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7 Coastal Pnes, Cumberland
$2,250,000
4 Beds ⋅ 5 Baths
100% complete and ready for immediate occupancy! Located in the desirable Coastal Pines Subdivision in Cumberland, this exceptional home showcases quality craftsmanship, refined finishes, and timeless elegance. Offering over 4,700 sqft. of thoughtfully designed living space, the home features 9' ceilings on the main level, white oak flooring throughout, abundant natural light, and meticulous attention to detail are evident throughout. The heart of the home is the stunning custom designed kitchen, featuring quartz countertops and full backsplash, a large center island, and an impressive walk in pantry. A dining area provides the perfect setting while the great room makes a striking impression with its cathedral wood ceiling, fireplace, and expansive wall of glass overlooking the backyard and covered deck. The 1st floor primary suite features a spa inspired bathroom with dual vanities, soaking tub, custom tiled shower, and an expansive walk in closet with custom cabinetry and makeup area. An office, spacious mudroom with built in bench seating and cubbies, powder room, and dedicated laundry room with cabinetry, quartz countertops and herringbone tile backsplash complete the main level. Upstairs, a loft overlooks the great room and is complemented by 3 additional bedrooms and 2 full bathrooms, including a private ensuite. The full daylight basement offers additional finished living space, including a bonus room with a bar featuring quartz countertops and quartz backsplash, a wine cabinet enclosed by glass walls and a glass door, and a fireplace. A full bathroom, dedicated flex room currently set up as a home gym, and 2 spacious storage areas provide additional functionality. Conveniently located with access to Portland, local schools, and the Maine coastline, this property combines substantial living space, distinctive details, and versatile areas for everyday living, working, and entertaining. Come make this house your home!!*exterior photos(only)are color enhanced*

7 Coastal Pnes, Cumberland

Listing courtesy of Portside Real Estate Group.

3 Union Rd, Cumberland
$327,500
3 Beds ⋅ 2 Baths
Set on a beautiful .75-acre level lot in a quiet Cumberland neighborhood, this Cape Cod style home offers a wonderful opportunity to make this your own in one of Maine's most desirable communities. Featuring 3 bedrooms, 2 baths, a first-floor primary suite, and convenient first-floor laundry, the home offers a flexible layout with plenty of potential to suit your needs. Enjoy four-season relaxation in the spacious sunroom overlooking the nice backyard, perfect for entertaining, gardening, or simply enjoying the peaceful surroundings. The oversized detached two-car garage provides ample parking and storage, with additional space above offering exciting possibilities for future use, including potential accessory dwelling unit conversion, subject to town approvals. West Cumberland Community Ball Fields are nearby, and the home is less than 10 minutes from Greely High School and Greely Middle School, part of Maine's highly regarded school system. With an easy commute to Portland, a desirable location, and plenty of room to add your personal touches, this property is full of promise. Bring your ideas and unlock the potential of this special Cumberland property! Property will not go FHA or VA financing.

3 Union Rd, Cumberland

Listing courtesy of Assist-2-Sell Home Team Advantage.

9 Longmeadow Rd, Cumberland
$1,595,000
4 Beds ⋅ 2 Baths
Discover the Best of Cumberland Foreside Living at 9 Longmeadow Road! Enjoy the perfect blend of space, comfort, and coastal living in this inviting 4-bedroom, 2-bathroom home set on over an acre of land in desirable Cumberland Foreside. Offering convenient single-level living, the home features a newly updated kitchen, a spacious primary bedroom with en-suite bath, and plenty of room to spread out and make yourself at home. Outside, enjoy your own in-ground pool, a 3-car garage, and ample space to relax, entertain, and enjoy the outdoors. The basement provides abundant storage, adding even more functionality to the property. A standout feature is the deeded water access to Broad Cove, offering an opportunity to embrace the Maine coastal lifestyle. A nearby town beach and dock provide even more ways to enjoy the water. Conveniently located with easy access to I-295 and the shopping, dining, and amenities of Falmouth and Yarmouth, this property is also just a 10-minute drive to Portland. Whether you're looking for one-level convenience, room to entertain, or a home that brings you closer to the coast, 9 Longmeadow Road offers a wonderful opportunity to enjoy all that Cumberland Foreside has to offer.

9 Longmeadow Rd, Cumberland

Listing courtesy of Portside Real Estate Group.

