enjoy deeded right-of-way access to Pettingill Pond for swimming, kayaking, or simply relaxing by the water, all while being just one mile from Windham's shopping, dining, and everyday conveniences. Inside, the daylight basement with a cozy pellet stove offers flexible living space, while the deck just off the kitchen is perfect for grilling, entertaining, or enjoying your morning coffee. A second full bathroom adds extra convenience, making this move-in-ready home an ideal blend of comfort, privacy, and location.

33 Spear Ave, Windham

Listing courtesy of Coastal Pine Real Estate, LLC.

$399,000

2 Beds ⋅ 2 Baths

Just in time to still soak up the most beautiful time here in Maine! Welcome to 47 Anglers, located on peaceful Pettingill pond. Water views, recent renovations, fresh paint throughout, original charm and outdoor recreation, all without the waterfront price tag! This 2 bedroom, 1.5 bath home is located on a private half-acre lot overlooking the pond. Just steps from your front door is your shared water access to put in your kayak, canoe or paddle board. When you aren't on the water you can still savor those views from your three season sun porch. Inside you'll enjoy your renovated kitchen, with stainless steel appliances, large living area, hardwood floors throughout creating warmth along with a cozy fireplace. First floor laundry is located in your half bath, and a full bath and two bedrooms are upstairs. A coveted mudroom, needed for every season here in Maine, whether you are kicking off your flip flops or winter boots. Outside, a one car garage and a large backyard perfect for games and entertaining. Conveniently located just minutes from North Windham shopping, dining and amenities, and centrally located just 30 minutes to Portland or Pleasant Mountain. Whether you are looking for yourself or for an investment property, this home, this location and this price point cannot be beat!

47 Anglers Rd, Windham

Listing courtesy of Portside Real Estate Group.

$699,000

3 Beds ⋅ 3 Baths

We call it 'The Tree House'--a ranch built bigger and bolder. Set on nearly 10 private acres, this beautifully renovated home is wide, solid, and built to impress: hardwood floors, solid wood doors, statement glass hardware, a true primary suite, and a kitchen with a gas range made for real cooking. This multi-level layout offers a finished lower level, which adds a bonus room and kitchenette, guest suite, in-law space, studio, or office--the choice is yours. Out front, a pollinator garden brings monarch butterflies all summer long. A heated barn rounds things out with its own oil tank, a pro-grade Kellogg air compressor, pull-down loft storage, and a serious workspace. Minutes from Windham Center, area lakes, and an easy Portland commute--with potential for two additional buildable lots behind the home (subject to municipal approval). A transformation, inside and out.

21 Land Of Nod Rd, Windham

Listing courtesy of Legacy Properties Sotheby's International Realty.

$4,200,000

7 Beds ⋅ 5 Baths

This is a rare opportunity to experience luxury lakefront living in this extraordinary, furnished waterfront residence on pristine Sebago Lake. Take in spectacular Mt. Washington views, breathtaking sunsets, abundant natural light and 113 feet of private shoreline.This area of Sebago's Jordan Bay is closest to the airport, the arts, world class restaurants and the ocean. Also just five minutes from local coffee shops, supermarkets, shopping and local restaurants. Multiple premier ski destinations are within an easy drive making this a true four season gem. Share what you will come to love about the Lakes Region with friends and family. Two attached guest suites/apartments seamlessly expand the home's living space for larger gatherings. Each has its own entrance and parking.The main level features a great room, an expansive kitchen, large island with seating for 6, a private office or formal dining room, and a luxurious primary suite complete with a walk-in closet and laundry. The spa-inspired ensuite bath includes a spacious steam shower with dual shower heads and jetted soaking tub. The fully finished walk-out lower level expands the home's possibilities with a dedicated media/theater room, an additional family room with kitchenette, bedroom and full bath--ideal for guests or extended family. Upstairs, you'll find another comfortable living area, two large bedrooms, a full bath, and an expansive deck where you can relax while enjoying panoramic views.Situated on 2.1 acres, the property features mature landscaping with fruit trees, an expansive lawn, playground, outdoor speakers, and a spacious patio with a fire pit--perfect for entertaining family and friends. Exceptional waterfront amenities include a permanent lakeside deck with seating, storage, and direct swimming access. The deep-water dock features a generous 12 x 20 ft seating area, Jet Ski lift, storage for lake toys, and a boat mooring with room for additional moorings.

