Cumberland Homes for Sale

Welcome to Cumberland County, Maine – a picturesque blend of natural beauty and vibrant community living. Nestled along the stunning coastline and surrounded by lush forests, this county offers an idyllic setting for those seeking a peaceful retreat or an active lifestyle. With its charming towns, such as Cape Elizabeth and Falmouth, Cumberland County is known for its welcoming atmosphere, excellent schools, and a plethora of outdoor activities, making it an ideal place for families, retirees, and everyone in between.

Cumberland County is not just about breathtaking landscapes; it boasts a rich cultural heritage and a thriving arts scene. Enjoy local farmers' markets, art galleries, and seasonal festivals that celebrate the unique character of this region. For outdoor enthusiasts, the county is a paradise, with miles of hiking trails, pristine beaches, and picturesque parks, including the renowned Sebago Lake State Park – perfect for kayaking, fishing, and picnicking.

When it comes to homes for sale in Cumberland County, you’ll find a diverse range of properties to suit every lifestyle and budget. From charming historic homes and modern condos to sprawling waterfront estates, the real estate market here is as varied as the landscape itself. Whether you’re looking for a cozy retreat or a luxurious family home, Cumberland County offers an array of options that cater to your needs.

Explore the vibrant neighborhoods and discover the perfect place to call home in Cumberland County, where community spirit and natural beauty come together in perfect harmony. Your dream home awaits!

Newest Cumberland Homes for Sale

$389,999

3 Beds ⋅ 1 Baths

Updated 3-Bedroom Home in a Convenient Location Welcome to this beautifully refreshed 3-bedroom, 1-bath home, offering comfortable living in a convenient location. The property has received a full refresh, including a new roof and replacement windows, giving you peace of mind while adding to the home's overall appeal. Outside, enjoy a nice fenced-in backyard, providing a great space for children to play, dogs to roam, or simply relaxing and entertaining outdoors. Location is another major highlight! The home is conveniently located near local schools and the community center, while also being just a short distance from downtown, putting shopping, dining, recreation, and everyday conveniences close by.

365 Cumberland St, Westbrook

Listing courtesy of Dream Home Realty LLC.

$949,000

3 Beds ⋅ 2 Baths

Brilliant West End Federal style home proudly perched above the Fore River, offering glimpses of the bustling port below. Bathed in sunlight and historic charm, this property showcases 19 years of stewardship by the same family. Every surface of this home has been mindfully restored, each improvement artfully executed to honor its history and character. Offering sun drenched living spaces anchored by gleaming wide board pine floors, preserved plaster walls and lovely 6 over 6 windows. With three bedrooms, one and a half baths, laundry room, bonus 3rd floor den, backyard garden and off-street parking with EV charging. The vaulted kitchen features radiant concrete floors and orients to the semi-enclosed garden complete with fruit trees and vegetable beds. The wood burning stove centers the cozy living room, a must for any Maine house. Both full and half baths have been updated with tasteful selections including a marble tile glassed in shower, William Morris wallpaper and unlacquered brass fixtures. A modern FHW heating system and spray foam insulated basement provide consistent and efficient comfort. Just moments from local West End favorites including Smalls, Ocotillo, Zu Bakery, Ugly Duckling and walkable to Reiche and Waynflete Schools. The next custodians of 25 Summer Street will be lucky to call this one home. *Showings begin Tuesday 9/15.

25 Summer St, Portland

Listing courtesy of Keller Williams Realty.

$445,000

4 Beds ⋅ 2 Baths

Welcome to 16 Moore Avenue, a beautifully maintained home in Brunswick's desirable McKeen Street Landing neighborhood, offering a combination of thoughtful updates and an exceptional in-town location. With 4 bedrooms, 2 baths and 1,665 sq ft, this inviting home has been well cared for and improved, providing the character of an established neighborhood w/ the comfort of numerous updates. Kitchen updated and wall opened up to create a more connected, inviting living space w/ easy flow into the adjoining living areas. Butcher block countertops, natural gas cook stove, updated flooring, newer appliances (refrigerator 2026) and a convenient custom built in desk area combining style and function. Hardwood floors (refinished in 2015) and an abundance of natural light throughout! Interior improvements include but not limited to: additional attic insulation; mudroom flooring replaced; LR closet transformed into a custom built-in; light fixtures updated throughout; laundry relocated to upstairs room w/ shelving + drying rack; new water heater; professional duct cleaning; new front door and two new storm doors; both bathrooms thoughtfully updated during ownership w/ vanities, barn doors, flooring, faucets, lighting and a custom tiled shower and new tub. Exterior improvements include: New roof installed in 2025; front deck railings replaced, shutters painted, exterior lighting and mailbox updated; new garage door w/ automatic door opener; garage interior sheetrocked w/ shelving added; new blue stone back patio and back entryway; professional landscaping and arborist work. The private backyard provides a wonderful setting for relaxing, gardening, and entertaining! Ideally located for enjoying all that Brunswick has to offer. Downtown shops, restaurants, schools, Bowdoin College, parks, and everyday amenities are all conveniently close by. With its welcoming neighborhood, attractive floor plan + outdoor spaces, and extensive list of improvements—it is worth a look!