21 Wilson Rd, Cumberland
$1,225,000
4 Beds ⋅ 3 Baths
From spring perennials to autumn reflections on the pond, there is always something worth pausing for at 21 Wilson Road. Across 5.8 acres of fields and woods, flagstone paths link lush plantings, accent boulders, and a stone fire pit patio, while the navy Colonial rises above the gardens with a broad deck overlooking the lawn and surrounding landscape. As you enter, light pours through the foyer's arched window, illuminating hardwood floors and an open staircase. Beyond, the kitchen, breakfast nook, and living room keep the gardens in view. White cabinetry contrasts with dark stone counters and a slate backsplash, while double wall ovens and island seating make room for weekend baking and morning conversation. French doors open from the breakfast area to the back deck, and built-ins and a wood stove give the living room its cozy character. A separate formal dining room invites longer meals, with a convenient first floor bedroom or office lives on the opposite side of the foyer. The second-floor primary suite pairs a generous walk-in closet with a light-filled bath, where a bay window frames the soaking tub, complemented by a glass-enclosed shower and double vanity. Two additional bedrooms share a full bath. Above the attached three-car garage, pine walls rise to a vaulted ceiling in an expansive bonus room with ample space for an art studio, home gym, or game room. Built in 2008, the home includes solar panels, laundry on both levels, and a full unfinished basement. Spend an afternoon among the perennials or gather by the fire after dusk, with golf, shopping, and the turnpike nearby.

21 Wilson Rd, Cumberland

Listing courtesy of RE/MAX By The Bay.

158 Range Rd, Cumberland
$825,000
4 Beds ⋅ 3 Baths
Welcome to a one-of-a-kind contemporary retreat where natural beauty meets exceptional custom craftsmanship. Set on four private, light-filled acres, this home offers an incredible lifestyle with direct access to over 215 acres of town-owned land—enjoy miles of walking, skiing, and snowmobiling trails right across the road in Rines Forest, with Hadlock Community Park tucked just behind the backyard. Inside, rich architectural detail takes center stage. The main floor features an extraordinary game and media room complete with a 118" projection screen, all included AV equipment, and a custom refreshment bar—making it the ultimate space for entertainment. Up on the main living level, beautiful hardwood floors run throughout. The heart of the home is an open-concept kitchen, dining, and cathedral-ceiling living area. Built by the previous owner/carpenter, exquisite custom African Mahogany cabinetry and extensive built-ins bring warm sophistication to the space, complemented by a unique multi-wood species center island designed for casual eat-in dining. Cozy up by the kitchen's wood-burning stove or step out onto the screened porch for al fresco dining. The primary bedroom suite offers a serene retreat with a walk-in closet and a double-vanity bath. A dedicated home office with ample built-ins, a guest bedroom, and a full bath round out this level. The third floor is full of charm and functionality, featuring two additional bedrooms, a loft overlooking the living room below, and a spacious playroom complete with its own magical playhouse. Offering seamless indoor-outdoor living, top-tier craftsmanship, and endless recreation, this exceptional home is truly in a league of its own. Sellers offering contribution to buyer closing costs or rate buy down.

158 Range Rd, Cumberland

Listing courtesy of Portside Real Estate Group.

6 Feldspar Ln Unit 30, Cumberland
$685,000
3 Beds ⋅ 3 Baths
The final Cobalt available in Phase I of Mineral Springs is now under construction, with time remaining to make select finishes and choices along the way. The floor plan is straightforward in all the right ways: an open kitchen, dining, and living space on the first floor, three bedrooms upstairs, and a bonus room that can shift with whatever life calls for. A two-car garage and daylight basement add the kind of space that becomes increasingly valuable over time, whether for storage, a workshop, home gym, or future living space. Mineral Springs is a thoughtfully planned neighborhood, in the quiet beauty of West Cumberland. Surrounded by walking trails and shared green spaces, a shared sports court and playground, Mineral Springs is more than just a neighborhood--it's a place to feel grounded, connected, and at home.

6 Feldspar Ln Unit 30, Cumberland

Listing courtesy of Portside Real Estate Group.

14 Pine Ridge Rd, Cumberland
$1,775,000
4 Beds ⋅ 4 Baths
Set at the end of a cul-de-sac on over three acres in one of Cumberland Foreside's most sought-after locations, 14 Pine Ridge is a 4-bedroom, 3.5-bath contemporary that has been masterfully renovated in recent years. Curated design and the modern amenities today's buyers want come together seamlessly here. No expense was spared and no detail overlooked, and the results speak for themselves. You enter through a sun-drenched mudroom framed by oversized windows and step into the heart of the home: a showstopping kitchen open to a spacious family room. Custom cabinetry, beautiful stone, Thermador appliances, and striking light fixtures define the kitchen, which flows into a dining room with custom built-ins made for entertaining. In the family room, you'll be struck by the sense of privacy. It's an ideal setting for intimate gatherings, and it stays connected to the kitchen while meals are prepped and conversation flows. When you want a quieter retreat, the formal living room offers a mood-setting palette all its own. Upstairs, the primary suite is filled with natural light and features an en-suite bath with elegant tile and two closets. Three additional bedrooms and an updated bath complete the second floor. Above the garage, a bonus suite with a gorgeous full bath offers flexibility as an in-law suite, guest quarters, or home office. The location is hard to beat. You're close to award-winning schools, Cumberland's town beach and dock at Broad Cove Reserve, and Town Landing Market, and just a short drive from Portland's vibrant restaurant scene. Come see for yourself what makes Cumberland Foreside so special.