15 Sleepy Hollow Rd, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

$520,000

3 Beds ⋅ 2 Baths

Welcome to this adorable Colonial offering 3 bedrooms, 1.5 baths and a bright, open concept with 9' high ceilings. Recent updates include all new windows and doors, flooring on 1st level and 2nd floor hallway and a Vermont Casting woodstove for an additional source of heat. Enjoy the seasonal views of the Western Mountains and amazing sunsets from your front windows or sitting outside in your Adirondack chairs sipping your morning coffee. You will understand why its named, ''Harvest'' Hill Rd on this natural piece of property with the likes of strawberries, blackberries, blueberries, witch hazel and mint! Located in Sebago Heights, one of Windham's most desirable neighborhoods, this home is 5 minutes to both Little Sebago Lake and Big Sebago Lake boat launches and a quick walk or bike ride to the private beachfront of Tassel Top on Sebago Lake. The shops and grocery stores are 7 minutes away as well as minutes from Chipman's Farm Stand and Good Life Market! You are nestled away, yet 20 minutes from the Maine Turnpike, 30 minutes to downtown Portland (South) and 45 min - 1 hr (North) from Pleasant Mountain and Sunday River Ski Resort. Don't miss out on this little piece of heaven and check it out with a private tour today! Seller is willing to give concessions to Buyer at closing.

104 Harvest Hill Rd, Windham

Listing courtesy of www.HomeZu.com. 877-249-5478

$499,900

2 Beds ⋅ 2 Baths

4.67 ACRES ON COLLEY WRIGHT BROOK — YEAR-ROUND WATER, YOUR OWN PRIVATE WATERFALLS, AND A POTENTIAL BUILDABLE LOT. The entire property conveys: all 4.67 acres, over 300 feet of owned water frontage, and a true Maine homestead just 30 minutes to Portland. Potential second building lot — buyer to confirm with the Town of Windham. Some properties you tour. This one you fall for. Set on 4.67 private acres along year-round Colley Wright Brook — with over 300 feet of owned water frontage and your very own waterfalls — this is the rare retreat where the land itself tells the story. Gather at one of two brookside fire pits, wander the gardens, or simply listen to the water from a porch tucked among mature trees. The 1969 log home is full of soul, built from logs harvested right up the road at Staples Farm. Inside, a cathedral-ceilinged living room is anchored by a grand wood-burning fireplace, while a heated three-season sunroom with radiant floors brings the woods-and-water views indoors all year. Enjoy easy one-floor living with two bedrooms and two full baths, plus a finished office/bonus room on the lower level for work, hobbies, or guests. For the self-sufficient at heart, this is a dream: an outdoor wood boiler can heat the entire home — with soft or hard wood you harvest right from your own land — backed by baseboard hot-water heat, a basement wood stove, and the sunroom's radiant floors. Heat your way, all year long. And the grounds are a love letter to the seasons: established perennial and raised-bed gardens, lilacs and dahlias, tulips and lilies, plus a true edible landscape — apple trees, elderberries, serviceberries, rhubarb, blueberries, strawberry patches, and a full herb garden of chives, oregano, sage, and thyme. Private, peaceful, incredibly scenic — yet only about 30 minutes to Portland. Come stand by the brook and listen. You'll understand.

22 Montgomery Rd, Windham

Listing courtesy of Dream Home Realty LLC.

$839,000

4 Baths

4.26 ACRES (potentially sub-dividable) WITH INCOME PRODUCING EFFICIENCY APARTMENT! Built in 2003, the main house offers nearly 2800sqft, 4+ bedrooms, 2.5 baths, a spacious loft with pool table, and a fully finished basement. High-quality Andersen windows fill the home with natural light, while warm wood finishes and generous living spaces create an inviting, comfortable atmosphere. Savor the heart of the home with custom birch cabinetry, Corian counters, a roomy island, and ample storage for all of your culinary needs. Keep your toes warm all winter long with the luxury of radiant heat floors beneath every step. Enjoy peaceful surroundings, abundant wildlife, and endless opportunities to relax. Nestled on 4.26 acres of impeccably maintained and manicured, park-like grounds, this property invites you to enjoy the serene beauty and a picturesque setting right at your doorstep. A preliminary inspection indicates that the lot may possibly be subdivided, allowing the potential of building an additional rental property or a guest house for family and friends. Unwind on the 8'x24' farmer's porch or entertain guests on the 10'x20' rear deck. The oversized 24'x32' heated two car garage provides ample storage for vehicles, tools, and recreational equipment. Above the garage is a legal efficiency apartment with 1 bedroom, 1 bath, offers excellent rental history. Apartment features a small kitchen, washer and dryer, and private entrance separate. Additional property updates include a 26KW whole house automatic generator installed in 2022 powering the home, garage, and apartment; heat pumps installed in 2020: a full exterior re-stain completed in 2022; a new house roof installed in 2023: and the driveway resealed in 2026. Most furnishings are negotiable, and most appliances are less than 10 years old. This Maine Cedar Log Home delivers exceptional space, comfort, and privacy. 1031 Exchange friendly. Broker offering free 1-year home warranty.

