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$719,000
3 Beds ⋅ 2 Baths
Tall pines and a quiet Falmouth Foreside lane surround this Dutch Colonial condominium, where classic New England character meets an easy, comfortable floor plan. Hardwood floors lead to a bright kitchen with white cabinetry, stainless appliances, a farmhouse sink, gas range, and peninsula seating. The dining area is filled with natural light, while a brick wood burning fireplace, broad bay window, and built ins bring warmth and character to the living room. The first floor primary bedroom includes custom shelving and a walk in closet. A second bedroom, full bath, and laundry are also on the main level. Upstairs, a third bedroom and second full bath are joined by a large unfinished area currently used for storage, with the potential to be finished for additional living space. Heat pumps provide year round comfort. Enjoy coffee or dinner on the private deck beneath the pines. An attached garage, direct entry, and two reserved parking spaces add even more convenience. Town Landing, the harbor, marinas, beaches, Falmouth Country Club, local shops, and Portland are all close at hand.

78 Applegate Ln Unit 78, Falmouth

Listing courtesy of RE/MAX By The Bay.

$359,000
1 Beds ⋅ 1 Baths
Easy single level living in a well connected South Portland location. 16 Colonial Avenue is a thoughtfully laid out ranch with a spacious kitchen featuring a center island, dedicated laundry room, attached garage, and an easy connection to the outdoors. The home offers one bedroom and one full bath, along with additional finished space in the basement that has previously served as a second bedroom and lends itself equally well to a home office, den, or rec room. A covered front porch adds character, while the freshly painted back deck opens to a generous, level backyard with plenty of space to garden, gather, or enjoy as is. With a flexible footprint and opportunities to adapt the space over time, this home offers more than its one bedroom designation might suggest. Beaches, public transportation, local amenities, and downtown Portland are all within easy reach, making this an especially convenient place to call home.

16 Colonial Ave, South Portland

Listing courtesy of Portside Real Estate Group.

$1,395,000
3 Beds ⋅ 2 Baths
A gracious original entry, framed by carved decorative panels, opens to a private hall illuminated by a spectacular starburst stained-glass door and two geometric stained-glass windows. Throughout the main living floor, original architectural details—including an ornate mantel and distinctive tilework—provide a rich counterpoint to contemporary cabinetry, lighting, and finishes. The open living and dining spaces are filled with natural light from generous windows, creating an inviting setting for both everyday living and entertaining. The thoughtfully designed kitchen offers abundant storage, a pantry, and access to the rear stairwell, where additional storage is tucked discreetly away. A bay-windowed office, full bath with soaking tub, and two bedrooms complete this level, including one particularly charming bedroom with its own bay window. The third floor offers an entirely different experience: a private retreat nestled among the treetops. A door opens to a secluded deck with panoramic views across the surrounding neighborhood, while a comfortable sitting room—equally suited to music, reading, or quiet conversation—leads to the expansive primary suite. Generously proportioned and serene, the suite includes space for a reading area, oversized open closets, and a spa-like bath. A dedicated laundry area adds to the ease of everyday living. Additional storage is located in the basement, while the property's two-car garage is exclusively deeded to this unit. With its architectural pedigree, beautifully preserved original details, generous scale, and sophisticated updates, this is a rare opportunity to own a significant piece of Portland's architectural history in one of the city's most enduring neighborhoods.

187 Vaughan St Unit 2, Portland

Listing courtesy of Keller Williams Realty. 207-650-6176
$374,900
3 Beds ⋅ 1 Baths
Easy One Level Living in a Great Location (just minutes from Bridgton Academy)! This well maintained ranch offers convenient single-level living with 3 Bedrooms, first floor bathroom and laundry. Plus, attached one-car garage with direct entry into the kitchen. A brand-new heat pump provides both efficient heating and cooling, and the home comes with a one-year home warranty for added peace of mind. The dining area opens through a slider to a level, open, fenced-in huge backyard; perfect for pets, gardening, entertaining, or simply enjoying the outdoors. The primary bedroom has a wall already prepped behind the sheetrock to potentially create a hallway for a future addition, such as a bathroom or walk in closet. Heating costs are impressively low, with the average electric bill running approximately thirteen hundred per year. The washer and dryer are included, and the home has been cared for by just one owner. Enjoy all that the area has to offer! Pleasant Mountain Ski Resort is only about 20 minutes away, and golf is just around the corner. Downtown Harrison and Bridgton just minutes away and offer ice cream, dining, library, theater, grocery shopping, live entertainment and more. A wonderful opportunity for comfortable one level living in a convenient location!

