Cumberland County Real Estate

Classic Colonial character meets thoughtfully updated comfort in this three-bedroom, two-bathroom South Portland home, positioned on a corner lot in a wonderfully convenient neighborhood. Across 1,306 square feet and two floors, the layout offers inviting everyday spaces plus flexible areas ready to evolve with your needs. Recent improvements add meaningful peace of mind. New Marvin windows welcome natural light, while a new asphalt roof and updated heating system support comfort through Maine's changing seasons. Both bathrooms have been refreshed, bringing a more current feel to the home's practical floor plan. Extra space sets this property apart. A nearly finished room in the basement could serve as a recreation area, office, fitness space, or hobby room. Above the garage, a bonus room creates another valuable option and could become a fourth bedroom, guest retreat, or dedicated workspace. The location makes daily life and leisure easy to balance. Hinckley Park is about 0.7 miles away, putting outdoor recreation and green space close at hand. South Portland High School is about 1.3 miles from home, and the surrounding city places shopping, dining, services, and greater Portland destinations within convenient reach. With its corner-lot setting, updated essentials, and flexible bonus rooms, this new listing presents an appealing opportunity to settle into one of southern Maine's most connected communities. See how comfortably this South Portland Colonial can fit your next chapter—book your private showing today.

39 Walker St, South Portland

Listing courtesy of Real Estate 2000 ME/NH.

$415,000

3 Beds ⋅ 2 Baths

Escape to the peace and quiet of country living with this inviting 3-bedroom home nestled on 3+ acres along a quiet road. Surrounded by mature trees and natural scenery, this property offers the perfect blend of privacy, comfort, and convenience. Inside, you'll find a bright and inviting open-concept layout that seamlessly connects the living, dining and kitchen areas, creating an ideal space for everyday living and entertaining. The primary bedroom features a walk-in closet and direct access to the full bathroom, for ease of functionality. Car enthusiasts, hobbyists, and those in need of extra storage will appreciate the impressive 30' x 40' two-bay garage, complete with a car lift, providing ample room for vehicles, equipment, projects, and workshop space. Step outside to your own private backyard where the property's natural landscape creates a habitat for birdwatching. Enjoy warm summer days in the above ground pool, unwinding on the deck to your favorite book or enjoyment of barbequing. Whether you're looking for a peaceful country retreat, a place to pursue hobbies, or simply a home where you can enjoy nature and privacy, this unique property offers it all while still being convenient to Windham and Gorham Center.

20 Elwood Ln, Gorham

Listing courtesy of Maine Real Estate Experts.

$880,000

3 Beds ⋅ 3 Baths

Lovely, well maintained home situated on a large parcel of land. Peaceful views of trees and grass and partial privacy. Home boasts full size eat-in kitchen with center island, wide hallways and doors for ease of accessibility, formal living room, family room with built-ins and gas fireplace, master bedroom with cedar lined walk-in closet, second bedroom/office with closet, upstairs bedroom with living room and bath could be used as in-law. Full unfinished basement with walk-out access and overhead door. Laundry room with built-ins, utility sink and pantry on first floor. Third bathroom adjacent to laundry room with walk-in shower. Oversized garage can fit three vehicles. Home has on-demand whole house generator as well as central air conditioning. Home also features invisible fence. Location is off the beaten path but still accessible to intown Portland and I-295/Maine Turnpike and Falmouth Crossing for shopping.

10 Brookfield Rd, Falmouth

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty.

$1,650,000

4 Beds ⋅ 3 Baths

37 Emerson Way | Scarborough, Maine The space you want, the layout you'll love, and the flexibility you didn't know you needed! Welcome to 37 Emerson Way, where thoughtful design, comfortable luxury, and an incredible setting come together. Positioned on a spacious corner lot overlooking a future neighborhood park, this home offers room to spread out, entertain, and enjoy everyday living. Step inside to discover a chef-inspired kitchen with a walk-in pantry, generous gathering spaces, and a gas fireplace that brings warmth and character to the heart of the home. The sunroom is sure to become a favorite retreat, while the paver patio extends your living space outdoors. A beautifully maintained lawn with irrigation, inviting front porch, and ample parking complete the setting. First-floor primary suite? Absolutely! Enjoy the convenience of a private primary retreat with its own en-suite laundry, making single-level living a breeze. Upstairs, you'll find three additional bedrooms, a full common bathroom, a dedicated home office, and a second laundry area. But the real showstopper? The bonus room! Generously sized with endless possibilities, this incredible space could accommodate your dream golf simulator, home gym, media room, or potentially an additional bedroom suite. Whether you're looking for convenient first-floor living, room for everyone, or spaces that can evolve with your lifestyle, 37 Emerson Way delivers. A beautiful home with flexibility, function, and room to make it your own!