27 Independence Dr, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

$839,000

4 Beds ⋅ 3 Baths

4.26 ACRES (potentially sub-dividable) WITH INCOME PRODUCING EFFICIENCY APARTMENT! Built in 2003, the main house offers nearly 2800sqft, 4+ bedrooms, 2.5 baths, a spacious loft with pool table, and a fully finished basement. High-quality Andersen windows fill the home with natural light, while warm wood finishes and generous living spaces create an inviting, comfortable atmosphere. Savor the heart of the home with custom birch cabinetry, Corian counters, a roomy island, and ample storage for all of your culinary needs. Keep your toes warm all winter long with the luxury of radiant heat floors beneath every step. Enjoy peaceful surroundings, abundant wildlife, and endless opportunities to relax. Nestled on 4.26 acres of impeccably maintained and manicured, park-like grounds, this property invites you to enjoy the serene beauty and a picturesque setting right at your doorstep. A preliminary inspection indicates that the lot may possibly be subdivided, allowing the potential of building an additional rental property or a guest house for family and friends. Unwind on the 8'x24' farmer's porch or entertain guests on the 10'x20' rear deck. The oversized 24'x32' heated two car garage provides ample storage for vehicles, tools, and recreational equipment. Above the garage is a legal efficiency apartment with 1 bedroom, 1 bath, offers excellent rental history. Apartment features a small kitchen, washer and dryer, and private entrance separate. Additional property updates include a 26KW whole house automatic generator installed in 2022 powering the home, garage, and apartment; heat pumps installed in 2020: a full exterior re-stain completed in 2022; a new house roof installed in 2023: and the driveway resealed in 2026. Most furnishings are negotiable, and most appliances are less than 10 years old. This Maine Cedar Log Home delivers exceptional space, comfort, and privacy. 1031 Exchange friendly. Broker offering FREE 1-year home warranty.

27 Independence Dr, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

$799,000

4 Beds ⋅ 3 Baths

Enjoy the perfect balance of a quiet lifestyle, access to Maine recreational living, local grocery stores, with an effortless commute. Located on a peaceful street just 15 mins to downtown Portland and minutes to Westbrook and quick access to the turnpike. The open main level features a propane fireplace, chef's kitchen with quartz counters and gas range, and a dining area opening to a grilling deck. A custom brick-floored drop station adds high-end utility. A flexible 1st-floor room is perfect for a home office, while the massive finished bonus room above the garage features a sleek wet bar built for entertaining. Retreat to the luxury primary suite featuring a walk-in closet & spa bath with dual separate vanities. Complete with premium finishes, a full-house automatic generator, and a low-maintenance yard, this turn-key, versatile home is ideal.

24 Leonards Way, Windham

Listing courtesy of Portside Real Estate Group.

