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$1,800,000
4 Beds 3 Baths
A paved drive winds past stone walls and mature plantings to this 1997 Colonial set on 6.09 acres, owned by the same family since it was built. The property borders conservation land held by the Cumberland Land Trust, with trails that lead straight into the woods behind the house. Wide pine floors run through the main level. The kitchen has a soapstone island and a beamed, vaulted ceiling that opens to the family room and its wood-burning fireplace. A separate dining room, living room, and first-floor office all look out over gardens the current owners have tended for nearly thirty years — peonies and lilacs in spring, high-bush blueberries by midsummer. Upstairs, four bedrooms include a primary suite with a freestanding tub, a marble-topped vanity, and a separate shower. A bonus room over the garage offers additional flexible space. Behind the house, an in-ground pool sits within a post-and-rail fence bordered by garden beds and the woods beyond. Walking distance to Cumberland's town center and schools. Portland is a short drive away.

38 Blanchard Rd, Cumberland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$949,000
4 Beds 4 Baths
Welcome to this sun-filled 4-bedroom, 3.5-bath home with a spacious and versatile layout designed for comfortable everyday living. Natural light fills the home, creating a bright and inviting feel throughout. The finished basement features a large den/family room, providing the perfect space for movie nights, a playroom, home gym, or additional gathering space. Outside, enjoy a large backyard with plenty of room for entertaining, gardening, play, or simply relaxing. Solar panels and an EV car charger add energy efficiency and modern-day convenience, while newly added sidewalks make it easier than ever to enjoy all that Cumberland has to enjoy. Leave the car at home and walk to local schools, Dara Bistro, Cumberland's Prince Memorial Library, the farmers market, and nearby trail systems. With generous living space, a sunny interior, a great backyard, and convenient access to local amenities, this home brings together space, comfort, efficiency, and a fantastic Cumberland location.

1 Cumberland Cmn, Cumberland

Listing courtesy of Waypoint Brokers Collective. amanda@waypointbrokers.com

$509,000
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.

$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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