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

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ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
Exceptional Multi-Use Property. Spacious commercial space complemented by a fully renovated two-bedroom apt. Strategically positioned in a high-traffic location - minutes to bustling Great Barrington - this 4,892 SF property has outstanding potential. Versatile main floor ideal for various commercial ventures, while the residential units provide excellent live/work opportunities. In addition, the property features a separate 1 BR apt. & 2 oversized detached garages, all of which have generated steady rental income. Recent upgrades (electrical, plumbing, HVAC, septic system, and most windows) ensuring modern efficiency. With a proven history of strong income across all units this proper

$649,000

3 beds3.5 baths4,892 sq ft

227 Egremont Plain Rd, Egremont, MA 01258

Recent upgrades • Versatile main floor • Strong income

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
Introducing a beautiful in-town 4-family investment opportunity on the picturesque Main St, offering separate utilities for each unit. With a new roof, fresh paint, and renovations completed in units, 1,2 & 3 all in 2023.

$775,000

8 beds4 baths3,192 sq ft

35 Main St, West Stockbridge, MA 01266

Separate utilities • Fresh paint • New roof

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
Fully Rented In Town 5-Family Investment Opportunity. Home office available with a bathroom. Short walk to Post Office, Restaurants, Library and the Red Lion Inn. Stockbridge Town Park located across the street and hiking trails at the end of the street. See pictures.

$929,000

11 beds6 baths4,863 sq ft

Undisclosed address, Stockbridge, MA 01262

Library • Restaurants • Hiking trails

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
Experience maintenance-free living in this stunning 3-bedroom, 1.5-bath townhouse, meticulously renovated to blend contemporary design with practicality. The open floor plan showcases exposed brick and stunning wood laminate flooring, complemented by energy-efficient stainless-steel appliances that enhance everyday living. Enjoy the convenience of flat, easy parking with a covered carport and additional storage. Ideally situated in North Adams' West End, you're just moments away from picturesque walking areas and a wealth of Berkshire attractions, including the Clark Art Institute, Mass MoCA, and numerous local shops and restaurants. Embrace a lifestyle of comfort and accessibility in this

$265,000

2 beds1.5 baths1,568 sq ft

25 Taft St, North Adams, MA 01247

Open floor plan • Exposed brick • Covered carport

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
FOR SALE: Prime Downtown Great Barrington Gem - Endless Possibilities! Welcome to 406 Main Street, a rare opportunity in the heart of downtown Great Barrington, MA. Just steps from bustling Main Street shops and restaurants, this versatile 5,180 sq ft building offers exceptional potential for residential, commercial, or creative mixed-use transformation. Zoned B2, the property allows for single-family, multi-unit, or live/work conversion—with no sprinkler system required for up to 3 residential units. Already equipped with 1 full bath and 4 powder rooms, and featuring two finished floors, the layout adapts effortlessly to your vision—be it modern apartments, stylish offices, ret