16 Moore Ave, Brunswick

Listing courtesy of Portside Real Estate Group.

$744,900

3 Beds ⋅ 3 Baths

5 Iris Dr, Scarborough

Listing courtesy of Bayley Realty Group.

$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.

$599,000

3 Beds ⋅ 1 Baths

The Sebago Lake waterfront getaway that will turn those lake dreams into reality. At 82 Lakeshore Drive, days begin with the water just beyond your door and end with a soak in the hot tub beneath a sky full of stars. Set along the waterfront in Sebago Lake Shores, this turnkey three-bedroom retreat delivers the charm of a classic Maine camp with the comfort of an updated home. Inside, warm wood-plank ceilings add character to the bright, open living and kitchen area, where crisp white cabinetry, dark countertops, and wide-plank flooring create a fresh, inviting backdrop for lake life. Sunlight pours through the sliding glass doors and leads naturally outside to the private patio and hot tub. A main-level bedroom offers flexibility for guests, while two cozy bedrooms upstairs tuck beneath sloped ceilings and frame peaceful wooded views. Then there is the water. A private wooden dock extends into Sebago Lake, ready for your boat, morning paddles, afternoon swims, fishing off the end, or simply sitting awhile and watching the day unfold. The association also offers a sandy beach as an alternate waterfront amenity. And the seasons here are every bit as beautiful. Summer brings swimming, boating, and long evenings outdoors. Fall transforms the surrounding landscape into a tapestry of color, while winter opens the door to ice fishing, skating, cross-country skiing, and nearby ski resorts. Set out on your boat from Kettle Cove to enjoy the Sand Bar or a lobster roll at Captain Jack's. Local favorites are close by, from Richards' Dairy Delight and Raymond's Frozen Custard to fresh produce at Hancock Family Farm, with the Naples Causeway and Windham shops and restaurants just a short drive away. Whether you envision weekends at the lake, a year-round home, or a getaway with rental potential, 82 Lake Shore Drive offers a rare combination of waterfront, privacy, community, and a home ready to be enjoyed right away.

82 Lakeshore Dr, Casco

Listing courtesy of F.O. Bailey Real Estate.

$550,000

4 Beds ⋅ 4 Baths

Investors take notice! Opportunity awaits at 19 Yarmouth Road in Gray. This spacious property features 4 bedrooms, 3.5 baths, plus two additional bonus rooms, creating an abundance of flexible living space. Previously used as an investment property with rental history, the home presents an attractive option for investors looking to add to their portfolio. The in-town lot may also have potential for additional development, subject to Planning Board review and all applicable Town of Gray approvals. Buyers are encouraged to explore the possibilities and complete their own due diligence. Conveniently located minutes from the highway with easy access to local amenities, Portland, and Lewiston-Auburn, this property combines space, location, rental history, and intriguing future potential. Bring your ideas and take a closer look at what could be possible at 19 Yarmouth Road.

19 Yarmouth Rd, Gray

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 207-590-6026

$250,000

3 Beds ⋅ 1 Baths

Enjoy peace and quiet in this private country setting. This is an antique home with a history. There are several updates. 3 bedrooms, newer kitchen, living room, bath with shower, and a loft office or den. Open fields and trees add to the charm of the property.

94 Buswell Rd, Bridgton

Listing courtesy of Oberg Insurance & Real Estate Agency, Inc..

$943,000

3 Beds ⋅ 2 Baths

Not far from downtown Brunswick, the road into historic Pennellville winds beneath tall canopies of trees before opening onto rolling sunlit meadows and the homes of Pennellville. A great old barn stands to the east, with Middle Bay beyond to the south. For generations, land and water shaped this place. Farmers worked the fields while shipbuilders built and launched wooden ships along the shores of Middle Bay. At the end of Simpsons Point Road, the road brings you to the water's edge; rocky ledges stretch into the bay, revealing hidden coves and small sandy beaches - perfect places to swim and sit in the sun, far from the madding crowds. But before reaching the water, there is 242 Simpsons Point Road. Set on 5.4 acres at the edge of the meadow, this center-chimney Cape was built in Bowdoinham around 1760. It stood there for more than two centuries before being moved to Pennellville in 1980 and carefully reassembled here. As part of the reconstruction, a new center chimney was built, bringing three working fireplaces back to life. Each has its own character. The largest anchors the keeping room and includes a working baking oven. Pumpkin pine floors, wood paneling, warm, weathered colors of milk paint, and sunlight carry through the rooms. The ell brings the house forward with a cherry kitchen, pantry, and mudroom. A first-floor bedroom and adjoining dressing room make one-level living easy. Upstairs, a sunny loft with tall ceilings offers space to read, work, or simply sit with the light. Old craftsmanship is everywhere, yet the rooms are warm, welcoming, and made for everyday life. Old things belong here. New things will too. Outside, gardens look across open meadows bordered by woods to the west. As the meadows begin to turn golden, summer lingers while the equinox draws near. Back at the old center-chimney Cape, it is nearly time to light the first fire of the season.