14 Pine Ridge Rd, Cumberland

Listing courtesy of Portside Real Estate Group.

250 Blanchard Rd, Cumberland
$1,250,000
5 Beds ⋅ 5 Baths
Discover the charm and versatility of this historic estate, framed by scenic views of open fields and mature trees. The spacious 5-bedroom, 4.5-bath farmhouse features an impressive attached six-stall horse barn, blending timeless character with modern comfort. The beautifully remodeled home offers an open floor plan designed for effortless single-level living, complete with two primary suites and three wood-burning fireplaces. The fully finished walk-out basement provides exceptional additional living space with direct access to a beautiful stone patio, ideal for entertaining or relaxing outdoors. Unwind in the outdoor barrel sauna, tucked along the property's white post fence, which frames the yard and enhances its classic country appeal. Additional office or bedroom space on the second floor offers flexibility for guests, remote work, or evolving lifestyle needs. Set on approximately 2 acres, the property offers a private setting around the historic farmhouse and barn, with picturesque surroundings and convenient access to Portland. The surrounding land is being subdivided into five additional lots, bringing new development to the area while preserving the character of this area. A rare opportunity to experience historic charm, versatile living spaces, and a peaceful country setting just minutes from the city. Open House- Saturday 24th 10:00 to 11:30

250 Blanchard Rd, Cumberland

Listing courtesy of Spectrum Real Estate.

4 Peaks Ln, Cumberland
$935,000
3 Beds ⋅ 3 Baths
Welcome to 4 Peaks Lane, located in Cumberland's highly sought-after Village Green neighborhood, where neighborhood charm and modern convenience come together. This beautifully designed 3 bedroom, 2.5 bath Colonial offers a bright, open-concept floor plan with hardwood floors and inviting spaces perfect for everyday living and entertaining. The well-appointed kitchen features granite countertops, custom cabinetry, and stainless steel appliances, flowing seamlessly into the dining and living areas, where a cozy gas fireplace adds warmth and charm. Upstairs, the spacious primary suite features a private bath and walk-in closet, while two additional bedrooms provides flexibility for family, guests, or a home office. The daylight walkout basement provides wonderful potential for additional living space. Enjoy all that Village Green has, including attractive homes, tree-lined streets, and scenic walking trails. Conveniently located near Cumberland Center's shops, restaurants, and community amenities, with easy access to Portland and Maine's beautiful coastline. With its desirable location, thoughtful design, and welcoming neighborhood setting, 4 Peaks Lane presents an exceptional opportunity to enjoy the best of Cumberland living. OPEN HOUSE SUNDAY, OCTOBER 18TH, 11AM-1PM.

4 Peaks Ln, Cumberland

Listing courtesy of Portside Real Estate Group.

304 Blanchard Rd, Cumberland
$599,000
4 Beds ⋅ 2 Baths
A four-bedroom raised ranch on 0.61 level, wooded acres in Cumberland, offered for the first time in more than 40 years. The home is in the Greely school district, a few minutes from Cumberland Center, the Greely campus and Val Halla Golf Course, with downtown Portland about 20 minutes away. The 24x24 great room, with its cathedral ceiling, gives the main level a scale that's rare in a home of this era. The kitchen centers on a multi-level island with a prep sink, with wall ovens, a gas cooktop and solid-surface counters, and it opens to a dining room with a hearth and stove. Wood floors run through the main level, where the primary bedroom and a second bedroom share a full bath. The lower level adds a family room, two more bedrooms and a second full bath, with room for guests, a home gym or a home office. Outside, a deck looks over a private, level backyard, and a two-car garage and a shed add storage. The home combines a Greely school district address and room to spread out with an easy drive to Portland. A pre-inspection report is available.