37 Emerson Way, Scarborough

Listing courtesy of Real Broker. 207-604-4624

$559,000

3 Beds ⋅ 2 Baths

Welcome to 67 Overlook Road, a thoughtfully designed home built in 2020, just a 5-minute walk from right-of-way access to Highland Lake. Enjoy kayaking, paddleboarding, and peaceful lakeside living just steps from home. The flexible floor plan features 3 bedrooms, 2 full baths, and a bright, open-concept design. The kitchen features granite countertops, stainless steel appliances, a spacious walk-in pantry, and scenic views. Outside, the custom rear patio with a sunken fire pit creates an inviting space for relaxing or entertaining. A finished 2-car garage, well-designed closets, LED lighting with Lutron controls, and generous insulation add convenience, storage, and energy efficiency. Combining modern comfort, thoughtful functionality, and easy access to lake recreation, this home offers an appealing lakeside lifestyle.

67 Overlook Rd, Windham

Listing courtesy of Portside Real Estate Group.

$3,900

Contractor staging yard for lease at Cooks Corner, Brunswick. 1.6 acres, both Farley Road lots in full. Paved parking, 3-bay garage plus Quonset hut. Room for equipment, materials, and trucks. 3-phase power available. Near Route 1, across from Lowes. $3,900 per month NNN. Call All Points Realty, 207-798-1023.

Lot 11-12 Farley, Brunswick

Listing courtesy of All Points Realty.

$1,556,000

4 Beds ⋅ 6 Baths

Welcome to an unparalleled contemporary estate offering ultimate luxury, privacy, and resort-style living on 1.76 private, landscaped acres in South Portland. Boasting over 6,100 square feet of expansive living space, this architectural masterpiece perfectly pairs grand entertaining areas with cozy everyday comfort. The heart of the home features a massive chef's kitchen and an elegant family room anchored by a stately fireplace. Ascend effortlessly via the internal passenger elevator to discover four spacious bedrooms, including a spectacular primary suite. The amenity package is truly second to none: host unforgettable movie nights in your own private theater/media room, maintain your health routines in the dedicated workout gym, or unwind year-round in the spectacular indoor in-ground pool room. Outside, iconic stone walls frame a sprawling yard complete with an incredible 7-bay garage, providing unmatched vehicle and recreational storage. Centrally located just minutes from Cape Elizabeth's sandy beaches, local parks, Mill Creek shopping, and the vibrant culture of downtown Portland. Experience Maine living at its absolute finest.

1050 Highland Ave, South Portland

Listing courtesy of Waypoint Brokers Collective.

$450,000

Multi-parcel package in the hub of Cook's Corner, Brunswick: Lot 11-12 Farley Road (Map CC1, Lots 11 & 12, deed Book 35744 Page 148) plus the 3-acre rear lot at 0 Bath Road (Map 41, Lot 13A, town parcel ID 04101300A000, deed Book 36245 Page 0034; shown as 175 Bath Road and as Map 4 Lot 13A on expired listing MLS #1400475). Total 4.6 acres, zoning GM4. Farley lots are in the Qualified Opportunity Zone. Level and open Farley lots with frontage on Farley Road and visibility from the Cook's Corner on/off ramp for Route 1; Lot 11 is paved with a 3-bay garage and Lot 12 is gravel with an old storage structure. Mixed use and commercial with a wide variety of allowed uses, including assisted living or 55-plus community, multi-unit housing, indoor or outdoor storage, day care, hotel, restaurant, power sports sales, medical/dental/vet office, art gallery, and solar activities. 80% impervious lot coverage allowed (GM4 base standard); 60 ft max structure height; rear setback 15 ft, zero setbacks on other sides. Affordable-housing density under LD 2003 (30-A M.R.S. §4364) allowing for up to 60 residential units; this is affordable-housing density, not a flat market-rate unit count. The 3-acre rear lot at 0 Bath Road is accessed by a walking right of way only, and this limitation applies strictly to those 3 acres, not to the Farley lots. Combined taxes $4,077 for 2026 (Farley $3,564 plus rear lot $513, both 2026).

Lot 11-12 Farley, Brunswick

Listing courtesy of All Points Realty.

