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$1,775,000
4 Beds ⋅ 4 Baths
Tucked away at the end of a quiet cul-de-sac in Cumberland Foreside, this beautifully renovated 4-bedroom home boasts exceptional privacy, modern updates, and flexible living spaces on an oversized wooded lot. Thoughtfully redesigned throughout, the home features a stunning new kitchen, beautifully updated bathrooms, and a bright, spacious mudroom designed for everyday living. The heart of the home is ideal for both entertaining and daily life, with a formal dining room featuring custom built-ins, a welcoming sunroom overlooking the private yard, and a richly appointed color-drenched sitting room that adds warmth and character. The primary suite presents a peaceful retreat with its own ensuite bath, while three additional bedrooms provide comfortable accommodations for family and guests. Above the oversized two-car garage, a generous finished bonus space with a full ensuite bath provides incredible flexibility as a guest suite, home office, in-law space, or potential fifth bedroom. Surrounded by mature trees and set on a substantial lot, this property provides a rare opportunity to enjoy privacy and tranquility in one of Cumberland Foreside's most sought-after neighborhoods. The oversized parcel may provide future possibilities for an accessory dwelling unit or subdivision potential, subject to your verification with the Town of Cumberland. A rare combination of location, privacy, updated finishes, and versatile living space--just minutes from local amenities, schools, and the Maine coast.

14 Pine Ridge Rd, Cumberland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,390,000
4 Beds ⋅ 5 Baths
Perfectly positioned at the end of a quiet cul-de-sac in the desirable Coastal Pines Subdivision, this exceptional residence was built with an uncompromising commitment to quality, craftsmanship, and timeless elegance. Offering more than 5,000 square feet of thoughtfully designed living space, the home seamlessly blends luxury, functionality, and effortless comfort. As you enter, the home immediately impresses with an abundance of natural light, 9-foot ceilings, and meticulous attention to detail evident throughout every finish and fixture. The custom-designed kitchen is a true focal point, featuring premium finishes, a spacious eat-in area, and a large walk-in pantry. A separate dining area provides an ideal setting for entertaining, while the breathtaking living room serves as a stunning gathering space, highlighted by its dramatic vaulted ceiling, striking fireplace, and impressive wall of glass overlooking the private yard. The 1st floor primary suite offers a luxurious retreat, complete with a spa-inspired bathroom featuring dual vanities, a soaking tub, custom-tiled shower, and an expansive walk-in closet with custom-built cabinetry. An office, convenient laundry room, and additional thoughtfully designed living spaces complete the main level. Upstairs, a beautiful loft overlooks the great room below and takes full advantage of the home's impressive windows and surrounding views. The second level also features an en-suite bedroom, two additional bedrooms, and a full bathroom, providing exceptional accommodations for family and guests. The full daylight basement extends the living space even further, featuring a spacious bonus room with a custom bar, wine cabinet, and fireplace; a full bathroom; dedicated space for a home gym; an office or den; and generous storage and utility areas. Built with exceptional craftsmanship and quality finishes throughout, this remarkable home is truly a property to experience. Welcome to 17 Coastal Pines!*Photo renderings used*

17 Coastal Pnes, Cumberland

Listing courtesy of Portside Real Estate Group.

$3,700,000
4 Beds ⋅ 4 Baths
A truly unique home in a special Foreside neighborhood. This house sits on a very secluded lot and is constructed entirely from commercial grade steel. Two full master suites provide first or second floor living options. An open living concept connects the kitchen, dining, and living rooms. Over the three-car garage is a bonus room and the 2,000 sq ft unfinished basement showcases the homes quality construction and provides expansion possibilities. The details abound at 44 Maeve's Way including custom wood trim throughout, central air and air filtration system, an irrigation system, a large pantry, central vacuum, a screened in porch, patio and a covered grilling porch. An excellent location in a great seaside community!

44 Maeves Way, Cumberland

Listing courtesy of Landmark Realty.