304 Blanchard Rd, Cumberland

Listing courtesy of Real Broker. 207-756-2442

18 Greely Rd, Cumberland
$1,150,000
4 Beds ⋅ 5 Baths
Set within a traditional Colonial envelope, this home was completely reimagined and rebuilt between 2021 and 2022 and is 80% + self-sufficient. This stunning home offers the feel of timeless character with brand-new construction & up-to-code insulation. A new foundation was poured under the breezeway and barn, the roof and trusses are new, and 98% of the structure is new construction. New plumbing, electrical, windows, siding, floors, and systems throughout. The character stayed. Most everything else is new. The solar array powers roughly 80% of the home's energy needs. Fireplaces do more than look good here; they genuinely heat the space, adding another layer of low-cost comfort to a home already engineered to sip rather than guzzle. The floor plan is as thoughtful as the build. Kitchen, dining room, living room, and deck move together in a natural loop - the kind of circulation that makes a dinner party feel effortless. The primary suite connects directly to a walk-in closet and then to the laundry room, a sequence so logical you'll wonder why every house isn't designed this way. All bedrooms have ensuite bathrooms; with three walk-in showers and two soaking tubs, the bath count rivals a boutique inn. Radiant floor heat in the primary bath takes the edge off every Maine morning. Outside, lilac and evergreen trees frame a private, tucked-in setting, while surrounding farmland and protected forestland provide a natural backdrop that isn't going anywhere. Despite the serenity, the location is remarkably easy. Three minutes to Routes 88 and 1, five minutes to I-295 and downtown Yarmouth, five minutes to Cumberland Town Landing and its beach. And up the road on Greely, a beloved local farm stand that locals quietly consider one of Maine's best-kept secrets.

18 Greely Rd, Cumberland

Listing courtesy of Vitalius Real Estate Group, LLC.

31 Westbranch Rd, Cumberland
$895,000
3 Beds ⋅ 3 Baths
Two wooded acres, a backyard built for long Maine summers, and nearly 2,800 square feet in Cumberland set the stage at 31 Westbranch Road. The house is a classic Colonial, but the floor plan goes well beyond the expected. The kitchen has a large center island, walk-in pantry, and direct access to the deck, with the dining room and fireside living room close by. A dedicated office provides separation for working from home, while the mudroom offers the storage that Maine living demands. Upstairs, four bedrooms include a primary suite with its own bath, plus a full hall bath and separate laundry room. The bonus room above the two-car garage is substantial enough to take on a life of its own, whether as a media room, studio, gym, or additional bedroom option. A full daylight basement with walkout access offers another entire level for future plans. And then there is the backyard - the lawn stretches out behind the house before meeting the surrounding woods, with hydrangeas and established gardens softening the edges. A broad deck sits just off the kitchen, while a stone patio and firepit farther into the yard create a second place to gather as the day winds down. It all feels comfortably removed, yet Cumberland Center, Val Halla, everyday shopping, and access to Portland are close at hand.

31 Westbranch Rd, Cumberland

Listing courtesy of RE/MAX By The Bay.

261 Main St, Cumberland
$700,000
4 Beds ⋅ 2 Baths
Welcome home to 261 Main Street, perfectly sited in the heart of Cumberland Center with picturesque, walkable access to all village amenities. Blending classic Cape Cod charm with modern sophistication, this thoughtfully expanded home is designed for seamless daily living and effortless entertaining.At the center of the home, a granite-accented kitchen flows into a light-filled family room addition that opens directly to the new deck and private backyard—creating an ideal indoor-outdoor flow for summer gatherings. The main level offers exceptional versatility with a formal dining room, a first-floor bedroom, and a dedicated home office, making it easy to adapt for remote work, a home gym, or main-level living. Upstairs, enjoy a spacious primary suite alongside two additional generous bedrooms and a spa-inspired full bath. Numerous updates, rest easy with an on-demand generator as well! Modern comforts, timeless character, and an unbeatable location—welcome to your ideal Cumberland retreat.

261 Main St, Cumberland

Listing courtesy of Legacy Properties Sotheby's International Realty.

12 Feldspar Ln Unit 27, Cumberland
$505,900
3 Beds ⋅ 3 Baths
Builder incentive available! Until October 24th, Buyers have the opportunity to apply significant a builder-offered credit toward closing costs, a mortgage rate buy-down, or select home upgrades, allowing them you to customize the benefit to best suit your needs. The Linwood at Mineral Springs is complete and ready for immediate occupancy. This 3 bedroom, 2.5 bath home has an easy, well-planned layout, with an open kitchen, living and dining area, a practical mudroom, and plenty of space for daily life. Upstairs, the primary suite is joined by two additional bedrooms, a full bath and conveniently located second-floor laundry. Set in West Cumberland, Mineral Springs offers trails, shared green space, a sports court, pond, and playground, all woven into the neighborhood. An income-qualified opportunity to own brand-new construction and move right in.