97 Kimball Rd, Bridgton

Listing courtesy of Pine Tree Realty of Maine.

$799,000
3 Beds ⋅ 2 Baths
A rare opportunity to own a beautiful farm in North Gorham. Dundee Cove Farm, a charming antique farmhouse with a wraparound porch and working barn is ready for its next chapter. Situated on 5.2± acres with a farm pond, mature trees, and perennial gardens, the setting is serene and pastoral. The property is registered with the USDA and is well-positioned for raising horses, cows, or other farm animals. The barn presents possibilities for an event space, storage, or a working farm. The house has a comfortable layout with a large, open kitchen, wood porch, screened-in porch, a spacious living room leading to the dining room, and a full bath. Upstairs, there are three bedrooms and a full bath with two unfinished attic spaces that provide flexibility for a home office, exercise room, or other hobby uses. A short drive to the Presumpscot River and Sebago Lake provides easy access for swimming, fishing, and boating. With thoughtful improvement and endless possibilities, this is a truly unique opportunity to create something special in the heart of Maine.

175 N Gorham Rd, Gorham

Listing courtesy of LandVest, Inc..

$569,900
3 Beds ⋅ 2 Baths
Welcome to 9 Standish Glen, a charming 3-bedroom, 2-full-bath Cape-style home offering comfortable living space and plenty of room for future possibilities. A few steps lead you into the fully applianced kitchen, featuring a center island and granite countertops. The dining room includes a wood stove, creating a warm and inviting atmosphere on those cold winter evenings. The spacious living room is conveniently located adjacent to a small first-floor office nook, perfect for working from home or managing everyday tasks. Upstairs, the primary bedroom offers adequate closet space along with two additional bedrooms and a full bathroom. The basement provides a versatile bonus room that could serve as a family room, exercise area, home office, or quiet reading space. The remaining basement area offers excellent storage and houses the electrical panel, water filtration system, boiler, and hot water heater, with direct access to the two-car garage. Above the garage, attic space provides potential for future expansion. Outside, enjoy a deck for entertaining, a welcoming backyard, and an impressive 533 feet of road frontage. 9 Standish Glen offers a combination of comfortable living, flexible space, and opportunities to make the home your own. For a video walk-thru go to YouTube and enter the property address.

9 Standish Gln, Standish

Listing courtesy of Keller Williams Realty. 207-408-6861
$1,450,000
4 Beds ⋅ 4 Baths
Wake up to the beauty of Big Sebago Lake and enjoy the best of Maine lake living from this beautifully updated 4-bedroom, 3.5-bath waterfront home. Set on 1.75 acres in a protected cove with 90 feet of sandy, gradual-entry shoreline, this property is made for swimming, boating, relaxing by the water and gathering with family and friends. An upgraded floating modular dock system with space for 2 jet skis and a jet ski lift makes lake access effortless, while the sandy beach and gentle entry are ideal for swimming. The expansive lake-facing deck is perfect for dining, entertaining or simply taking in the water and changing seasons. Inside, four new Andersen sliding glass doors on the main and lower levels create a seamless connection to the lakefront. The main living area features a beautiful stone propane fireplace and opens directly to the deck. The flexible floor plan offers three upstairs bedrooms plus a private in-law/ADU-style suite—ideal for guests, extended family or multigenerational living. The spacious primary suite includes a large walk-in closet and en-suite bath with shower, jet tub and vanity. Thoughtful updates include a stone façade with cedar-shake accents, 200-amp electrical service, whole-house Generac generator, radon mitigation system and newer gutters with LeafFilter protection. Additional features include stone countertops, tile entry and baths, ceiling fans, plantation shutters and a first-floor powder room. The beautifully landscaped grounds include a fire pit, bark mulch and invisible dog fence. Additional land across the street provides an uncommon bonus and future flexibility. From morning swims and afternoon boat rides to evenings around the fire pit and dinners overlooking the lake, this is the Sebago Lake lifestyle you've been waiting for. Come see it, fall in love, and make it yours.