$1,745,000
4 Baths
Offering exceptional flexibility for multigenerational living, extended family, guests, or investment use, this extraordinary post and beam property combines historic character with versatile living spaces and a quintessential Maine setting. Originally built as a mill circa 1860+/-, the home has been thoughtfully renovated while preserving its character. The lower-level ADU is a standout feature, offering a private entrance, full kitchen, living and dining areas, two bedrooms, laundry, and river views. Whether used for family, guests, a separate living arrangement, or as a rental opportunity, this additional living space provides flexibility that is increasingly difficult to find. The main residence features expansive living and dining areas with soaring cathedral ceilings, exposed beams, skylights, wide-plank wood floors, and a dramatic chandelier. A mounted projection screen makes the most of the impressive ceiling height, creating an inviting gathering space. The upper-level primary suite offers a private, loft-like retreat overlooking the living area, while the kitchen blends rustic character with modern style through custom green-blue cabinetry, butcher block countertops, a large center island, and herringbone-patterned flooring. Set within a park-like landscape, the property offers a peaceful connection to the outdoors with the Piscataqua River. Enjoy coffee on the porch, entertain on the riverside deck, or unwind in the hot tub while taking in the natural surroundings. Numerous improvements include new windows and doors, added insulation, updated electrical, renovated bathrooms, custom cabinetry, a covered porch addition, new garage, whole-house Generac generator, hot tub, and a new leach field supporting the ADU. Whether envisioned as a multigenerational home, a private residence with separate guest accommodations, or an investment property with rental potential, this unique offering provides an opportunity to own a piece of Maine history.

47 Skillin Rd, Cumberland

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,995,000
4 Beds ⋅ 6 Baths
Antique Colonial with Casco Bay Views, Deeded Shore Access, and a Broad Cove Mooring! Experience the perfect blend of historic charm and coastal living in this beautifully maintained colonial, ideally situated in the highly desirable Cumberland Foreside. Set on a full private acre, this property offers ocean views, timeless character, and an exceptional lifestyle. Open views stretch across Casco Bay to the islands, and a deeded right-of-way takes you down to the shore, where a mooring is included so your boat has a home on Broad Cove from day one. Town trails start right across the street and wind through Broad Cove Preserve to the town beach, only minutes on foot. The 1820 home carries its history through all 3,600 square feet, with four bedrooms, four full and two half baths, and seven working fireplaces. Two sunrooms provide inviting year-round spaces to relax, entertain, or simply take in the surrounding beauty, both with expansive water views. A bar room and a play room round things out, the kind of space houses this age rarely give you. Behind the period detail is a house methodically brought up to date: roof replaced in 2019, Andersen windows throughout in 2020, chimneys lined in 2018, basement insulated, whole-house Generac generator, and heat and hot water converted from oil to natural gas with a new system in 2026. Outside, enjoy your own private oasis with a heated in-ground pool with a new liner and cover, stone terraces, mature landscaping, and plenty of space for outdoor gatherings. A large outbuilding handles boats, gear, or a workshop. Cumberland Center is close by, offering easy access to top-rated schools, dining, and recreation while savoring the peace and privacy of this coveted coastal setting.

227 Foreside Rd, Cumberland

Listing courtesy of RE/MAX Oceanside.

$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.

$5,195,000
3 Beds ⋅ 5 Baths
More than 380 feet of frontage on Broad Cove and nearly five private acres create an extraordinary waterfront setting in the heart of Cumberland Foreside. Beyond a winding drive, the property reveals itself gradually, where mature trees frame the shoreline and the home settles naturally into the landscape. The experience here is defined by privacy, the quiet rhythm of the tides, and ever-changing water views from nearly every principal room. The property's size and configuration also present the potential to create a separate home site with water access. Designed to celebrate the landscape, the home unfolds through a series of beautifully proportioned spaces, each taking full advantage of the surrounding water and gardens. A dramatic two-story foyer, gracious living spaces, a vaulted sunroom wrapped in glass, and a beautifully appointed primary suite are all oriented toward the water, while rich millwork, warm hardwood floors, and carefully curated details create interiors that feel enduring and quietly refined. Bluestone terraces extend naturally toward the shoreline, inviting long summer evenings, effortless entertaining, or peaceful mornings overlooking the cove. Just minutes from Cumberland Center, Falmouth, Portland, yacht clubs, golf, and some of Maine's most treasured coastal destinations, this is a home of quiet beauty, where the landscape has always been the centerpiece.

