Refine Search
Sort by
47 Skillin Rd, Cumberland
$1,675,000
4 Beds ⋅ 4 Baths
The historic Wilson Mill, dating to circa 1860, is a distinctive Post & Beam property originally used as a grist, stave and saw mill through the 1950s. Owned by one family from 1964 to 2021, the property served as a summer residence before being partially converted to year-round living in the late 1970s. From 2021-2024, the current owners undertook an extensive renovation and restoration, preserving the original Post & Beam character while creating a versatile year-round property with options for single-family living, multi-generational use or rental income. The main level offers 3,200± square feet of open living space, with vaulted ceilings, wide-plank floors and exposed beams overlooking the Piscataqua River and wooded surroundings. The spacious kitchen features custom cabinetry, butcher-block countertops, herringbone flooring and a large center island. Upstairs, the primary suite and full bath provide a private retreat overlooking the expansive living area below. The lower level offers additional flexibility, with a private entrance, full kitchen, living and dining areas, two river-facing bedrooms, a den or potential third bedroom, and laundry. This space can function as a separate living area for guests or rental use, or be incorporated into the main residence. The river is an integral part of the setting, flowing alongside and beneath a portion of the home. Multiple decks, patios and a porch provide opportunities to enjoy the surrounding landscape, while a walking bridge leads to additional space across the river. Rich in history and architectural character, the Wilson Mill offers a rare combination of restored Post & Beam construction, flexible living options and a remarkable riverfront setting.

47 Skillin Rd, Cumberland

Listing courtesy of Town & Shore Real Estate.

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.

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.

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.

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.

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.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.

How much is your home worth?

Get instant property value now!

Valuation data provided by Black Knight EasyValue