12 Feldspar Ln Unit 27, Cumberland

Listing courtesy of Portside Real Estate Group.

174 Bruce Hill Rd, Cumberland
$450,000
3 Beds ⋅ 2 Baths
Charming 1880s Farmhouse in Desirable Cumberland. Discover the perfect blend of historic character and modern comfort in this beautifully updated 1880s farmhouse, just over 2 miles from the heart of Cumberland. Set on a level, half-acre corner lot, the property offers plenty of room to add a garage, pool, or outdoor entertaining space. Updated siding repair and exterior painting completed in 2022 add curb appeal. Inside, the spacious living room is filled with natural light and centered around a new high-efficiency wood stove (2018), while an additional den/family room (new flooring, 2025) add flexible living space. Interior painting was refreshed in 2026, with updated plumbing throughout the crawlspace, kitchen, and showers. Major systems have been modernized: natural gas boiler and on-demand hot water heater (2017), new well pump and whole-house water filtration, spray foam and crawlspace encapsulation, and chimneys lined, capped, and repointed (2016). The roof is partially replaced, and the kitchen features a new gas stove (2020), dishwasher, refrigerator, and washing machine. This well-maintained home offers 3 bedrooms and 2 full baths, blending historic character with move-in-ready comfort. Cumberland ranks among Maine's top school districts, known for its welcoming community and strong curriculum. Add in tree-lined streets and easy access to Portland — schedule your showing today!

174 Bruce Hill Rd, Cumberland

Listing courtesy of Redfin Corporation.

19 Nautical Dr, Cumberland
$745,000
3 Beds ⋅ 3 Baths
Set on a sunny, south-facing corner lot in Cumberland's most convenient location, this beautifully maintained 2016 Colonial offers bright living spaces, thoughtful updates, and inviting curb appeal. The first floor centers on an eat-in kitchen with a large island, stainless steel appliances, and granite countertops. Warm wood floors connect the living room and dining area, where a sliding door opens to a backyard patio for morning coffee or outdoor entertaining. A half bath just off the entry hallway completes the main level. Upstairs, the primary suite is joined by two additional bedrooms and a shared full bath. A newly finished bonus room over the garage offers flexible space for a home office, playroom, or media room, while second-floor laundry adds everyday convenience. Natural gas baseboard heat and electric heat pumps provide year-round comfort. The attached two-car garage includes a Level 2 EV charger, and a full daylight basement offers excellent potential for additional finished living space. Outside, an irrigation system helps keep the lawn lush. With its sunny corner setting, versatile living spaces, and exceptional convenience in Cumberland, this move-in-ready home brings comfort and location together beautifully.

19 Nautical Dr, Cumberland

Listing courtesy of RE/MAX Shoreline.

40 Powell Rd, Cumberland
$725,000
3 Beds ⋅ 3 Baths
Set on 1.53 beautifully established acres in coveted Cumberland Foreside, 40 Powell Rd reflects decades of thoughtful care. With just two owners throughout its history, this 3 bed, 2.5 bath home has been lovingly and meticulously maintained and is ready for its new owner. Inside, the 1st floor offers a comfortable, flexible layout with a remodeled kitchen, mudroom, half bath, formal dining room, living room with fireplace, and bonus room leading to the expansive back deck. Upstairs are 3 bedrooms, including 2 with a shared hallway bath and a spacious primary suite with an impressive walk-in closet and private full bath. Heat pumps, a whole-house generator, and attached 2 car garage add comfort and convenience year-round. Outside is where decades of care really come into view. The front and back yards have been continuously landscaped since the 1990s, creating an established property filled with mature plantings that change throughout the seasons. Hydrangeas, peonies, hostas, blueberries, several varieties of iris and daisies, and many more perennials fill the grounds, while Joe-Pye weed and liatris bring butterflies to the gardens. A hand-laid front walkway welcomes you home, while a peaceful waterfall pond adds another special element. And then there is the location. Cumberland Foreside is one of southern Maine's most coveted coastal communities. Just .5 miles away is deeded waterfront access to the ocean, making it easy to enjoy one of the very things that makes living in the Foreside so special. Cumberland Center, Yarmouth, Falmouth and Portland are all close by. There is something special about a property that has been in the hands of only two owners and cared for this intentionally. 40 Powell Road offers the opportunity to settle into an established property in one of Maine's most desirable coastal communities. To view a full video walk thru tour, head to YouTube & search the property address.