36 Whittemore Cove Rd, Raymond

Listing courtesy of Portside Real Estate Group.

$365,000
3 Beds ⋅ 2 Baths
Enjoy access to Thomas Pond with this well-maintained 3-bedroom, 1.5-bath ranch featuring a ROW to the pond. The main level offers a fully applianced kitchen open to the living room with attractive vinyl plank flooring, along with 3 bedrooms and a full bath. The daylight/walkout lower level provides additional living space with a family room, office or potential 4th bedroom, and an additional half bath. The home also features low-maintenance vinyl siding. Take advantage of all that Thomas Pond has to offer, whether you enjoy fishing, swimming, kayaking, or simply spending time by the water. Outdoor enthusiasts will also appreciate the easy access to nearby ATV and snowmobile trails. A wonderful opportunity to enjoy Maine living year-round—this home is a must-see!

148 Libby Rd, Casco

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. ginaletourneau@masiello.com
$899,000
3 Beds ⋅ 3 Baths
A rare front-row seat to protected tidal marshland, where nature, solitude and the changing seasons come together timelessly. Bordering the ecologically significant Nonesuch River corridor, this exceptional property enjoys sweeping, unobstructed marsh views and a remarkable connection to a wildlife passage linking surrounding forests, wetlands and tidal habitat. Bathed in natural light, this beautifully enhanced home offers more than 2,600 square feet of thoughtfully designed living space, with three to four bedrooms and three fully renovated bathrooms featuring custom tilework. A flexible floor plan provides the option of a fourth bedroom or a spacious home office or study. Designed to embrace its extraordinary setting, the home includes a heated, marsh-facing sunroom from which to enjoy the landscape and wildlife throughout the seasons. The beautifully renovated kitchen features marble countertops, custom cabinetry, new wood flooring and high-end stainless-steel appliances, including a five-burner Viking gas range. The open-plan dining area flows effortlessly into the inviting living room, where a fireplace and beautiful hardwood floors create warmth and character. A private balcony off the second bedroom overlooks the marsh, while the expansive deck off the family room provides a spectacular backdrop for everything from intimate outdoor dinners to larger gatherings. A whole-house generator, irrigation system and public utilities mean worry-free living! Set on just over two-thirds of an acre, the property offers a peaceful sanctuary remarkably close to everything. Oak Hill Village is just a couple of minutes away, the Eastern Trail provides convenient access to walking and cycling, and three of Scarborough's beautiful beaches are within approximately 10 minutes. Downtown Portland and the Portland International Jetport are both approximately 15 minutes away. A superb springboard for recreation, shopping, dining, arts and entertainment.

20 Winnocks Neck Rd, Scarborough

Listing courtesy of Keller Williams Realty. 207-553-2662
$1,575,000
4 Beds ⋅ 3 Baths
Welcome to 164 Stewart Drive, a sophisticated and thoughtfully designed home located in the highly sought after Dunstan Crossing neighborhood, surrounded by beautiful homes and an established sense of community. Offering over 3,100 sqft. of functional and beautifully appointed living space, this exceptional home seamlessly blends elegance, comfort, and everyday practicality. Upon entering, you are greeted by impressive 9' ceilings and an abundance of natural light that creates a warm and inviting atmosphere throughout the main level. The 1st floor features a stunning open concept layout designed for both entertaining and everyday living. The spacious great room showcases cathedral ceilings and a fireplace, creating a welcoming gathering space that flows effortlessly into the chef inspired kitchen. Complete with a large center island, beautiful cabinetry, and generous cupboard space, this kitchen is as functional as it is impressive. A charming breakfast nook provides the perfect spot for casual dining, while the beautifully appointed formal dining area, enhanced by a tray ceiling, offers an elegant setting for hosting family and friends. A dedicated in-home office, convenient laundry room, and the exceptionally designed primary bedroom suite complete the main level. The primary retreat offers a peaceful escape with a thoughtfully designed en-suite bathroom and a spacious walk-in closet, providing both comfort and convenience. The 2nd floor offers 3 additional bedrooms, a full bathroom, and a versatile loft area overlooking the great room below. This thoughtfully designed space provides additional flexibility for guests, hobbies, or a cozy secondary gathering area. Perfectly positioned on a corner lot, this home offers the opportunity to enjoy a peaceful, well established neighborhood while remaining conveniently close to an abundance of sought after local amenities. Experience the comfort, quality, and thoughtful design this home has to offer!*Photo renderings used*

164 Stewart Dr, Scarborough

Listing courtesy of Portside Real Estate Group.

