Vintage homes for sale & real estate in Cumberland County, ME

222 homes

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NEW 3 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Cumberland County, ME:
Welcome to 18 Ash Point Road in South Harpswell. A condo in name only as it lives and functions completely separate from 16 Ash Point Road. This large inviting home has been gutted to the studs and completely redone. Large kitchen with new appliances and quartz counters. Oversized garage that enters directly into mudroom with half bathroom off it and then the rest of the spacious first floor. Second floor has two bedrooms with shared bath and third large primary bedroom with private bath and large walk-in closet. Nothing let to do but move in. Come enjoy South Harpswell!

$659,000

3 beds2.5 baths2,111 sq ft

18 Ash Point Rd #18, Harpswell, ME 04079

Quartz counters • Private bath • Large kitchen

NEW 3 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Cumberland County, ME:
Welcome to 16 Ash Point Road, a condo in name only as it shares the same lot as its 18 Ash Point Road but functions completely separate with zero condo fees. This freshly remodeled home offers a brand new kitchen with quartz counters and new appliances. Three bedrooms and a den space on second floor. A large deck for entertaining, garage space big enough for a car and a workshop and or toy storage. , Great location. Nothing left to do but move in. 16 Ash Point would also make a great shorter rental place. Come enjoy South Harpswell!

$559,000

3 beds2.5 baths1,728 sq ft

16 Ash Point Rd #16, Harpswell, ME 04079

Large deck • Quartz counters • New kitchen

ABOUT THIS HOME
Vintage Home for sale in Cumberland County, ME:
Enjoy sweeping sunset views over the lake toward the White Mountains. This well cared for home has an in-law apartment on the lower level plus a day house and deck perched right at the shoreline. Two fireplaces, hardwood & tile floors, updated kitchen, automatic generator, two car garage with workshop are plus an additional lot across the road for the leach field - the list goes on ! Easy commute to Portland and just a few minutes to Windham Shopping District. Not much is visible from a drive -by, call or text for a showing.

$1,750,000

3 beds3 baths2,502 sq ft

6 Gilman Rd, Standish, ME 04084

In-law apartment • Tile floors • Hardwood floors

OPEN SAT, 11AM TO 12:30PM

ABOUT THIS HOME
Vintage Home for sale in Cumberland County, ME:
This charming 3 bedroom, 1 bathroom home is ready for its new owners! Built in 1937, this home beautifully blends classic character with modern updates. Step inside to find a bright and welcoming layout featuring a brand new kitchen with granite countertops, stainless steel appliances, and ample cabinet space. The adjoining dining room with built-ins adds warmth and charm, while the spacious living room offers plenty of room to entertain or unwind after a long day. Upstairs, you'll find three comfortable bedrooms and a full bathroom. The third floor provides an excellent opportunity to expand your living space, perfect for a home office, playroom, or primary suite. Outside, enjoy a generous

$365,000

3 beds1 bath1,152 sq ft

147 Spring St, Westbrook, ME 04092

Brand new kitchen • Ample cabinet space • Granite countertops

OPEN DEC 1, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Cumberland County, ME:
Fantastic investment opportunity—a three-unit multifamily property at 7 Cherry Street—offers strong rental potential in one of Maine's most desirable and consistently growing markets. Located just minutes from downtown, the Old Port, restaurants, amenities, and major commuter routes, this property attracts high-quality tenants and ensures steady demand year-round. With functional layouts and a solid rental history, this building is an ideal addition to any investor's portfolio or a great first acquisition for someone entering the Portland multifamily market, checking all the boxes whether you seek stable cash flow, long-term appreciation, or a value-add opportunity.

