Vintage homes for sale & real estate in Berkshire County, MA

265 homes

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NEW 15 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
Discover the charm of this inviting 2-bedroom, 1-bath detached home, offering 1,388 square feet of comfortable living space. Nestled on a quiet dead end street, this property provides peace and privacy while being just minutes from downtown North Adams, Mass MoCA, and local amenities. Enjoy scenic views across the valley to the mountains, bringing natural beauty right to your doorstep. With the flexibility of two to three bedrooms, this home is perfect for those seeking both convenience and tranquility in a desirable location. Don't miss your chance to make this delightful property your own! Seller updated electric service, panel and wiring updated at that time where needed. New sewer li

$235,000

3 beds1 bath1,388 sq ft

66 Lyman St, North Adams, MA 01247

Desirable location • Detached home • Scenic views

NEW 26 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
Welcome to 121 Edward Avenue, an updated home in desirable Southeast Pittsfield offering a rare blend of move-in-ready improvements and classic character. The property features a one-car detached garage and a large yard, providing excellent outdoor space and functionality. The owner has completed extensive upgrades including brand-new roofs on both the house and garage, a new high-efficiency furnace, newly sanded and refinished floors, and fresh paint throughout the home, including the basement. The kitchen has been updated, and numerous interior and exterior repairs have been addressed, allowing the next owner to move in with confidence. This is a well-maintained home that delivers strong

$299,900

3 beds1 bath1,552 sq ft

121 Edward Ave, Pittsfield, MA 01201

Fresh paint • New roofs • Refinished floors

COMING SOON

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
Tucked away on a quiet street, 1 Clarkson Avenue offers privacy, comfort, and convenience on a private lot with easy access to New York and the Berkshires' cultural attractions. The home is filled with natural light and features spacious bedrooms and bathrooms, a functional first-floor layout, and desirable first-floor laundry. Ample storage is found throughout, making everyday living easy and organized. The unfinished basement offers excellent potential for additional living space, with renovations already started—including framed rooms and the bones of a bathroom with a functional toilet—providing a great opportunity to add value. Schedule your private showing today!

$229,900

3 beds1.5 baths1,716 sq ft

1 Clarkson Ave, Pittsfield, MA 01201

0.24 acre lot • Built 1928

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
Prime location just a short distance to Stockbridge Village, Tangelwood, Berkshire Theatre Group and many more cultural attractions here in the beautiful Berkshires. Sprawling backyard with Housatonic River views. Open common spaces with ample space, exposed beams, character and wood flooring. The second level offers two bedrooms, full bath, large landing flex space and office/sitting area. Additionally there is an attached first floor In-law apartment with living room, kitchen, bedroom and full bath. Included with the house is a multi level barn with electricity. Lovely setting to relax on the back deck and take in the views or stroll into town to enjoy the cultural amenities This gem has

$599,000

3 beds3 baths2,295 sq ft

86 E Main St, Stockbridge, MA 01262

Wood flooring • Open common spaces • Exposed beams

NEW 24 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
Tucked away at the end of a quiet cul-de-sac, this spacious five bedroom, two bathroom home offers 2,020 square feet of living space along with additional space in the basement. As you enter the home, you will notice hardwood floors throughout the main level that features three of the bedrooms, laundry, and one full bathroom. The bright living area flows easily into the dining room that connects to a large deck overlooking the backyard where you'll find your own private above-ground pool, ideal for cooling off on warm summer days or hosting events. Second level offers two customized bedrooms and an additional full bathroom. With a newer energy efficient heating system and solar panels this

$349,900

5 beds2 baths2,120 sq ft

127 Gamwell Ave, Pittsfield, MA 01201

Large deck • Cul-de-sac • Solar panels

Property at 64 Notch Rd, North Adams, MA 01247, 3 beds, 1.5 baths

$249,000

3 beds1.5 baths1,465 sq ft

64 Notch Rd, North Adams, MA 01247

Property at 17 Wallace Pl, Pittsfield, MA 01201, 6 beds, 2 baths

$239,900

6 beds2 baths1,928 sq ft

17 Wallace Pl, Pittsfield, MA 01201

Property at 19-21 2nd St, Adams, MA 01220, 5 beds, 2 baths

$269,900

5 beds2 baths2,080 sq ft

19-21 2nd St, Adams, MA 01220

Property at 12 2nd St, Adams, MA 01220, 3 beds, 1.5 baths

$297,500

3 beds1.5 baths1,225 sq ft

12 2nd St, Adams, MA 01220

Property at 6 Meadow Ln, Adams, MA 01220, 3 beds, 1 bath

$239,900

3 beds1 bath1,312 sq ft

6 Meadow Ln, Adams, MA 01220

Property at 470 Main Rd, Monterey, MA 01245, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths2,599 sq ft