$1,756,000

Every once in a while, a truly special property comes along, one that carries a story of its own and offers an extraordinary opportunity for its next chapter. For the very first time, this remarkable 60.8-acre property is being offered to the market, presenting a rare chance to own a substantial piece of land rich in history, character, and possibility. With approximately 763.9 feet of road frontage, this expansive property offers a wonderful sense of space and an abundance of opportunities for those with the vision to see its full potential. The 2,632-square-foot residence features three bedrooms, two full bathrooms, and one half bath, providing a foundation for whatever the future may hold. Steeped in the traditions of rural living, this property has a long history as a working homestead, where a variety of animals were raised and the land played an important role in everyday life. That heritage remains part of what makes this offering so distinctive. Whether you envision returning the property to its homesteading roots, creating your own private country retreat, or exploring the many possibilities that come with such generous acreage, there is room here for imagination and opportunity. Perhaps one of its most appealing qualities is the balance of country living and convenience. Enjoy the space and privacy of a rural setting while remaining close to town, with shopping, restaurants, and everyday amenities nearby. Even more appealing, Portland is approximately 15 minutes away, offering convenient access to everything the city has to offer. Properties of this size, history, and potential are becoming increasingly difficult to find. Never before offered to the market, this is more than an opportunity to purchase a home and acreage. It is an invitation to become part of a property's continuing story, to appreciate its past, embrace its possibilities, and create something uniquely your own.

16 Cook Rd, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

$1,756,000

3 Beds ⋅ 3 Baths

Every once in a while, a truly special property comes along, one that carries a story of its own and offers an extraordinary opportunity for its next chapter. For the very first time, this remarkable 60.8-acre property is being offered to the market, presenting a rare chance to own a substantial piece of land rich in history, character, and possibility. With approximately 763.9 feet of road frontage, this expansive property offers a wonderful sense of space and an abundance of opportunities for those with the vision to see its full potential. The 2,632-square-foot residence features three bedrooms, two full bathrooms, and one half bath, providing a foundation for whatever the future may hold. Steeped in the traditions of rural living, this property has a long history as a working homestead, where a variety of animals were raised and the land played an important role in everyday life. That heritage remains part of what makes this offering so distinctive. Whether you envision returning the property to its homesteading roots, creating your own private country retreat, or exploring the many possibilities that come with such generous acreage, there is room here for imagination and opportunity. Perhaps one of its most appealing qualities is the balance of country living and convenience. Enjoy the space and privacy of a rural setting while remaining close to town, with shopping, restaurants, and everyday amenities nearby. Even more appealing, Portland is approximately 15 minutes away, offering convenient access to everything the city has to offer. Properties of this size, history, and potential are becoming increasingly difficult to find. Never before offered to the market, this is more than an opportunity to purchase a home and acreage. It is an invitation to become part of a property's continuing story, to appreciate its past, embrace its possibilities, and create something uniquely your own. Please tour this property with a licensed agent.

16 Cook Rd, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

$850,000

3 Beds ⋅ 3 Baths

Architect designed condo offering first floor living with 2 additional bedrooms, office and bath on the upper level plus a daylight lower level with large windows should you desire more space. Natural gas heat, generator and spacious 2 car garage with one convenient door.

12 Scarlet Sage Ln Unit 68, Brunswick

Listing courtesy of Legacy Properties Sotheby's International Realty.

$875,000

3 Beds ⋅ 3 Baths

Welcome to 14 Rocklinn Drive, a custom-built Colonial in one of Windham's most desirable neighborhoods. Built in 2003 and set on 1.7 acres, this well-maintained home offers just over 3,000 square feet of finished living space, three bedrooms, and 2.5 bathrooms. The bright, open main level features beautiful wide pine-board flooring, large windows, and a freshly painted kitchen with high ceilings, dining space, and a generous pantry. The living room's gas fireplace and large windows create a welcoming place to relax and enjoy opportunities for birdwatching. The first-floor primary suite includes an updated ensuite bath, walk-in closet, and nearby laundry room. A spacious bonus room off the kitchen features new hickory flooring and custom cabinetry. Currently used as an art studio, it could also serve as a home office, gym, hobby room, or recreation space. Upstairs, two generously sized bedrooms, a quiet reading nook, and an updated full bath with new granite countertops and fixtures provide comfortable additional living space. The unfinished basement offers ample storage and a workshop area with custom cabinetry. Outside, enjoy summer gatherings on the large back deck or meals with friends on the screened porch overlooking the yard. A private quarter-mile walking path invites you to explore the peaceful surroundings. Additional features include a whole-house generator and a new septic system installed in 2025. With flexible living spaces, a convenient first-floor primary suite, and inviting outdoor areas, 14 Rocklinn Drive offers plenty of room to gather, relax, and enjoy life at home.

14 Rocklinn Dr, Windham

Listing courtesy of Keller Williams Realty.

Cumberland County Real Estate

Newest Listings in Cumberland County

How much is your home worth?

How much is your home worth?