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$1,995,000
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
$1,995,000
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.

$1,000,000
2 Beds ⋅ 1 Baths
Island Cottage getaway in Casco Bay. This solar powered quintessential log cabin offers 2 bedrooms, living room, dining area, kitchen, and bath with shower and a second floor loft with ample sleeping quarters. A large yard with fire pit and stairs to a private beach. An amazing nature experience - deer, ducks, geese, wild turkeys, and much more wildlife abound the property. Ideal for swimming, fishing, birdwatching and relaxation with privacy and pure tranquility. An Island property with no public landing, stores, nor roads. The only way to the Island is by private boat and is a short distance from the Mainland. A rare offering.

Lot 8 Sturdivant, Cumberland

Listing courtesy of RE/MAX Shoreline.

$995,000
Rare opportunity to purchase this Cumberland Foreside 2.49 +/- acre lot with 537 +/- Ft of frontage on Ravine Drive and 376 +/- Ft of frontage on Foreside Rd giving you breathtaking elevated views of the highly desirable Broad Cove! This lot is minutes to amazing restaurants, marinas and a short drive to Portland's Old Port. Please call for more info!

Ravine Dr, Cumberland

Listing courtesy of F.O. Bailey Real Estate.

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