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

176 homes

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ABOUT THIS HOME
Vintage Home for sale in Cumberland County, ME:
Expansive and Versatile Residence with Prime Location and Business Potential. This spacious and well-appointed home offers exceptional flexibility and functionality. The main residence features five bedrooms (3-bedroom septic), 3.5 bathrooms, and a thoughtfully designed floor plan that accommodates a variety of living arrangements. The main level includes a welcoming entryway, a generous kitchen with adjoining dining area, a comfortable family room with access to one of two rear decks located in the fenced in yard, and a formal living room complete with custom built-ins and a woodstove insert—ideal for relaxing evenings. Two additional rooms on the first floor offer versatile use as h

$765,000

5 beds3.5 baths3,718 sq ft

10 Durham Rd, Freeport, ME 04032

Generous kitchen • Two rear decks • Prime location

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Cumberland County, ME:
Welcome to the Parson Smith Homestead, a historically preserved 1764 home located on 124 acres of hayfields, forest, and river frontage. Formerly a house museum, it is a textbook example of colonial architecture. Featuring an interior finished in stages that depicts 4 distinct architectural periods; Georgian, Federal, Greek Revival, and Victorian. The grand staircase is flanked by formal parlors and the original hearth kitchen. Walking the wide-planked flooring, you step through the generations to sit by the fireplaces that warmed the prominent family who worked the original farm. The attic and basement are equally impressive, displaying hand hewn timbers and arched brickwork. Modern comfor

$950,000

5 beds2.5 baths3,680 sq ft

93 River Rd, Windham, ME 04062

Hand hewn timbers • Modern kitchen • Arched brickwork

ABOUT THIS HOME
Vintage Home for sale in Cumberland County, ME:
Perched above the rocky shoreline of Casco Bay, 1 Bay Road offers an extraordinary blend of refined coastal living and classic Maine beauty. Designed in 1951 by John Howard Stevens and completely reimagined with a full renovation, this 3,720-square-foot waterfront residence captures sweeping, unobstructed ocean views from nearly every room, creating a rare sanctuary just minutes from Portland's vibrant downtown. Step inside to sun-filled living spaces where walls of windows frame sailboats drifting across the bay and the ever-changing colors of the Atlantic. The home features 3 bedrooms and 6 baths, including beautifully updated suites designed for comfort and privacy. Elegant living and di

$3,950,000

3 beds5 baths3,720 sq ft

1 Bay Rd, South Portland, ME 04106

Walls of windows • Updated suites • Elegant living areas

ABOUT THIS HOME
Vintage Home for sale in Cumberland County, ME:
Location Location Location!! Discover the perfect blend of comfort and outdoor adventure with this well-maintained 2-bedroom, 1-bathroom ranch situated on10-acres near the Gorham/Scarborough line. This inviting home offers a warm and functional layout, ideal for quiet living and outdoor recreation. The detached 2-car garage provides ample storage and convenience. Enjoy direct access to snowmobile trails, making winter recreation easy and enjoyable right from your doorstep. Located close to everything in Gorham and Scarborough including shopping, dining, outdoor activities, and schools. This property combines rural tranquility with suburban convenience. Don't miss the opportunity to make thi

$399,999

2 beds1 bath826 sq ft

93 Day Rd, Gorham, ME 04038

10.05 acre lot • 2 garage spots • Built 1943

NEW 25 HRS AGO

$830,000

10 beds6 baths4,673 sq ft

771 Gray Rd, Gorham, ME 04038

Close to windham • 0.59 acre lot • Built 1900

Property at 58 Kopaddy Trl, Harpswell, ME 04079, 3 beds, 1 bath

$369,900

3 beds1 bath1,357 sq ft

58 Kopaddy Trl, Harpswell, ME 04079

Property at 1549 Westbrook St, Portland, ME 04102, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths1,314 sq ft