$379,000
3 Beds ⋅ 2 Baths
Move-in ready Bridgton home with extensive recent upgrades, a huge new deck, excellent heating systems, and a private wooded setting! Meticulously maintained by its original owners, 49 Holden Hills offers 1,870 square feet of comfortable living space with hardwood or ceramic tile throughout — no carpeting — plus numerous improvements over the past several years. Major updates include a new high-efficiency propane boiler, five Daikin heat-pump units with two split systems, new Anderson front and rear doors, a new oversized back deck, and new hardwood flooring in the downstairs bedroom/office — a home ready to enjoy without the usual list of projects that come with an older property. The main level offers a practical layout with comfortable living and dining areas, a well-appointed kitchen, and bedrooms with hardwood flooring. The partially finished walk-out basement adds flexible space for a family room, rec area, home office, or hobbies. A large detached garage handles vehicles, recreational equipment, tools, and storage. Outside, an open, level front yard pairs with a wooded backyard for privacy. The new oversized rear deck is ideal for morning coffee, summer gatherings, or grilling, and the rear property line abuts a designated Maine wetland, preserving that private wooded setting. Location is a highlight: less than 3 miles from public beaches and boat launches on Long Lake and Crystal Lake, with swimming, boating, fishing, and four-season recreation close to home. Downtown Bridgton is minutes away, with restaurants, shops, and year-round community events. For buyers wanting more land, the abutting ~½-acre lot is also available separately for 35k — room to expand, add privacy, or explore future possibilities, subject to approvals. Extensively upgraded, exceptionally well maintained, and perfectly positioned for the Lakes Region, 49 Holden Hills is a home you can move into and enjoy! Association fee is for road maintenance. No campers allowed.

49 Holden Hls, Bridgton

Listing courtesy of Dream Home Realty LLC.

$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.

$785,000
3 Beds ⋅ 3 Baths
Welcome to 16 Holbrook Farms Way, Unit 2! This like-new condominium offers 3 bedrooms and 2.5 bathrooms and features gleaming hardwood floors, abundant natural light, high-end finishes, soaring ceilings, and inviting warmth throughout. Enjoy dual heat sources with an efficient propane heating system and heat pumps. The open-concept first floor seamlessly connects the living, dining, and kitchen areas, complemented by a mudroom off the attached two-car garage with a spacious pantry for convenient storage. Upstairs, you will find three generously sized bedrooms and two full baths, including an efficient primary suite. Looking for even more room to expand? Consider finishing the expansive walkout basement. Relax on the charming front porch and greet your neighbors in this delightful subdivision, or retreat to the private back patio bordering peaceful wildlife views. Enjoy the trailhead and connect to other Scarborough neighborhoods, and know that you are perfectly situated in a prime Scarborough location, just minutes from local beaches as well as the convenience of Route 1 and I-295 to get you where you need to go. Please join us for an open house on Saturday, 9/19 from 10:30 AM - 12 PM.

16 Holbrook Farms Way Unit 2, Scarborough

Listing courtesy of Cates Real Estate. kerry@catesre.com
$389,000
2 Beds ⋅ 1 Baths
Compact, convenient and comfortable -- this sweet ranch has a lot to offer! Located just off the peninsula, in this location you're close to everything. Better still, there are no immediate project needs as the entire home was updated eleven years ago including the roof, windows, boiler, kitchen and bath, and the home has been well-maintained ever since. The eat-in kitchen has plenty of room for dinner parties, while the backyard is made for nights by the fire pit. There's even a blueberry bush to sweeten the deal! Need more space? The daylight walk-out basement has valuable potential. Don't miss your opportunity to own this sweet ranch home in a great Portland location!

936 Washington Ave, Portland

Listing courtesy of Portside Real Estate Group.