26 Lanewood Rd, Cumberland

Listing courtesy of RE/MAX By The Bay.

$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
$2,290,000
4 Beds ⋅ 5 Baths
Architecturally designed and custom built with an uncompromising commitment to quality, craftsmanship, and timeless elegance, this exceptional residence is located in the highly sought-after Coastal Pines Subdivision. Offering over 4,700 sqft of thoughtfully designed living space, this home seamlessly blends luxury, functionality, and refined New England style. From the moment you enter, you'll appreciate the abundance of natural light, 9-foot ceilings throughout, and the meticulous attention to detail evident in every finish and fixture. The heart of the home is the stunning custom designed kitchen, featuring premium finishes, a spacious eat-in area, and a large walk-in pantry. A separate dining area provides the perfect setting for entertaining, while the breathtaking living room showcases a dramatic vaulted wood ceiling, a striking fireplace, and an impressive wall of glass that frames views of the private backyard and covered deck. The 1st floor primary suite serves as a luxurious retreat, complete with a spa-inspired bathroom featuring dual vanities, a soaking tub, custom tiled shower, and an expansive walk-in closet with custom cabinetry. An office, convenient laundry room, and thoughtfully designed living spaces complete the main level. Upstairs, a stunning loft area overlooks the great room below and captures beautiful views through the home's impressive windows. 3 additional bedrooms and 2 full bathrooms provide ample space for family and guests. The full daylight walk-out basement offers a spacious bonus room with a fireplace, a full bathroom, dedicated space for a home gym, and 2 large storage areas. Located just minutes from Portland, top-rated schools, and the Maine coastline, this exceptional property offers the perfect balance of luxury living and rural charm.Built with unmatched craftsmanship and quality finishes throughout, this is a rare opportunity to own a truly remarkable home in one of Cumberland's desirable neighborhoods*Photo renderings used*

7 Coastal Pnes, Cumberland

Listing courtesy of Portside Real Estate Group.

$1,745,000
4 Beds ⋅ 4 Baths
Overlooking the Piscataqua River, this extraordinary post and beam home offers a rare opportunity to own a piece of Maine history. Originally built as a mill circa 1860+/-, the property has been thoughtfully renovated while preserving its historic character and craftsmanship. Set within a private, park-like landscape, the home is immersed in nature. The rushing waters of the Piscataqua River provide a constant soundtrack, creating a peaceful setting where wildlife, towering trees, and ever-changing river views take center stage. Enjoy morning coffee on the covered porch, entertain on the riverside deck, or unwind in the hot tub while listening to the water flow by. Inside, soaring cathedral ceilings, exposed beams, skylights, wide-plank wood floors, and a dramatic chandelier define the expansive living and dining spaces. A mounted projection screen takes full advantage of the impressive ceiling height, creating an ideal gathering space. The kitchen blends rustic charm with modern style, featuring custom green-blue cabinetry, butcher block countertops, a large center island, custom range hood, and herringbone-patterned flooring. The upper-level primary suite offers a loft-like retreat overlooking the living space below. The lower-level ADU provides exceptional flexibility with a private entrance, full kitchen, living and dining areas, two bedrooms, laundry, and river views. Recent improvements include new windows and doors, added insulation, updated electrical, renovated bathrooms, custom cabinetry, a covered porch addition, new garage, Generac whole-house generator, hot tub and a new leach field supporting the ADU. A truly special property where history, craftsmanship, and the beauty of Maine's outdoors come together along the banks of the Piscataqua River.

47 Skillin Rd, Cumberland

Listing courtesy of Legacy Properties Sotheby's International 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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