1549 Westbrook St, Portland, ME 04102

Property at 428 Allen Ave, Portland, ME 04103, 3 beds, 1 bath

$409,000

3 beds1 bath986 sq ft

428 Allen Ave, Portland, ME 04103

Property at 15 Pine St, Portland, ME 04102, 6 beds, 6.5 baths

$1,650,000

6 beds6.5 baths2,703 sq ft

15 Pine St, Portland, ME 04102

Property at 96 Holm Ave, Portland, ME 04102, 2 beds, 2 baths

$379,900

2 beds2 baths1,030 sq ft

96 Holm Ave, Portland, ME 04102

Property at 37 Bailey Ave, Portland, ME 04103, 4 beds, 2.5 baths

$695,900

4 beds2.5 baths2,346 sq ft

37 Bailey Ave, Portland, ME 04103

Property at 150 Old Bath Rd, Brunswick, ME 04011, 3 beds, 1.5 baths

$199,000

3 beds1.5 baths1,451 sq ft

150 Old Bath Rd, Brunswick, ME 04011

Property at 47 Clayton St, Portland, ME 04103, 2 beds, 1 bath

$499,900

2 beds1 bath1,240 sq ft

47 Clayton St, Portland, ME 04103

Property at 9 Parris St #2, Portland, ME 04101, 2 beds, 1 bath

$425,000

2 beds1 bath1,000 sq ft

9 Parris St #2, Portland, ME 04101

Property at 510 Roosevelt Trl, Casco, ME 04015, 3 beds, 2 baths

$429,000

3 beds2 baths1,300 sq ft

510 Roosevelt Trl, Casco, ME 04015

Property at 21 Spring Hill Rd, Harpswell, ME 04079, 3 beds, 2.5 baths

$1,375,000

3 beds2.5 baths2,100 sq ft

21 Spring Hill Rd, Harpswell, ME 04079

Property at 134 - 136 Sawyer St, South Portland, ME 04106, 6 beds, 2 baths

$665,000

6 beds2 baths2,323 sq ft

134 - 136 Sawyer St, South Portland, ME 04106

Property at 71 Melbourne St, Portland, ME 04101, 5 beds, 2 baths

$995,000

5 beds2 baths2,678 sq ft

71 Melbourne St, Portland, ME 04101

Property at 1087 Riverside St, Portland, ME 04103, 3 beds, 1 bath

$399,000

3 beds1 bath1,048 sq ft

1087 Riverside St, Portland, ME 04103

Property at 72 Pride St, Westbrook, ME 04092, 4 beds, 1 bath

$399,999

4 beds1 bath907 sq ft

72 Pride St, Westbrook, ME 04092

Property at 246 Eastern Promenade #403, Portland, ME 04101, 2 beds, 2.5 baths

$2,895,000

2 beds2.5 baths2,549 sq ft

246 Eastern Promenade #403, Portland, ME 04101

Property at 58 Portland St #4, Portland, ME 04101, 1 bed, 1 bath

$239,800

1 bed1 bath448 sq ft

58 Portland St #4, Portland, ME 04101

Property at 545 Old Bath Rd, Brunswick, ME 04011, 3 beds, 2 baths

$450,000

3 beds2 baths1,255 sq ft

545 Old Bath Rd, Brunswick, ME 04011

Property at 105 Pine St, Portland, ME 04102, 6 beds, 4 baths

$1,799,000

6 beds4 baths3,582 sq ft

105 Pine St, Portland, ME 04102

Property at 25 Allen Rd, Pownal, ME 04069, 3 beds, 2 baths

$595,000

3 beds2 baths1,728 sq ft

25 Allen Rd, Pownal, ME 04069

Property at 147 Spring St, Westbrook, ME 04092, 3 beds, 1 bath

$365,000

3 beds1 bath1,152 sq ft

147 Spring St, Westbrook, ME 04092

Property at 98 Linton St, South Portland, ME 04106, 2 beds, 1 bath

$435,000

2 beds1 bath896 sq ft

98 Linton St, South Portland, ME 04106

Property at 311 Ocean St, South Portland, ME 04106, 7 beds, 3.5 baths

$895,000

7 beds3.5 baths3,996 sq ft

311 Ocean St, South Portland, ME 04106

Property at 48 Longfellow St, Westbrook, ME 04092, 2 beds, 1 bath

$389,000

2 beds1 bath950 sq ft

48 Longfellow 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 44 Jones Creek Dr, Scarborough, ME 04074, 1 bed, 1 bath

$895,000

1 bed1 bath560 sq ft

44 Jones Creek Dr, Scarborough, ME 04074

Property at 255 Anderson Rd, Sebago, ME 04029, 4 beds, 3 baths

$674,900

4 beds3 baths2,588 sq ft

255 Anderson Rd, Sebago, ME 04029

Property at 412 Ocean Ave, Portland, ME 04103, 4 beds, 1.5 baths

$625,000

4 beds1.5 baths2,424 sq ft

412 Ocean Ave, Portland, ME 04103

Property at 6 Highland St, Portland, ME 04103, 4 beds, 2.5 baths

$1,245,000

4 beds2.5 baths3,474 sq ft

6 Highland St, Portland, ME 04103

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

$355,000

3 beds1 bath1,784 sq ft

15 Read Rd, Windham, ME 04062

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

$825,000

3 beds2 baths1,767 sq ft

7 Wabun Rd, Cape Elizabeth, ME 04107

Property at 6 Gilman Rd, Standish, ME 04084, 3 beds, 3 baths

$1,750,000

3 beds3 baths2,502 sq ft

6 Gilman Rd, Standish, ME 04084

Property at 1435 Forest Ave, Portland, ME 04103, 0.5 baths

$625,000

0 beds0.5 baths2,910 sq ft

1435 Forest Ave, Portland, ME 04103

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

$309,000

2 beds1 bath940 sq ft

29 Parris St #3, 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

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Vintage Homes for Sale in Cumberland County

There are currently 176 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 55 days and receive 2 offers. This map is refreshed with the newest listings in Cumberland County every 15 minutes.

In the past month, 339 homes have been sold in Cumberland County. In addition to houses in Cumberland County, there were also 266 condos, 70 townhouses, and 78 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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