242 Simpsons Point Rd, Brunswick

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,879,000

4 Beds ⋅ 3 Baths

Distinguished by classic architectural character, Jackson Built's newest original design is a timeless shingle-style home situated on a peaceful lot in one of Freeport's finest neighborhoods. Featuring captivating curb appeal and an open yet intentionally defined floor plan. High ceilings, unique details, and superb craftsmanship elevate the home. In the entry, there is a bench seat built into an arched alcove and a full bath with exquisite imported fixtures. The impeccably appointed kitchen, perfectly suited to everyday living and entertaining, includes a 48-inch dual-fuel range, paneled appliances, painted maple cabinetry, an oversized island, and quartz counters. Two custom bars frame the dining room—one with a beverage refrigerator and a built-in ice maker, the other ideal for coffee. A hidden pocket door reveals a quiet den with built-in bookcases. From the dining room, a slider leads to the back porch, brick patio, and private back yard. The living room's gas fireplace, framed by a plaster hearth, brings a sophisticated ambiance to the space. Upstairs, the primary suite offers a walk-in closet and a luxurious bath with a large custom shower and a quartz-topped double vanity. A dedicated laundry room with washer/dryer, utility sink, and a spacious linen closet plus three additional bedrooms, an elegant guest bath, and an expansive bonus room with ample storage complete the second floor. Heating and air conditioning with a high-efficiency HVAC plus an automatic whole-house generator for year-round comfort. Offering potential for more space, the daylight basement may be finished (design and pricing upon request). Enjoy a 3-car garage and a stunning, low-maintenance exterior with composite siding, cedar shakes, and high-quality roofing. Convenient to downtown Freeport's shopping and dining, and just 25 minutes to Portland. An unparalleled opportunity!

10 Harpers Trl, Freeport

Listing courtesy of Keller Williams Realty. acartmell@kw.com

$495,000

2 Beds ⋅ 2 Baths

Welcome to 46 Colonial Village, a beautifully maintained 2BR, 2BA condo ideally situated in the quiet rear section of one of Falmouth's most desirable communities. Offering the ease of single-level living with minimal steps, this unit is just minutes from Mackworth Island, Falmouth Town Landing, and Portland's East End Beach. Natural light fills the inviting interior spaces and the kitchen with granite countertops. The open, efficient floor plan offers comfortable everyday living, while recently added HVAC with central air conditioning provides year-round comfort. Outside, the private raised deck offers level entrance and has been enhanced with attractive landscaping and hardscaping, creating a peaceful setting for entertaining, gardening, or simply enjoying the outdoors. An attached one-car garage with direct entry and a spacious standing-height attic provide exceptional storage and convenience. Enjoy an unbeatable location with nearby Pinegrove trails just steps from your door, Portland Country Club directly across the street, and Maine Audubon within walking distance. Falmouth's shopping, dining, & everyday amenities are only minutes away, while downtown Portland is just a short drive. Offering stylish updates, low-maintenance living, and an exceptional location, this move-in-ready home is a rare opportunity.

46 Colonial Village, Unit 46, Falmouth

Listing courtesy of Legacy Properties Sotheby's International Realty.

$8,500,000

7 Beds ⋅ 7 Baths

Encompassed by more than one mile of shoreline along Casco Bay, Dingley Island is an extraordinary coastal estate with 27± acres, a shingle-style residence, deepwater dock, and exceptional privacy. With open lawns for gathering, mature woodlands to explore, and secluded stretches of rugged shoreline, the property's diverse landscape & immense privacy create a timeless setting & true sense of exclusivity along the coveted Maine coast. Set on the point of the peninsula, the main residence faces east, west, and south, beautifully capturing panoramic water views from sunrise to sunset. The shingle-style home is distinguished by its architecture, fine craftsmanship, and effortless connection between its living spaces & the surrounding landscape. The well-appointed home features 6 bedrooms, 5.5 baths, and 5,805± SF of living space with soaring ceilings, high-end finishes, and abundant natural light. An impressive double-sided Maine granite fireplace anchors the dining & living rooms, creating warm & inviting spaces suitable for quiet moments, intimate gatherings, and entertaining. A separate garage with a 948± SF, 1-bedroom, 1-bath apartment provides added space for guests. Throughout the grounds, exceptional stonework—including walls, grass-lined steps, and several patios—creates a natural progression of outdoor spaces, each thoughtfully designed for dining, enjoyment, and being immersed in the waterfront setting. A private tennis court invites recreation, while a custom-built treehouse adds whimsy & adventure. Down at the shore, the deepwater dock is safely tucked away on a protected cove, creating a serene vantage point to view local lobster boats working the bay. A true wildlife paradise, enjoy seal colonies sunbathing on nearby rock ledges, daily sightings of bald eagles & porpoises, and an array of migrating seabirds moving through the pristine landscape. More than a coastal residence, Dingley Island is a legacy estate designed to be enjoyed for generations.

117 Starboard Ln, Harpswell

Listing courtesy of LandVest, Inc..

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