40 Powell Rd, Cumberland

Listing courtesy of U&R Real Estate.

10 Birch Ln, Cumberland
$1,349,000
4 Beds ⋅ 3 Baths
Welcome to Wildwood, one of Cumberland Foreside's most desirable neighborhoods, offering exceptional sandy beach access and private association amenities in a wonderful setting for year-round living or a seasonal getaway. Featuring filtered seasonal water views, this remodeled 1923 home is full of charm and character, with pine floors, high ceilings, original doors, and distinctive architectural details throughout. The main level offers an open kitchen, dining, and living area, a cozy den, and a flexible additional room ideal for a home office. Upstairs, the vaulted primary bedroom features an ensuite bath with a classic clawfoot tub, while three additional bedrooms and a full hall bath provide space for family and guests. A generous covered porch is perfect for relaxing summer afternoons. Just steps the road, Wildwood's private association amenities include the sandy beach, kayak storage, boat moorings, tennis court, and an expansive lawn for recreation and gatherings. Adjacent Broad Cove Reserve offers walking trails and access to Cumberland's town beach. With potential for future expansion or a garage, subject to town approval, this charming home offers an exceptional opportunity to enjoy all that the Wildwood neighborhood has to provide.

10 Birch Ln, Cumberland

Listing courtesy of RE/MAX By The Bay.

18 Feldspar Ln Unit 25, Cumberland
$510,000
3 Beds ⋅ 3 Baths
A brand-new, affordable opportunity in Cumberland! Welcome to Mineral Springs - a thoughtfully planned neighborhood that blends community and convenience. Perfectly situated near the highway for easy commuting, you will have access to mature nature trails, a pond, a sports court, a playground and lots of open space. This home offers an open floor plan with great flow. The first floor features a spacious living room, dining area, kitchen, and a convenient half bath. Upstairs, you'll find three bedrooms including a primary with en-suite bath and an additional full bath. With classic finishes, a full basement, a back deck for outdoor enjoyment, this home offers a perfect balance of style and practicality. This is a limited opportunity for income-qualified buyers to own a brand new home in one of Maine's most desirable communities.

18 Feldspar Ln Unit 25, Cumberland

Listing courtesy of Town & Shore Real Estate.

6 Nautical Dr, Cumberland
$849,900
4 Beds ⋅ 3 Baths
You'll believe in love at first sight when you step into this gorgeous Cumberland Foreside colonial! Sitting pretty on a spacious lot in a welcoming & walkable neighborhood, this 4-bedroom, 3-bath beauty is the perfect backdrop for life's most treasured moments. Hardwood floors, lofty ceilings, large rooms, and a flowing floor plan await inside. The kitchen's granite countertops, tile backsplash, stainless steel appliances, gas stove, and pantry will make every home chef happy. Enjoy breakfast seated at the island; linger over dinner in the dining area. The seamlessly situated living room is a great place to gather. A half bath rounds out the main floor. Upstairs, the dreamy primary suite provides ample space to stretch out, a walk-in closet, and a recently revamped bathroom with a walk-in shower. Three additional bedrooms/multi-use rooms, a full bathroom, and a laundry room provide plenty of options on the second floor. Need more space to store your stuff? The daylight walkout basement (which could be finished for a future family room) and attached garage are ready to serve. Outside, the freshly renovated front porch and back deck are sweet spots for morning coffee and al fresco fare. The big backyard means there's plenty of room to play; the custom fire pit is ready for s'mores under the stars. Idyllic and adored, Cumberland's rolling hills, hiking trails, and easy local water access make life great. Any amenity you need is a short dash away, and Yarmouth, Freeport, and Portland's spoils are within easy reach. A perfectly appointed home in an enviable locale - the epitome of small-town charm with effortless convenience. The best of all worlds is at your doorstep with this easy living home!

6 Nautical Dr, Cumberland

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

15 Sturdivant Rd, Cumberland
$4,900,000
4 Beds ⋅ 4 Baths
Welcome to 15 Sturdivant Road, an extraordinary waterfront estate set on five private acres in the heart of Cumberland Foreside. Built by Wright-Ryan, this exceptional property showcases timeless craftsmanship, thoughtful design, and an unparalleled setting with 384 feet of water frontage, an expansive sandy beach, and sweeping views across Casco Bay. Designed to embrace its remarkable surroundings, the home is filled with natural light as sunrises, sunsets, and moonlit reflections illuminate the living spaces throughout the day. A harmonious blend of elegant formal rooms and relaxed gathering spaces creates an inviting atmosphere for both everyday living and entertaining. Outside, enjoy the beauty of Maine's tidal coastline, abundant birdlife, and panoramic island views from one of the Foreside's most coveted waterfront settings. Offering exceptional privacy while just 15 minutes from downtown Portland's renowned dining, shopping, arts, and cultural attractions, this is a rare opportunity to own one of Maine's truly remarkable coastal estates.