$995,000
2 Beds ⋅ 2 Baths
Experience TRUE luxury on the peninsula of Portland! This brand-new condominium building offers a "step above" finishes that you'll fall in love with. Cooking is fun in this sensational spacious kitchen with lots of beautiful cherry cabinetry, brilliant quartz countertops and GE Cafe appliances including a microwave drawer. The warm hickory flooring and designer lighting throughout are noticed immediately but you just can't ignore the overabundance of natural light coming from the oversized modern designed windows. This large open top-floor floorplan includes a generous sized entry mudroom including a walnut bench and large closet, 9-foot ceilings and an awesome private deck with striking city views, Be comfy in 2 well designed bedrooms and 2 full exquisite baths with plenty of closet spaces. Each of these homes have an Electrolux washer/dryer delivering the convenience that you deserve. All of this plus garage parking makes this condominium the best place to live on Munjoy Hill at the East End close to restaurants, coffee shops, shopping and Portland's dynamic waterfront activities!

58 Cumberland Ave Unit 4, Portland

Listing courtesy of Gardner Real Estate Group.

$875,000
2 Beds ⋅ 2 Baths
Experience TRUE luxury on the peninsula of Portland! This brand-new condominium building offers a "step above" finishes that you deserve. Step into this first-floor unit and enjoy the oversized windows and nice natural light. Cooking is fun in this sensational spacious kitchen with lots of gorgeous cherry cabinetry, brilliant quartz countertops and GE Cafe appliances with microwave drawer. The warm hickory flooring and designer lighting throughout are noticed immediately. The large open floor plan includes an awesome 9-foot ceilings, 2 full baths (one with a roll in shower), plenty of closet space and extra thick doors and trim not offered in any other new construction. This unit offers two perfectly designed bedrooms and an in-unit Electrolux washer/dryer set. All of this plus garage parking makes this condominium the best place to live on Munjoy Hill. Live here and be close to the best restaurants, coffee shops, shopping, and Portland's dynamic waterfront activities!

58 Cumberland Ave Unit 1, Portland

Listing courtesy of Gardner Real Estate Group.

$244,900
1 Beds ⋅ 1 Baths
Riverfront Retreat on the Crooked River — Fully Furnished & Move-In Ready Cozy cabin. Two sides of river frontage. Zero work required. This 1-bed, 1-bath getaway sits on a dead-end private road along the Crooked River — quiet, private, and steps from the water. New metal roof, new septic, new well, new kitchen appliances, fresh paint throughout. Everything's done. Inside: warm wood accents, open-concept living, propane fireplace, big windows framing river views. A glassed-in bonus room at the back doubles as a sunroom — coffee with a view, every morning. Sold fully furnished. Unpack and go. Step outside to a private patio right on the river — morning coffee, evening drinks, or just watching the water go by. Minutes to the Naples Causeway and Long Lake. Central to Portland, Lewiston, and New Hampshire — close enough for weekends, far enough to feel like an escape. Weekend escape. Investment property. Year-round home. This one flexes to fit.

26 Dragon Back Rd, Naples

Listing courtesy of The Maine Real Estate Experience.

$425,000
2 Beds ⋅ 2 Baths
Welcome to easy, efficient living in this thoughtfully designed 2-bedroom, 2-bath duplex, privately tucked away in a beautiful, walkable subdivision. Set within a small condo association, this home offers the comfort and convenience of low-maintenance living without sacrificing privacy or lifestyle. Designed with maximum efficiency in mind, these homes feature extremely low heating costs, making everyday living both comfortable and economical. For just $170 per month, the condo association takes care of the property maintenance—including lawn care, snow plowing, and shoveling—giving you more time to simply enjoy your home and everything the area has to offer. This community is an excellent fit for retirees, single professionals, seasonal residents, first-time buyers, or anyone looking to downsize and simplify. Standish residents also enjoy access to the private town beach on beautiful Sebago Lake, Maine's premier recreational lake, as well as miles of nearby walking trails, brand-new pickleball courts, playgrounds, and a convenient dog park. The neighborhood is small, welcoming, and ideally located just minutes from everyday essentials, including Hannaford, MaineHealth, coffee shops, restaurants, fitness studios, and more. And with the Portland Jetport and greater Portland approximately 30 minutes away, you'll have easy access to city amenities while still enjoying the peace and beauty of a residential setting. Efficient, low-maintenance, and thoughtfully located—this is an opportunity to enjoy more of what matters and less of the work that comes with homeownership. Schedule your showing today! *Basement is daylight walk-out, and is able to be finished. Pricing upon request.

3 Kayli Ave Unit 2, Standish

Listing courtesy of Plowman Realty Group.

