Cumberland County Real Estate

Welcome to Cumberland County, Maine – a picturesque blend of natural beauty, vibrant communities, and rich history. Nestled along the stunning coastline of southern Maine, this county is renowned for its charming towns, lush landscapes, and welcoming atmosphere. With its diverse mix of urban and rural settings, Cumberland County offers something for everyone, making it an ideal place to call home.

Cumberland County is home to the bustling city of Portland, known for its thriving arts scene, delectable dining options, and historic waterfront. Explore the cobblestone streets lined with unique boutiques and galleries, or savor fresh seafood at one of the many acclaimed restaurants. Just a short drive away, you’ll find the serene beauty of the Maine countryside, where you can enjoy outdoor activities such as hiking, kayaking, and skiing in the nearby mountains.

The county boasts an excellent quality of life, with top-rated schools, vibrant community events, and a strong sense of local pride. Families will appreciate the abundance of parks and recreational facilities, while nature enthusiasts can revel in the scenic trails and picturesque beaches that dot the coastline.

Cumberland County is also rich in history, with numerous historical sites and landmarks that tell the story of Maine’s past. From the charming villages of Yarmouth and Freeport to the coastal beauty of Cape Elizabeth, each town has its own unique character and charm.

Whether you’re looking to buy your first home, retire in peace, or invest in a rental property, Cumberland County offers a welcoming community and a lifestyle that’s hard to resist. Come discover the magic of this enchanting region and find your perfect piece of Maine today!

Newest Listings in Cumberland County

$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..

$449,900

3 Beds ⋅ 3 Baths

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

12 Voyager Ln Unit 12, Windham

Listing courtesy of Maine Values Real Estate.

$425,000

2 Beds ⋅ 2 Baths

Thoughtfully designed workforce housing in the heart of Falmouth. These two-bedroom, 1.5-bath townhomes feature open-concept living, bright kitchens, and an oversized garage. Durable, low-maintenance finishes and energy-efficient construction make everyday living easy. Homes are subject to a 5 year affordability deed restriction, providing attainable homeownership for qualified buyers. With easy access to major routes, schools, shopping, and outdoor recreation, Scittery Woods Townhomes provide a practical, sustainable path to homeownership in one of Southern Maine's most desirable communities. Reservations being accepted as of Friday, 9/11/2026

7 Marshall Dr Unit 4, Falmouth

Listing courtesy of Portside Real Estate Group.

$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 meadows and stately homes. 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, rocky ledges stretch into the bay, revealing hidden coves and small sandy beaches - perfect places to swim or sit in the sun, far from the madding crowds. 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. A historically faithful center chimney brings three working fireplaces back to life. The largest anchors the keeping room and includes a working baking oven. Pumpkin pine floors, wood paneling, warm, weathered milk-paint colors, 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. An oversized garage and lean-to offer room for firewood, tools, and projects. As the meadows begin to turn golden, summer lingers while the equinox draws near. Back at the old center-chimney Cape, it is time to make the first fire of the season.

242 Simpsons Point Rd, Brunswick

Listing courtesy of Legacy Properties Sotheby's International Realty.

$425,000

2 Beds ⋅ 2 Baths

7 Marshall Dr Unit 1, Falmouth

Listing courtesy of Portside Real Estate Group.

$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.

$29,900

3 Beds ⋅ 2 Baths

Nice 3 bedroom home in a nice location. Nice open rooms. Large kitchen area. Good sized bedrooms. Ready for new owners.

1 Sleepy Hollow Ln, Standish

Listing courtesy of Cameron Prestige LLC.

$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..

$679,900

4 Beds ⋅ 2 Baths

Handsome Colonial tucked into .64 wooded acres in an established Brunswick neighborhood. The curb appeal is real: clapboard siding with classic red shutters, a brick-front entry under a covered porch, twin bay windows flanking the front door, mature plantings, a level lawn and a wide paved drive to the attached two-car garage. Inside, 2,328 square feet, four bedrooms including a primary with private bath and walk-in closet, two full baths, and first-floor laundry. Hardwood, tile flooring, double-pane windows, and direct garage entry into the living space. The rear deck looks out into the private and spacious backyard. Bring your updates! The bones, the layout, the lot and the address are all here, and the price reflects the opportunity to make it your own. Minutes to downtown Brunswick and Maine Street, Bowdoin College, Cooks Corner, and the Amtrak Downeaster.

26 Hemlock Rd, Brunswick

Listing courtesy of FIV Realty Co Maine, LLC.

$425,000

2 Beds ⋅ 2 Baths

5 Marshall Dr Unit 3, Falmouth

Listing courtesy of Portside Real Estate Group.

$375,000

3 Beds ⋅ 2 Baths

JUST LISTED! OPEN HOUSE SUNDAY, SEPTEMBER 13, 11:30 AM-1:00 PM. Welcome to McKeen Street Landing, a popular in-town Brunswick neighborhood where a true sense of community meets convenient, low-maintenance living with no HOA fees. This nicely updated and sunny 3 BR, 1.5 BA townhouse offers an open concept floor plan, refinished hardwood floors, and fresh paint throughout. The main level features a sweet mudroom, open-concept living and dining area, a well-appointed kitchen with granite counters, SS appliances, laundry/utility room, and a half bath. Upstairs, you'll find three bedrooms, an office nook and a recently renovated full bathroom. Outside, enjoy your own private, partially fenced backyard with patio—perfect for relaxing. A one-car garage with an attached storage room provides plenty of storage space. The backyard abuts the neighborhood park, which leads to a fantastic trail system. McKeen Street Landing offers sidewalks, neighborhood walking paths, playgrounds, and open spaces to enjoy, creating a welcoming setting that feels like home from the moment you arrive. All just minutes from I-295, downtown Brunswick and Bowdoin College, with its restaurants, shops, farmers markets, and vibrant year-round community. Whether you're a first-time buyer, looking to simplify, downsize or searching for a move-in ready home in an established neighborhood, this is not to be missed!

32 Emanual Dr, Brunswick

Listing courtesy of Portside Real Estate Group.

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