15 Sturdivant Rd, Cumberland

Listing courtesy of Legacy Properties Sotheby's International Realty.

46 Cortland Ct, Cumberland
$1,495,000
4 Beds ⋅ 4 Baths
46 Cortland Court pairs generous living space with an exceptional backyard designed for making the most of Maine's seasons. Extensive new hardscaping, professionally designed landscaping, a spacious patio, and a classic wraparound porch create inviting spaces for outdoor dining, entertaining, and unwinding at home. Inside, the 4-bedroom, 3.5-bath residence offers a comfortable, well-designed layout with room to gather and room to spread out. The spacious kitchen features double ovens, abundant cabinetry, and a sun-filled breakfast nook, while the finished basement provides flexible additional space for recreation, a media room, fitness area, or home office. A three-car garage adds ample room for vehicles, storage, and outdoor gear. Located in one of Cumberland Center's established neighborhoods, the property offers a peaceful residential setting with convenient access to local trails, shopping, dining, schools, and major commuting routes--bringing together space, privacy, and everyday convenience in the heart of Cumberland.

46 Cortland Ct, Cumberland

Listing courtesy of Legacy Properties Sotheby's International Realty.

33 Gray Rd, Cumberland
$474,000
3 Beds ⋅ 1 Baths
A beautifully maintained, 3-bedroom, 1-bath raised ranch offering modern comfort, thoughtful design, and an exceptional location in the desirable town of Cumberland. Set back nicely from the road for added privacy, this move-in-ready home features a spacious two-car garage and a bright, open-concept main living area on the second floor. The well-appointed kitchen flows seamlessly into the living room and showcases Frigidaire Gallery stainless steel appliances, granite countertops, vaulted ceilings, and abundant natural light. A cozy gas fireplace creates the perfect gathering space during Maine's cooler months. The home has a generous primary bedroom, a comfortable guest bedroom, and a full bathroom. Just off the eat-in kitchen, a rear door leads to a private deck--an ideal spot to enjoy your morning coffee, entertain friends, or relax while overlooking the peaceful surroundings. On the first level, you'll find a spacious mudroom with direct access to the oversized two-car garage, along with a 3rd bedroom. An automatic standby generator provides added peace of mind, ensuring comfort during storms and unexpected power outages. Beyond the home itself, you'll appreciate everything that makes Cumberland one of Southern Maine's most sought-after communities. Known for its scenic rural character, top-rated schools in MSAD 51, and welcoming small-town atmosphere, Cumberland provides an outstanding quality of life. Residents enjoy nearby Twin Brook Recreation Area with miles of walking and cross-country ski trails, Val Halla Golf Course, the Cumberland Fairgrounds, local farms and seasonal farm stands, and easy access to hiking, conservation lands, and outdoor recreation. Cumberland Center provides convenient shopping, dining, and community events.

33 Gray Rd, Cumberland

Listing courtesy of Keller Williams Realty.

445 Greely Road Ext, Cumberland
$1,145,000
3 Beds ⋅ 2 Baths
Welcome to yesterday and tomorrow! This wonderful antique farmhouse on an idyllic 7+ acre piece of land is a slice of heaven near the heart of Cumberland Center. Golfing, award winning schools, tennis courts, water play - all are within easy reach. This property is adjacent to the Knights Pond Preserve, a 200+ acre park to explore. Bring your adventurous activities here to enjoy this year-round playground. The historic home boasts a wide front porch that invites cozy evening chats in rocking chairs. Wide enough for a table to enjoy outdoor dining and board games. The country kitchen is spacious and charming with both modern appliances and a wonderful old cookstove. The attached pantry is next to the kitchen with enough room for even the most prolific cook. The former attached barn has been transformed into an amazing lofted living space with a soaring wood burning fireplace. Alongside the kitchen is a dining room with a woodstove. There is a full bath on the first floor as well as a spacious bedroom plus den, both with rebuilt fireplaces. Upstairs there is a full bath and 2 bedrooms. The primary has an extra large walk-in closet, sitting room and off from it, a large deck with stairs to backyard. You won't believe how wide the wood floorboards are! There is even the most cozy peaked room, perfect for crafting. The basement is a gem of possibilities - gym, office, play room, etc., Plenty of space to grow. Outbuildings include a garage with storage above and a covered parking space outside. There is also a small shed perfect for storing gardening supplies. There is enough space here to keep animals if you like, and enough structures for those animals to sleep warmly. Come see what possibilities await you here

445 Greely Road Ext, Cumberland

Listing courtesy of Gardner Real Estate Group.