$740,000

8 beds3 baths2,923 sq ft

7 Cherry St, Portland, ME 04102

High quality tenants • Solid rental history • Steady demand

Property at 49 Clinton St, South Portland, ME 04106, 3 beds, 1.5 baths

$475,000

3 beds1.5 baths1,492 sq ft

49 Clinton St, South Portland, ME 04106

Property at 124 Columbia Ave, Brunswick, ME 04011, 3 beds, 1.5 baths

$390,000

3 beds1.5 baths1,359 sq ft

124 Columbia Ave, Brunswick, ME 04011

Property at 107 W Gray Rd, Gray, ME 04039, 2 beds, 1 bath

$330,000

2 beds1 bath768 sq ft

107 W Gray Rd, Gray, ME 04039

Property at 79 Whites Point Rd, Standish, ME 04084, 4 beds, 3.5 baths

$1,800,000

4 beds3.5 baths2,880 sq ft

79 Whites Point Rd, Standish, ME 04084

Property at 93 Nash Rd, Windham, ME 04062, 3 beds, 2 baths

$399,000

3 beds2 baths1,509 sq ft

93 Nash Rd, Windham, ME 04062

Property at 114 Narragansett St, Gorham, ME 04038, 3 beds, 1 bath

$360,000

3 beds1 bath950 sq ft

114 Narragansett St, Gorham, ME 04038

Property at 37 Swan Rd, Windham, ME 04062, 3 beds, 1 bath

$419,900

3 beds1 bath1,938 sq ft

37 Swan Rd, Windham, ME 04062

Property at 29 Parris St #3, Portland, ME 04101, 2 beds, 1 bath

$319,000

2 beds1 bath940 sq ft

29 Parris St #3, Portland, ME 04101

Property at 13 Quest Ave, Sebago, ME 04029, 5 beds, 1.5 baths

$749,500

5 beds1.5 baths1,900 sq ft

13 Quest Ave, Sebago, ME 04029

Property at 10 Kasseys Way #1, Westbrook, ME 04092, 2 beds, 1 bath

$299,900

2 beds1 bath722 sq ft

10 Kasseys Way #1, Westbrook, ME 04092

Property at 1155 Washington Ave #2, Portland, ME 04103, 2 beds, 1 bath

$399,000

2 beds1 bath993 sq ft

1155 Washington Ave #2, Portland, ME 04103

Property at 1155 Washington Ave #1, Portland, ME 04103, 2 beds, 1 bath

$399,000

2 beds1 bath1,296 sq ft

1155 Washington Ave #1, Portland, ME 04103

Property at 1155 Washington Ave, Portland, ME 04103, 4 beds, 2 baths

$799,000

4 beds2 baths2,592 sq ft

1155 Washington Ave, Portland, ME 04103

Property at 42 Lowell St, Westbrook, ME 04092, 2 beds, 2 baths

$379,900

2 beds2 baths1,008 sq ft

42 Lowell St, Westbrook, ME 04092

Property at 562 Island Ave, Peaks Island, ME 04108, 2 beds, 1 bath

$850,000

2 beds1 bath750 sq ft

562 Island Ave, Peaks Island, ME 04108

Property at 311 Ocean St, South Portland, ME 04106, 7 beds, 3 baths

$995,000

7 beds3 baths3,996 sq ft

311 Ocean St, South Portland, ME 04106

Property at 184 Central St, Westbrook, ME 04092, 3 beds, 1.5 baths

$412,900

3 beds1.5 baths1,172 sq ft

184 Central St, Westbrook, ME 04092

Property at 1 Holbrook St, Portland, ME 04103, 2 beds, 1 bath

$440,000

2 beds1 bath788 sq ft

1 Holbrook St, Portland, ME 04103

Property at 1097 Pequawket Trl, Steep Falls, ME 04085, 2 beds, 1 bath

$315,000

2 beds1 bath1,624 sq ft

1097 Pequawket Trl, Steep Falls, ME 04085

Property at 212 Main St, Freeport, ME 04032, 3 beds, 2 baths

$549,000

3 beds2 baths1,571 sq ft

212 Main St, Freeport, ME 04032

Property at 7 Wabun Rd, Cape Elizabeth, ME 04107, 3 beds, 2 baths

$850,000

3 beds2 baths1,767 sq ft

7 Wabun Rd, Cape Elizabeth, ME 04107