$2,200,000
4 Beds ⋅ 4 Baths
Introducing 14 Casparius Farm Lane at The Preserve on Winn--an exceptional new offering within one of Falmouth's most thoughtfully designed and highly anticipated neighborhoods. Set within a picturesque, sidewalk-lined community, this newly constructed home by acclaimed custom builder Twenty North LLC blends timeless architecture with elevated, modern living. Spanning just over 3,000 square feet of above grade living space with over 1,100 sqft in the lower level, this residence is designed with both comfort and sophistication in mind. A welcoming open foyer sets the tone, for an intentional and elegant entry point for everyday living. The home unfolds into beautifully scaled living spaces, perfectly suited for both entertaining and quiet retreat, all positioned to take full advantage of the long, sweeping meadow views beyond. Upstairs, the primary suite offers a serene escape, featuring a spacious walk-in closet and a well-appointed bath designed with both function and refinement in mind. Three additional bedrooms provide flexibility for guests, family, or office space, while a conveniently located second-floor laundry room enhances ease of living. A three-car garage ensures ample space for vehicles, storage, and lifestyle needs, completing this well-rounded offering. 14 Casparius Farm Lane at The Preserve on Winn represents a rare opportunity to own new construction in a setting that balances natural beauty, neighborhood charm, and superior craftsmanship, all just minutes from Falmouth's amenities and the greater Portland area.

14 Casparius Farm Ln, Falmouth

Listing courtesy of Legacy Properties Sotheby's International Realty.

$865,000
4 Beds ⋅ 2 Baths
Tucked into Deering Highlands, one of Portland's most beloved and architecturally rich neighborhoods, 157 Beacon Street is the kind of home that reminds you why people romanticize old houses. Built in 1895 and lovingly restored by its current owner, it offers the period character you hope for, with the level of care you rarely find. Inside, the home carries the warmth and detail of its era. Original craftsmanship, classic proportions, and time-earned charm give each space a sense of history, while thoughtful restoration work allows the home to feel cared for rather than frozen in time. It is polished without being precious, elegant without feeling untouchable, and full of the kind of details that rarely get replicated in modern construction. Out back, the covered porch adds another layer of everyday livability. It is easy to picture slow mornings, quiet evenings, and a little protected breathing room while overlooking the gardens. And the gardens themselves are a story worth telling, with mature plantings and a sense of intention that make the exterior feel every bit as special as the home. The neighborhood does plenty of heavy lifting as well. Deering Highlands offers that rare mix of beauty, walkability, and community that makes daily life feel a little more connected. Tree-lined streets, distinctive homes, and easy access to nearby parks, shops, restaurants, and neighborhood staples all help explain why this pocket of Portland remains so consistently sought after. Restored with care, rich with character, and set in a neighborhood with real staying power, this is a home that feels less like a quick stop and more like the kind of place you settle into for a while.

157 Beacon St, Portland

Listing courtesy of Waypoint Brokers Collective. jeremy@waypointbrokers.com
$725,000
5 Beds ⋅ 2 Baths
Days at the lake take center stage at this five-bedroom seasonal home with direct frontage on Woods Pond, a private dock, and water views from throughout the property. Set near the end of a dead-end street and surrounded by mature trees, the home offers a classic Maine getaway with plenty of room to spread out. The distinctive two-sided layout creates separate living spaces connected by an oversized interior doorway. Each side includes its own kitchen and full bath, with a living room on one side and a family room and dining area on the other. Five bedrooms are located upstairs (also connected by a door), while one kitchen also includes a washer and dryer. The right side of the home is heated, extending its usability beyond the warmer summer months. Across the back, an expansive screened porch overlooks the water and connects to both sides of the home through sliding doors, creating an easy extension of the living space and a front-row seat to the lake. Outside, the lawn leads directly to the shoreline and dock for easy access to Woods Pond. A detached two-story garage/barn has its own separate 100-amp electrical service and adds valuable storage for all of your lake toys. Additionally, the driveway provides parking for four vehicles. With the water just steps from the house, this is a place built around long days at the lake and making the most of Maine summers.

77 Waterview Trl, Bridgton

Listing courtesy of Aluxety.