9 Conifer Ridge Rd, Cumberland
$1,195,000
4 Beds ⋅ 3 Baths
Cumberland Foreside post-and-beam barn home with accessory dwelling unit (ADU). The main residence offers 3-bedrooms, a loft, 2-baths, and more than 3,000 sq. ft. of living space. The 1-bedroom, 1-bath ADU is located above the attached two-car garage and features a private entrance and open-concept kitchen, dining, and living areas - ideal for guests, multigenerational living, a home office, or potential rental income. Originally constructed in 1812 as part of the Morrill Homestead, the barn was thoughtfully transformed into a residence beginning in the 1970s, with continued renovations over the years, including the addition of the two-car garage and ADU in the early 2000s. Lovingly maintained and carefully enhanced, the home blends historic character with modern comfort. Inside, the home showcases remarkable historic craftsmanship. Hand-hewn timbers are joined using traditional mortise-and-tenon construction, still bearing the original Roman numeral markings used by builders to align each beam. The dramatic 26-foot central cathedral ceiling creates a sense of scale, while the expansive original barn doorways fill the home with natural light and frame views of the stone patio and landscaped grounds. Thoughtfully curated architectural details, including reclaimed barn wood, period-inspired fixtures, vintage-style flathead nails, and carefully selected finishes, enhance the home's timeless appeal. The upper loft of the main home, previously used as an artist's studio, offers a flexible and inspiring space for creative pursuits. Outdoors, the property is a true horticultural haven with carefully designed gardens and plantings which create a vibrant, ever-changing landscape. The grounds attract a wide variety of birds and wildlife, offering a peaceful connection to nature. This property offers the perfect combination of historic charm, flexible living space, and an exceptional coastal Maine lifestyle.

9 Conifer Ridge Rd, Cumberland

Listing courtesy of Legacy Properties Sotheby's International Realty.

4 Ledge Rd, Cumberland
$2,575,000
5 Beds ⋅ 5 Baths
Welcome to 4 Ledge Road, located on one of the most picturesque streets in Cumberland Foreside, running parallel to Casco Bay and offering exceptional water views and access, this impeccably maintained 5-bedroom, 4.5 bath home is perched on an elevated lot, blending coastal beauty with thoughtfully designed spaces for everyday living and entertaining. Inside, this sun filled home reveals itself with a sense of warmth and connection. The main level features a front-to-back living room, an updated custom kitchen , along with a dining area, spacious family room, and versatile bonus room with vaulted ceilings. The upper levels feature the primary suite, along with 2 additional bedrooms. The finished lower level features the 5th bedroom, a full bath, and provides additional space for recreation, hobbies, or a home gym. Offering flexible living options, this home provides generous space for guests, work-from-home needs, or multi-generational living. Step outside to the expansive front porch to take in the sweeping water views or unwind on the covered back patio overlooking beautifully landscaped grounds, including hidden garden areas, stone pathways, and landscaping beds all enhanced by an irrigation system. A 4-car garage offers ample storage for vehicles and outdoor gear. With deeded beach access, this impressive property offers a rare opportunity to enjoy the very best of coastal Maine living.

4 Ledge Rd, Cumberland

Listing courtesy of Town & Shore Real Estate. 207-773-0262

229 Greely Rd, Cumberland
$1,595,000
4 Beds ⋅ 5 Baths
Now taking shape on 3.07 pristine acres near Cumberland Center, this 4-bedroom, 3 full-bath, 2 half-bath contemporary New England home offers a rare blend of timeless architecture, elevated design, and an exceptional location. Thoughtfully designed for today's lifestyle, the home will feature soaring windows, a chef's kitchen and pantry, designer lighting and fixtures, luxurious bathrooms, and carefully curated contemporary finishes throughout. Every detail has been intentionally selected to create a warm living experience. For outdoor enthusiasts, the setting is hard to beat, ideally positioned between the trail systems at Twin Brook Recreation Area and the fairways of Val Halla Golf Course, with nearby access to Broad Cove Reserve and the beauty of Cumberland Foreside. Cumberland schools and the shops and restaurants of Yarmouth Village are minutes away. Secure the home now and personalize select finishes before completion. Estimated completion Winter 2026.

229 Greely Rd, Cumberland

Listing courtesy of RE/MAX By The Bay.

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