Property at 15 Sea Cove Rd, Cumberland Foreside, ME 04110, 5 beds, 3 baths

$1,295,000

5 beds3 baths3,812 sq ft

15 Sea Cove Rd, Cumberland Foreside, ME 04110

Property at 32 Melbourne St, Portland, ME 04101, 3 beds, 1 bath

$1,195,000

3 beds1 bath1,617 sq ft

32 Melbourne St, Portland, ME 04101

Property at 307 Church Rd, Brunswick, ME 04011, 3 beds, 1 bath

$325,000

3 beds1 bath982 sq ft

307 Church Rd, Brunswick, ME 04011

Property at 10 Walker St, Portland, ME 04102, 8 beds, 4.5 baths

$650,000

8 beds4.5 baths3,988 sq ft

10 Walker St, Portland, ME 04102

Property at 207 State St, Portland, ME 04101, 6 beds, 4.5 baths

$1,050,000

6 beds4.5 baths3,104 sq ft

207 State St, Portland, ME 04101

Property at 45 Harding Rd, Brunswick, ME 04011, 4 beds, 3.5 baths

$695,000

4 beds3.5 baths2,865 sq ft

45 Harding Rd, Brunswick, ME 04011

Property at 21 Mill Rd, Falmouth, ME 04105, 4 beds, 3.5 baths

$1,200,000

4 beds3.5 baths2,400 sq ft

21 Mill Rd, Falmouth, ME 04105

Property at 41 Haskell Ave, Raymond, ME 04071, 3 beds, 2 baths

$995,000

3 beds2 baths1,787 sq ft

41 Haskell Ave, Raymond, ME 04071

Property at 15 Read Rd, Windham, ME 04062, 3 beds, 1 bath

$375,000

3 beds1 bath1,784 sq ft

15 Read Rd, Windham, ME 04062

Property at 29 Parris St #4, Portland, ME 04101, 1 bed, 1 bath

$224,900

1 bed1 bath440 sq ft

29 Parris St #4, Portland, ME 04101

Property at 37 South St, Yarmouth, ME 04096, 3 beds, 3.5 baths

$3,850,000

3 beds3.5 baths3,427 sq ft

37 South St, Yarmouth, ME 04096

Property at 22 Orchard Rd, Cape Elizabeth, ME 04107, 3 beds, 1 bath

$499,900

3 beds1 bath1,183 sq ft

22 Orchard Rd, Cape Elizabeth, ME 04107

Property at 255 Raymond Hill Rd, Raymond, ME 04071, 3 beds, 2 baths

$675,000

3 beds2 baths2,016 sq ft

255 Raymond Hill Rd, Raymond, ME 04071

Property at 773 Congress St #3, Portland, ME 04102, 2 beds, 2 baths

$548,000

2 beds2 baths1,180 sq ft

773 Congress St #3, Portland, ME 04102

Property at 213 Burnham Rd, Gorham, ME 04038, 3 beds, 2 baths

$515,000

3 beds2 baths1,407 sq ft

213 Burnham Rd, Gorham, ME 04038

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Vintage Homes for Sale in Cumberland County

There are currently 222 vintage homes for sale in Cumberland County at a median listing price of $599K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Cumberland County stay on the market for 45 days and receive 2 offers. This map is refreshed with the newest listings in Cumberland County every 15 minutes.

In the past month, 525 homes have been sold in Cumberland County. In addition to houses in Cumberland County, there were also 359 condos, 4 townhouses, and 86 multi-family units for sale in Cumberland County last month. Find your dream home in Cumberland County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Cumberland County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Cumberland County. If you're looking to sell your home in the Cumberland County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Cumberland County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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