$489,000
3 Beds ⋅ 2 Baths
Extensively renovated and set close to the heart of downtown Brunswick, 61 Pleasant Street offers the kind of in-town lifestyle that makes daily life feel a little easier. Coffee, dinner, errands, Bowdoin, the train station, and local favorites are all within easy reach, giving you the freedom to make plans without making much of a plan. Inside, the home feels clean, comfortable, and thoughtfully updated. The layout keeps things straightforward, with three bedrooms, 1.5 baths, and enough flexibility to support the rhythm of everyday life. It is efficient without feeling overly compact, refreshed without feeling generic, and well suited for someone who values simplicity, convenience, and access. This is not a house that asks you to manage a lot of extras. It is one that lets you spend more time enjoying Brunswick and less time overthinking the day-to-day. Well located, nicely improved, and easy to settle into, 61 Pleasant Street makes a strong case for keeping life close to what matters.

61 Pleasant St, Brunswick

Listing courtesy of Waypoint Brokers Collective. jeremy@waypointbrokers.com
$520,000
3 Beds ⋅ 2 Baths
Situated in Standish & tucked into a cozy cul-de-sac, this 3-bedroom, 2-bath cape and private, peaceful property is a respite that will always make you happy to be home. Character & charm prevail inside, with lofty ceilings, skylights, and nature views at every turn. The kitchen is a chef's dream, with granite countertops, stainless steel appliances, stacked double ovens, a Viking gas cooktop & hood fan, wine cooler, pantry, and an island with a sink, storage, and seating. Chat with the cook, linger over lovely meals, or enjoy a book in the sun-filled dining & sitting area. Step outside directly onto the deck for al fresco fare. You'll love catching the latest on Netflix by the living room's fireplace on chilly nights. A full bathroom completes the main floor. The primary suite is a true retreat, complete with a fireplace, bathroom with a tiled shower, and a balcony deck. Two additional second-floor bedrooms are a sweet spot to unwind. A family room, multi-use room, and laundry room make the finished basement a one-stop shop for entertainment, daily chores, and home office endeavors. Need space for your cars, toys, & tools? The attached 2-car garage is ready to serve. This property is a sanctuary through every season, with an in-ground pool (with newer decking), perennial plants, spacious front & back yards, and a fenced area to corral your precious pets. Your rural dreams are a reality here, as are any amenities you desire. Sebago Lake is a stone's throw away, and Standish provides everyday essentials as well as proximity to the hustle and bustle of Portland. This treasure is poised to be the backdrop for life's lovely moments for years to come. Your next chapter awaits!

32 Libby Pines Rd, Standish

Listing courtesy of King + Miller Real Estate. info@kingmillerrealestate.com
$899,000
4 Beds ⋅ 3 Baths
A four-bedroom colonial on 2.46 acres, set on a south-facing hill in West Falmouth and designed passive solar and super-insulated in 1987. Two sunrooms, a porch along the southern face, and open first-floor living keep the house bright from morning through late afternoon. Three finished levels total 3,208 square feet: a first floor with a bedroom and full bath with laundry; three bedrooms up, including a primary with a walk-in closet and private bath, plus a dedicated office; and a finished daylight lower level that walks out at grade to a family room, second sunroom, and wood stove. The house comes with a Generac whole-house generator, a heat pump water heater, mini splits on every level, two wood stoves, and Level 2 EV charging in the oversized two-car garage. A pond sits at the property line, with boat storage on site and trail access from the neighborhood. Falmouth schools, and the 520-acre Blackstrap Hill Community Forest minutes away. Get ready to move right in!

10 Grist Mill Rd, Falmouth

Listing courtesy of Real Broker. 207-756-2442
$539,000
3 Beds ⋅ 2 Baths
Welcome to your new home! Set back from the main road that will take you deep into the heart of the Sebago Lakes Region, this property has everything you need from a 3-bay garage, and a 14 kW whole house generator, to first floor living and a primary bedroom and bathroom with walk in closets and a jetted tub! Only a couple of minutes drive to the town beach and boat launch on Sebago Lake. Less than 20 minutes to the Naples Causeway, and Windham for shopping and restaurants. Schedule your private showing as soon as we go live and enjoy the Lake Life here in Sebago!

15 Evans Way, Sebago

Listing courtesy of Elevate Maine Realty.