$790,000

4 Beds ⋅ 3 Baths

Welcome to 25 Leonards Way! Set on a beautifully maintained 0.84-acre lot in one of Windham's sought-after established neighborhoods, this exceptional property offers the perfect blend of elevated finishes, everyday comfort, & an unbeatable location. Built in 2021, this beautifully kept 4-bedroom, 2.5-bath home offers nearly 2,400 square feet of thoughtfully designed living space with high-end finishes & quality craftsmanship throughout. Step inside to discover hardwood flooring, abundant storage, and inviting spaces designed for both entertaining and everyday living. At the heart of the home is an entertainer's dream kitchen featuring beautiful stone countertops, a stylish tile backsplash, ample prep space, & seamless flow into a generously sized dining area perfect for hosting dinner parties or casual evenings with family and friends. The warm & inviting living room is anchored by a gas fireplace, creating the perfect atmosphere year-round. Upstairs, the home continues to impress with a convenient second-floor laundry room and a beautifully updated primary suite featuring a brand-new custom glass & tile shower designed to create a spa-like retreat & walk-in closet. Recent updates include a brand-new heat pump system providing efficient comfort and air conditioning for summer months. Outside, enjoy a spacious back deck, a brand-new patio, & refreshed landscaping with garden beds, fresh mulch, mature trees, & a beautifully maintained yard creating a private outdoor retreat. The oversized finished two-car garage features a custom wood interior finish and exceptional storage capacity. A full daylight walkout basement is already framed, offering easy potential for future finished living space. Greatest luxury of all is the location, 15 min to Portland 7perfectly positioned between Maine's coastline, ski mountains, & Lakes Region. New school being built in Windham as well. Sophisticated & perfectly located this is truly a must see! 3 bed septic design in disclosure.

25 Leonards Way, Windham

Listing courtesy of Portside Real Estate Group.

$325,000

1 Beds ⋅ 1 Baths

Brand New Price! First time home buyers, down sizers, Investors, builders, developers! Excellent opportunity on highly popular Roosevelt Trail with flexible Residential (RM) zoning, offering potential for limited business use, a home occupation, or multi-unit development. This neat, clean, and sun-drenched property sits on a spacious lot. An asset for immediate expansion or development is the existing two-bedroom septic system already on site. The property features a turnkey, updated 1-bedroom home with an efficient newe heating system and spacious downstairs laundry--this home is perfect for immediate rental income while you plan your expansion or development of the property. Capitalize on the large open backyard, paved driveway with a 1+ car garage, and two powered storage sheds. Explore the possibilities under the town's RM land use ordinance. Very convenient to Greater Portland, the Sebago Lakes Region, North Windham and Auburn. Perfect lower price point for buyers just starting out! Better than a tiny condo!

549 Roosevelt Trl, Windham

Listing courtesy of Pine Tree Realty of Maine.

$1,175,000

6 Beds ⋅ 5 Baths

~ OPEN HOUSE SUNDAY ~ 8/23/26! 10:30-12pm ~ Immerse yourself in a masterfully executed, 'down-to-the-studs' remodel (completed 2023) marrying organic warmth with modern sophistication. Infused with rich wood tones, textured accent walls, and a curated, boho-chic palette, this striking 6BR/5BA estate feels less like a house and more like a private sanctuary. Designed for seamless entertaining, the open layout boasts bespoke details at every turn. The chef's kitchen features Brazilian quartzite, handmade custom cabinetry, and designer fixtures. Gathering spaces are abundant, with two distinct living areas inviting you to cozy up by a wood stove or a new propane fireplace. The main residence offers rare dual first-floor primary suites--one flanking each side of the home. Luxury details include custom tile showers, built-in nightstands, and powered blinds regulating the sun-drenched rooms. For hosting, a speakeasy-style bar serves as the perfect retreat, while 3 separate laundry locations offer ultimate convenience. Flexible Guest Wing / Income Suite: Accessed via an indoor breezeway or a private outdoor entrance, the space above the 3-car garage features 2 bedrooms, 2 bathrooms, and a full second kitchen. This brilliant layout is perfect for multi-generational living, or entirely closed off as a premium rental income suite. Outdoor Oasis & Lifestyle: Sited on a generous, tranquil lot, the property echoes the privacy of the wooded road leading to it. Step onto multiple 'treehouse' decks to take in the canopy, or explore the greenhouse shed and cedar spa awaiting your creative touches. Additional interior flex rooms easily accommodate a fitness studio, remote offices, a theater, or a playroom. Best of all, this private retreat includes deeded right-of-way access down the road to beautiful Highland Lake for swimming, kayaking, and summer recreation. Photos are beautiful, but the texture, scale, and soul of this remarkable home must be seen.

44 Johnson Rd, Windham

Listing courtesy of Beacon Realty.

