Cumberland Homes with Trees/Woods View

Welcome to Cumberland, Maine, a picturesque town nestled in the heart of Cumberland County, where the charm of New England meets the serenity of nature. Known for its stunning landscapes, friendly community, and rich history, Cumberland is an ideal place for those seeking a tranquil lifestyle while still being close to urban conveniences.

One of the standout features of Cumberland is its abundance of homes with breathtaking views of trees and woods. Imagine waking up each morning to the soft rustle of leaves and the gentle sounds of nature right outside your window. These properties provide an unparalleled opportunity to immerse yourself in the beauty of the outdoors, with many homes set against a backdrop of lush forests and scenic vistas. Whether you’re sipping your morning coffee on a sun-drenched deck or enjoying a peaceful evening stroll through the wooded trails, living here means embracing a lifestyle harmoniously intertwined with nature.

Cumberland's commitment to preserving its natural beauty is evident in its well-maintained parks and recreational areas, perfect for hiking, biking, and family outings. The community is also known for its excellent schools, vibrant local businesses, and a welcoming atmosphere that makes it easy to feel at home.

If you’re searching for a place that offers both the tranquility of wooded views and the warmth of a close-knit community, Cumberland, Maine, is a hidden gem waiting for you to discover. Explore our listings today and find your dream home surrounded by the beauty of nature!

Newest Cumberland Homes with Trees/Woods View

$399,000

Rare 4.5-acre buildable parcel in Cumberland. This location offers a blend of rural privacy and exceptional convenience, just moments from town amenities, a short drive to Portland, the highway, and a mere 1.5 miles from the ocean. The lot is mostly level meadow, with a small forested section with a small stream. It will need a driveway and all utilities to be installed.

118 Tuttle Rd, Cumberland

Listing courtesy of Vitalius Real Estate Group, LLC.

$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.

$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.

$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.

$659,900

2 Beds ⋅ 2 Baths

OPEN HOUSE: Join us for an open house on Thursday, 10/29, from 4-5:30 PM! 11 Kings Highway offers bright, single-level living with a private yard on Cumberland Foreside. Built in 2018, this home pairs classic New England character with the privacy of a two-unit condominium, minutes from Casco Bay. Abundant windows bring natural light into the open kitchen, dining, and living area, where hardwood floors and a raised ceiling give the space a warm, airy feel. The kitchen includes white cabinetry, polished countertops, a gas range, a pantry, and a generous island with seating. Two bedroom suites, each with its own full bath, provide privacy for owners and guests. The primary suite has two walk-in closets and a bath with a double vanity. A separate laundry room and an attached garage with direct entry keep everyday needs on one level, with ample parking outside. The full unfinished basement offers substantial storage and has proper egress, providing potential for future finished living space. Additional features include a whole-house generator, zoned hot-water baseboard heat, and ceiling-mounted heat pumps for heating and cooling. Trees surround the fenced rear patio, giving the private yard a quiet, sheltered feel. There is room to garden, grill, and enjoy meals outside, with irrigation serving the established gardens. A Japanese maple and covered front porch add to the home's New England character. The two-unit association handles upkeep. The public beach and town landing are minutes away, along with the country club, shopping, and I-295. With Portland and the Jetport close by, this home offers a coastal address that works as well for everyday life as it does for a weekend escape.

11 Kings Hwy Unit B, Cumberland

Listing courtesy of RE/MAX By The Bay.

$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.

$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

$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.

$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.

$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.

$1,195,000

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.

$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.

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Cumberland Homes with Trees/Woods View

Newest Cumberland Homes with Trees/Woods View

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