470 Main Rd, Monterey, MA 01245

Property at 103 Algerie Rd, Otis, MA 01253, 3 beds, 2 baths

$60,000

3 beds2 baths1,357 sq ft

103 Algerie Rd, Otis, MA 01253

Property at 200 Old Stockbridge Rd, Stockbridge, MA 01262, 3 beds, 2.5 baths

$895,000

3 beds2.5 baths2,218 sq ft

200 Old Stockbridge Rd, Stockbridge, MA 01262

Property at 7 Stockbridge Rd, West Stockbridge, MA 01266, 3 beds, 2 baths

$680,000

3 beds2 baths1,255 sq ft

7 Stockbridge Rd, West Stockbridge, MA 01266

Property at 15 Orlando Ave, Pittsfield, MA 01201, 3 beds, 2 baths

$229,500

3 beds2 baths1,551 sq ft

15 Orlando Ave, Pittsfield, MA 01201

Property at 469 Fenn St, Pittsfield, MA 01201, 4 beds, 1.5 baths

$145,900

4 beds1.5 baths1,637 sq ft

469 Fenn St, Pittsfield, MA 01201

Property at 119 Hollenbeck Ave, Great Barrington, MA 01230, 3 beds, 1 bath

$610,000

3 beds1 bath1,031 sq ft

119 Hollenbeck Ave, Great Barrington, MA 01230

Property at 123 Broadview Ter, Pittsfield, MA 01201, 3 beds, 1.5 baths

$289,900

3 beds1.5 baths1,246 sq ft

123 Broadview Ter, Pittsfield, MA 01201

Property at 16 Swamp Rd, West Stockbridge, MA 01266, 3 beds, 2 baths

$589,000

3 beds2 baths1,842 sq ft

16 Swamp Rd, West Stockbridge, MA 01266

Property at 20 Moscow Rd, West Stockbridge, MA 01266, 3 beds, 1.5 baths

$399,000

3 beds1.5 baths1,677 sq ft

20 Moscow Rd, West Stockbridge, MA 01266

Property at 67 Scammell Ave, Pittsfield, MA 01201, 3 beds, 2 baths

$299,900

3 beds2 baths2,088 sq ft

67 Scammell Ave, Pittsfield, MA 01201

Property at 160 High St, Lee, MA 01238, 4 beds, 5 baths

$1,199,000

4 beds5 baths6,500 sq ft

160 High St, Lee, MA 01238

Property at 134 Kibbe Rd, East Otis, MA 01029, 2 beds, 2 baths

$749,000

2 beds2 baths1,600 sq ft

134 Kibbe Rd, East Otis, MA 01029

Property at 37 Fuller St, North Adams, MA 01247, 3 beds, 1.5 baths

$209,900

3 beds1.5 baths1,232 sq ft

37 Fuller St, North Adams, MA 01247

Property at 17 High St, West Stockbridge, MA 01266, 2 beds, 1 bath

$399,000

2 beds1 bath1,298 sq ft

17 High St, West Stockbridge, MA 01266

Property at 64 King St, Pittsfield, MA 01201, 3 beds, 1 bath

$145,000

3 beds1 bath1,056 sq ft

64 King St, Pittsfield, MA 01201

Property at 26 Lenox Rd, West Stockbridge, MA 01266, 3 beds, 1 bath

$389,000

3 beds1 bath1,269 sq ft

26 Lenox Rd, West Stockbridge, MA 01266

Property at 21 Enterprise St, Adams, MA 01220, 3 beds, 2 baths

$195,000

3 beds2 baths1,152 sq ft

21 Enterprise St, Adams, MA 01220

Property at 36 Pittsfield Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$312,000

3 beds1 bath1,394 sq ft

36 Pittsfield Ave, Pittsfield, MA 01201

Property at 32-38 Spring St, North Adams, MA 01247, 8 beds, 4 baths

$200,000

8 beds4 baths5,142 sq ft

32-38 Spring St, North Adams, MA 01247

Property at 292 West St, Pittsfield, MA 01201, 12 beds, 3.5 baths

$325,000

12 beds3.5 baths4,215 sq ft

292 West St, Pittsfield, MA 01201

Property at 18 Chestnut St, Dalton, MA 01226, 3 beds, 2 baths

$234,000

3 beds2 baths1,622 sq ft

18 Chestnut St, Dalton, MA 01226

Property at 34 Goodrich St, North Adams, MA 01247, 4 beds, 1.5 baths

$399,900

4 beds1.5 baths2,245 sq ft

34 Goodrich St, North Adams, MA 01247

Property at 28 Jayne Ave, Pittsfield, MA 01201, 3 beds, 1.5 baths

$279,900

3 beds1.5 baths1,444 sq ft

28 Jayne Ave, Pittsfield, MA 01201

Property at 13 Pleasantview Dr, Dalton, MA 01226, 3 beds, 1 bath

$279,900

3 beds1 bath880 sq ft

13 Pleasantview Dr, Dalton, MA 01226

Property at 125 Hancock Rd, Pittsfield, MA 01201, 2 beds, 1 bath

$265,000

2 beds1 bath1,731 sq ft

125 Hancock Rd, Pittsfield, MA 01201

Property at 41 Prospect St, North Adams, MA 01247, 4 beds, 2 baths

$269,900

4 beds2 baths2,172 sq ft

41 Prospect St, North Adams, MA 01247

Property at 585 A & B State Rd, North Adams, MA 01247, 4 beds, 2 baths

$215,000

4 beds2 baths1,728 sq ft

585 A & B State Rd, North Adams, MA 01247

Property at 26 Davis St, Pittsfield, MA 01201, 3 beds, 1 bath

$264,900

3 beds1 bath975 sq ft

26 Davis St, Pittsfield, MA 01201

Property at 44 Main St, West Stockbridge, MA 01266, 4 beds, 3 baths

$349,000

4 beds3 baths2,276 sq ft

44 Main St, West Stockbridge, MA 01266

Property at 627 Lenox Rd, Richmond, MA 01254, 4 beds, 2 baths

$529,900

4 beds2 baths1,456 sq ft

627 Lenox Rd, Richmond, MA 01254

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Vintage Homes for Sale in Berkshire County

There are currently 265 vintage homes for sale in Berkshire County at a median listing price of $469K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Berkshire County stay on the market for 89 days. This map is refreshed with the newest listings in Berkshire County every 15 minutes.

In the past month, 139 homes have been sold in Berkshire County. In addition to houses in Berkshire County, there were also 78 condos, 4 townhouses, and 77 multi-family units for sale in Berkshire County last month. Find your dream home in Berkshire 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 Berkshire County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Berkshire County. If you're looking to sell your home in the Berkshire County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Berkshire 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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