$1,175,000

5 Baths

Luxury, Serenity, and Versatility Near Highland Lake Immerse yourself in a masterfully executed, 'down-to-the-studs' remodel (completed 2023) marrying organic warmth with modern sophistication. Infused with rich wood tones, textured accent walls, and a curated, boho-chic palette, this striking 6BR/5BA estate feels less like a house and more like a private sanctuary. Designed for seamless entertaining, the open layout boasts bespoke details at every turn. The chef's kitchen features Brazilian quartzite, handmade custom cabinetry, and designer fixtures. Gathering spaces are abundant, with two distinct living areas inviting you to cozy up by a wood stove or a new propane fireplace. The main residence offers rare dual first-floor primary suites--one flanking each side of the home. Luxury details include custom tile showers, built-in nightstands, and powered blinds regulating the sun-drenched rooms. For hosting, a speakeasy-style bar serves as the perfect retreat, while 3 separate laundry locations offer ultimate convenience. Flexible Guest Wing / Income Suite: Accessed via an indoor breezeway or a private outdoor entrance, the space above the 3-car garage features 2 bedrooms, 2 bathrooms, and a full second kitchen. This brilliant layout is perfect for multi-generational living, or entirely closed off as a premium rental income suite. Outdoor Oasis & Lifestyle: Sited on a generous, tranquil lot, the property echoes the privacy of the wooded road leading to it. Step onto multiple 'treehouse' decks to take in the canopy, or explore the greenhouse shed and cedar spa awaiting your creative touches. Additional interior flex rooms easily accommodate a fitness studio, remote offices, a theater, or a playroom. Best of all, this private retreat includes deeded right-of-way access down the road to beautiful Highland Lake for swimming, kayaking, and summer recreation. Photos are beautiful, but the texture, scale, and soul of this remarkable home must be seen.

44 Johnson Rd, Windham

Listing courtesy of Beacon Realty.

$479,000

3 Beds ⋅ 3 Baths

Come see why so many have chosen Dolley Farm Condominiums for their new home! The Harvest style townhouse features a well-designed open floor plan ideal for today's lifestyle. The spacious kitchen includes a center island and pantry and flows seamlessly into the dining and living areas, while a rear patio extends your living space outdoors. Upstairs, the primary suite offers a private retreat with an ensuite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. With completed units available, you can settle in and enjoy now! Pet friendly and short walk to Sebago to Sea trail and Shaw Park!

6 Dolley Farm Rd Unit 3, Windham

Listing courtesy of The Flaherty Group.

$445,000

3 Beds ⋅ 2 Baths

This brand new home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a full bathroom, a functional mudroom entry, and a great back deck. Upstairs includes three bedrooms, and a second full bath. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Move right in and make your dream of owning a brand new home come true!

8 Shepherd Ln Unit 4, Windham

Listing courtesy of RE/MAX By The Bay.

$699,000

2 Beds ⋅ 3 Baths

Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Framing is complete at 25 Daybreak Lane! Truly our most decades long and spaciously flexible option, the WINDHAM homes provide both first and second floor primary suite options. Multi-generational, Companion, and Guest-Friendly, owners of these units can opt for stacked or side-by-side laundry on one or both floors of living. This inner unit features two full baths, a functionality first open concept kitchen, a front porch and back deck for sipping in the scenic surrounds, 18ft cathedral ceilings, and not one but two bonus spaces, fit for an office, spare bed, hobbying, or entertaining! This unit also has the option to finish its full-daylight walkout basement for an additional 500 SF of living area. Community Amenities to Include: tennis & pickleball courts, two-level clubhouse with fitness center, full kitchen and function space, plus private access to the over 50 acre parcel with over 6000 feet of nature trails, more than 500 feet of manicured lake front to carry in kayaks, canoes and paddleboards, plus a community maintained dock. Located just 10 miles from downtown Portland, residents will enjoy unbeatable proximity to top rated health care and hospitals, as well as Maine's finest dining and entertainment options. Boating, skiing, golf, shopping, dining, sports & activity clubs... The way 55+ life should be, and you can have it all in The Cove at Highland Lake! Reserve now & for a limited time you may customize your home's finishes!

25 Daybreak Ln Unit 8, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. crystal.chandonnet@verani.com

$479,900

3 Beds ⋅ 2 Baths

Welcome to 6 Shepherd Lane, offering a blend of classic charm and modern convenience. This sun-drenched Cape-style residence features 3 bedrooms, 2 full baths, and over 1,600 square feet of thoughtfully designed living space, set in a peaceful neighborhood just minutes from local amenities. Step onto the inviting farmer's porch and into a bright, open-concept first floor where the living, dining, and kitchen areas flow seamlessly together. The kitchen features quartz countertops, a center island with excellent drawer storage, and new appliances. The first floor also offers a flexible den or office, a full bath, laundry hookup, and a functional mudroom entry. Upstairs includes three bedrooms, including a spacious primary with a walk-in closet, along with a second full bath. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Make your dream of owning a brand new home come true!