$645,000
3 Beds ⋅ 3 Baths
Wonderful opportunity to own a 3-bedroom, 2.5-bath historic townhome in the sought-after Diamond Cove community on Great Diamond Island. Ideally positioned overlooking the parade grounds, this residence combines historic character with comfortable island living. Grand, high ceilings create a wonderful sense of space throughout the townhome, while two beautiful covered porches provide inviting spaces to relax. The first floor features a spacious living room with woodstove, a kitchen, dining room, and convenient half bath. Upstairs, the primary suite offers its own bath and direct access to an upper covered porch. Two additional bedrooms and a full bath complete the second floor. Diamond Cove offers an array of amenities, including an outdoor pool, tennis courts, pickleball, gym, bowling alley, game room, private beaches, common areas, and shuttle service. Regular year-round ferry service via Casco Bay Lines makes access to Portland convenient and easy. Enjoy the rare combination of historic charm, natural beauty, and resort-style amenities in a peaceful, car-free island community. With its wonderful setting and distinctive character, this townhome invites you to bring your own finishing touches and make it uniquely your own. Diamond Cove is a truly special place to call home.

92 Mckinley Court Unit 92, Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,249,000
3 Beds ⋅ 3 Baths
Immaculate one-owner living in the Villas at the Woodlands. Some homes have been lived in. This one has been cared for. A single owner, meticulous from the first day, has kept this 3-bedroom Villas condominium in a condition that's genuinely rare on the market — the kind of home where everything simply works, and the next owner starts fresh. The setting is the first thing you'll notice. The windows frame direct views of the 17th hole, green and open, with the Fazio-designed course rolling out beyond. It's one of the most private and scenic positions in the community, set well back from road noise, where mornings are quiet and the light comes in clean. Inside, the layout is built for ease. Single-level living anchors the home, with a primary suite noticeably more generous than what you'll find in comparable units — room to actually settle in, not just sleep. The walk-out lower level extends the home well beyond its main floor: space for guests to spread out, a dedicated area for entertaining, and still a substantial amount of unfinished square footage held back for storage — the thing everyone wants and few condos offer. Then there's the address itself. Ownership in the Villas carries priority eligibility to join the Woodlands Club, Falmouth's private member-owned country club and the social center of the neighborhood. Membership opens the door to one of the best golf courses in the state, indoor and outdoor pools for year-round swimming, one of the finest lit indoor tennis and pickleball facilities in New England alongside outdoor courts, a full fitness center, and dining that runs from casual pub fare to full service. It's a lifestyle upgrade in one of Falmouth's most sought-after communities, available to very few. Homes in the Villas rarely come to market in this condition. This is the one to see.

11 Ashwood Ln Unit 11, Falmouth

Listing courtesy of Real Broker. 207-756-2442
$949,000
3 Beds ⋅ 3 Baths

40 Smiling Acres Dr, Freeport

Listing courtesy of Town & Shore Real Estate.

$429,000
2 Beds ⋅ 1 Baths
WATERFRONT ON CRYSTAL LAKE IN GRAY! First time offered for sale in almost 30 years! Enjoy the best of Maine lakefront living from this charming 2-bedroom, 1-bath year-round home overlooking beautiful Crystal Lake. The home faces east, giving you a front-row seat to gorgeous sunrises over the lake. Relax by the fireplace on cool Maine evenings, or step outside and enjoy the peaceful waterfront setting throughout all four seasons. Featuring public water and a 6 year-old septic system, this property offers added convenience and peace of mind. Longtime ownership makes this a truly special opportunity to make this waterfront property your own. Whether you're looking for a year-round residence, Maine getaway. All offers due by Sunday 9/20 5pm. 24 hr response. Seller reserves right to accept early.

8 Mayberry Rd, Gray

Listing courtesy of Verrill Real Estate, Inc.

$560,000
3 Beds ⋅ 1 Baths
Investors, builders, and contractors-don't miss this opportunity! This Yarmouth property offers numerous possibilities in the desirable Village 3 Zone. Built in 1848 and situated on .74 acres, the property features 3 bedrooms, 1 bath, and a barn/garage with additional storage above. Whether you're looking to renovate, expand, redevelop, or explore other potential uses, this property is worth a closer look. Bring your vision and take advantage of all this unique property has to offer. Land is being split from a larger parcel.

125 Bridge St, Yarmouth

Listing courtesy of Locations Real Estate Group LLC.

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