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$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.

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