6 Shepherd Ln Unit 3, Windham

Listing courtesy of RE/MAX By The Bay.

$1,375,000

4 Beds ⋅ 3 Baths

Sebago Lake Lifestyle with 700' of gated private beach frontage and an exceptional estate located at the end of a quiet cul-de-sac. Refined design, extensive recent renovations, new roof, 5 bay garage & exclusive access to Maine's premier Sebago Lake - one of New England's top freshwater destinations for boating, recreation, and year-round beauty. Offering 4,602 square feet of finished living space, this estate features 4 bedrooms including a primary bedroom suite of over 1,000 sq ft gross living area, 2.5 baths, a 5-bay garage, set on over 2 acres providing privacy in every direction. The first-floor renovation creates an open-concept layout designed for effortless entertaining and everyday living. A stunning custom kitchen appointed with premium fixtures, Calacatta Brazil true white quartzite paired with contrasting black quartzite countertops, and waterfall-edge detailing that creates a sleek modern look. New flooring, recessed lighting, and an integrated sound system elevate the entire main living area. Additional recent improvements include a new 7,000+ sq ft roof, remodeled and updated baths, 15-zone irrigation system, new hot water heater, and a freshly resealed driveway. Multiple outdoor living spaces include a raised stone porch seating area, a large porch with a wooden trellis which is directly accessed from the first floor of the home, and a charming foot bridge overlooking a cascading stone fountain. A perfect way to let the world fade away as you relax in your own private backyard oasis after a day on the lake. Windemere Estates residents enjoy private Sebago Lake frontage with three beach areas, tennis courts, beach volleyball, gazebo, private boat launch, and a residents-only dock (boat slips available by tenure). Additionally, this estate is among a select few in the community to include its own mooring. Privacy, modern sophistication, and Maine lake living all come together at this must-see property. Shown by appointment only.

20 Freeman Ct, Windham

Listing courtesy of Holt Realty.

$479,900

3 Beds ⋅ 2 Baths

Welcome to 6 Shepherd Lane, offering a blend of classic charm and modern convenience. This sun-drenched Cape-style residence features 3 bedrooms, 2 full baths, and over 1,600 square feet of thoughtfully designed living space, set in a peaceful neighborhood just minutes from local amenities. Step onto the inviting farmer's porch and into a bright, open-concept first floor where the living, dining, and kitchen areas flow seamlessly together. The kitchen features quartz countertops, a center island with excellent drawer storage, and new appliances. The first floor also offers a flexible den or office, a full bath, laundry hookup, and a functional mudroom entry. Upstairs includes three bedrooms, including a spacious primary with a walk-in closet, along with a second full bath. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Make your dream of owning a brand new home come true!

6 Shepherd Ln Unit 3, Windham

Listing courtesy of RE/MAX By The Bay.

$484,000

3 Beds ⋅ 3 Baths

Move in Ready! Come see why so many have chosen Dolley Farm Condominiums for their new home! The Sunrise style townhouse features a well-designed open floor plan ideal for today's lifestyle. The spacious kitchen includes a center island and pantry and flows seamlessly into the dining and living areas, while a rear patio extends your living space outdoors. Upstairs, the primary suite offers a private retreat with an ensuite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. With completed units available, you can settle in and enjoy now! Pet friendly and short walk to Sebago to Sea trail and Shaw Park!

26 Dolley Farm Rd Unit 12, Windham

Listing courtesy of The Flaherty Group.

$559,000

4 Baths

Rare Investment Opportunity Near Sebago Lake - Multi-Unit Property with Huge Potential. Opportunity awaits. This unique property offers incredible potential for investors, contractors, or buyers looking to create value. Located just a short walk to association access on beautiful Sebago Lake, the property features multiple units and flexible living space with the possibility for rental income or multi-generational use. While the property does REQUIRE updates and improvements, the location and potential make it a rare opportunity in the Windham/Sebago Lake area. Enjoy the benefits of lake access while being conveniently located near local amenities, restaurants, and year-round recreation. Whether you're looking for an investment project, seasonal retreat, or property with income potential, this is a chance to bring your vision to life in one of Southern Maine's most desirable lake regions.

96 Mineral Spring Rd, Windham

Listing courtesy of Krainin Real Estate.

$549,000

2 Beds ⋅ 2 Baths

Some properties sell a house. This one sells a lifestyle. Set on the shores of Sebago Lake with your own boat mooring, sandy beach access, and sweeping views of the water and mountains beyond, this condominium offers four seasons of the good life -- boating and swimming in summer, ice fishing and snowshoeing in winter, and quiet lakefront mornings year-round. Inside, hardwood floors and lake views set the tone in the living room, while the kitchen impresses with bright white beadboard cabinets, granite countertops, and full-sized appliances. Two comfortable bedrooms offer flexible living with a primary suite and a spacious second bedroom with plenty of room for bunks, perfect for guests or a full crew of weekend visitors. Community amenities include tennis, basketball, and pickleball courts and a shared dock, all managed by a rock-solid association that covers nearly everything and hasn't assessed in over ten years. Portland, Windham, and Point Sebago Golf Resort are all minutes away, but once you're here, you won't want to leave.

1112 Roosevelt Trl Unit 16, Windham

Listing courtesy of RE/MAX By The Bay.

$385,000

1 Beds ⋅ 1 Baths

Nestled along the peaceful shores of Pettingill Pond, 12 Shore Road in Windham, Maine has the perfect blend of classic lakeside charm and modern comfort. This inviting property boasts stunning water views, direct access to the pond, and a serene setting ideal for both year-round living and seasonal escapes. Inside, you'll find a bright and welcoming layout with large windows that fill the home with natural light and showcase the surrounding beauty. The open-concept living and dining areas create an easy flow for entertaining, while the kitchen provides ample space for preparing meals after a day on the water. Need more space, you will be pleased to find that this property also has a bunkhouse, perfect for overnight guests. Step outside to enjoy your private slice of Maine's natural beauty--whether it's morning coffee overlooking the water, afternoons spent boating or swimming, or evenings around the firepit under the stars. The property offers convenient pond access, making it easy to embrace the full waterfront lifestyle. Located just a short drive from local shops, restaurants, and all of Windhams amenities. This home combines tranquility with accessibility. Whether you're looking for a permanent residence, a vacation getaway, or an investment opportunity, 12 Shore Road is a rare chance to own a piece of Maine's sought-after waterfront living.

12 Shore Rd, Windham

Listing courtesy of Rockstar Real Estate.

$1,595,000

3 Beds ⋅ 3 Baths

New construction on Little Sebago Lake is a once-in-a-decade event. And this is that event. A sun drenched contemporary three-story residence modeled after a Maine Home + Design award winning home and sited on a private dead-end road shared by just six year-round properties. This home faces DUE WEST, so that every room on the waterside catches the full arc of sunset through the floor-to-ceiling glass. The colors were selected to blend in the surrounding woods and is custom shingled in cedar. Rare public water from the Portland Water District from May-October plus a drilled well for winter months. The 38-foot-deep garage serves for convenient storage and is 10 feet tall. There is opportunity to finish part ! Plumbing is in the garage with a mechanical room, plus parking for 3 cars. An EV charging was added. Inside, new hardwood floors run throughout. The kitchen anchors the open-concept main level with a ten-foot quartz island with double waterfall features. Subzero fridge and Viking induction range plus a double pantry. Central HVAC and a propane fireplace keep the home comfortable year-round. Two decks extend the living space toward the water -- one for morning, one for the long western light. The primary suite has a private door leading to the 3rd floor deck, where you may relax and soak in the views and sounds of the lake. At the water's edge, an original boathouse and a second storage screened structure remain from the property's earlier life, and both can make wonderful bunk or playhouses, fishing shacks or storage for all the recreational needs. For a individual who values waterfront access and flexibility, these buildings represent options that would NOT be permitted today. Water is 8 ft. deep at the dock! Little Sebago is one of southern Maine's finest lakes with over 6 miles of water to explore and enjoy. 30 minutes to the Portland Jetport/Amtrak station, 2 hours to Logan Airport. less than 1 hour to local ski mountains create end

20 Ladyslipper Dr, Windham

Listing courtesy of Judy George Realty.

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