$950,000

0 beds3 baths5,180 sq ft

406 Main St, Great Barrington, MA 01230

Zoned b2 • Live/work conversion • Two finished floors

Property at 49 Bryant Rd, Otis, MA 01253, 3 beds, 2.5 baths

$350,000

3 beds2.5 baths1,280 sq ft

49 Bryant Rd, Otis, MA 01253

Property at 31 St Ann's Ave, Lenox, MA 01240, 3 beds, 2 baths

$549,000

3 beds2 baths1,753 sq ft

31 St Ann's Ave, Lenox, MA 01240

Property at 458 Monterey Rd, Great Barrington, MA 01230, 10 beds, 4 baths

$775,000

10 beds4 baths5,293 sq ft

458 Monterey Rd, Great Barrington, MA 01230

Property at 1057 Main St, Housatonic, MA 01236, 9 beds, 4 baths

$625,000

9 beds4 baths4,152 sq ft

1057 Main St, Housatonic, MA 01236

Property at 18 Osceola Dr, Becket, MA 01223, 1 bed

$519,000

1 bed— baths720 sq ft

18 Osceola Dr, Becket, MA 01223

Property at 171 Harryel St, Pittsfield, MA 01201, 3 beds, 1.5 baths

$321,900

3 beds1.5 baths1,600 sq ft

171 Harryel St, Pittsfield, MA 01201

Property at 29 Glenwood Ave, Pittsfield, MA 01201, 6 beds, 2 baths

$279,900

6 beds2 baths2,736 sq ft

29 Glenwood Ave, Pittsfield, MA 01201

Property at 24 Glenwood Ave, Pittsfield, MA 01201, 6 beds, 2 baths

$179,900

6 beds2 baths2,376 sq ft

24 Glenwood Ave, Pittsfield, MA 01201

Property at 144 Brombach St, Pittsfield, MA 01201, 6 beds, 3 baths

$525,900

6 beds3 baths4,034 sq ft

144 Brombach St, Pittsfield, MA 01201

Property at 205 High St, Lee, MA 01238, 4 beds, 2 baths

$369,000

4 beds2 baths1,728 sq ft

205 High St, Lee, MA 01238

Property at 8 Yale Hill Rd, Stockbridge, MA 01262, 4 beds, 4 baths

$2,100,000

4 beds4 baths2,738 sq ft

8 Yale Hill Rd, Stockbridge, MA 01262

Property at 32 S Main Rd, Otis, MA 01253, 4 beds, 2 baths

$499,000

4 beds2 baths1,800 sq ft

32 S Main Rd, Otis, MA 01253

Property at 56-58 Columbia St, Adams, MA 01220, 1 bed, 1.5 baths

$165,000

1 bed1.5 baths1,980 sq ft

56-58 Columbia St, Adams, MA 01220

Property at 62-64 Chase Ave, North Adams, MA 01247, 6 beds, 4 baths

$145,000

6 beds4 baths2,522 sq ft

62-64 Chase Ave, North Adams, MA 01247

Property at 45 Swamp Rd, West Stockbridge, MA 01266, 4 beds, 2 baths

$1,395,000

4 beds2 baths2,058 sq ft

45 Swamp Rd, West Stockbridge, MA 01266

Property at 1786 S Undermountain Rd, Sheffield, MA 02157, 3 beds, 2.5 baths

$795,000

3 beds2.5 baths2,408 sq ft

1786 S Undermountain Rd, Sheffield, MA 02157

Property at 136-140 Church St, Cheshire, MA 01225, 5 beds, 3 baths

$149,900

5 beds3 baths2,250 sq ft

136-140 Church St, Cheshire, MA 01225

Property at 133 Front St, Housatonic, MA 01236, 5 beds, 3 baths

$655,000

5 beds3 baths3,035 sq ft

133 Front St, Housatonic, MA 01236

Property at 3 Lake Buel Rd, Great Barrington, MA 01230, 7 beds, 6.5 baths

$675,000

7 beds6.5 baths3,684 sq ft

3 Lake Buel Rd, Great Barrington, MA 01230

Property at 163 Front St, Housatonic, MA 01236, 4 beds, 3 baths

$589,000

4 beds3 baths5,044 sq ft

163 Front St, Housatonic, MA 01236

Property at 528 Walker St, Lenox Dale, MA 01242, 3 beds, 2 baths

$324,900

3 beds2 baths1,710 sq ft

528 Walker St, Lenox Dale, MA 01242

Property at 21 Stockbridge Rd, West Stockbridge, MA 01266, 6 beds, 3.5 baths

$1,395,000

6 beds3.5 baths3,905 sq ft

21 Stockbridge Rd, West Stockbridge, MA 01266

Property at 802 State Rd, Richmond, MA 01254, 7 beds, 7.5 baths

$1,500,000

7 beds7.5 baths4,000 sq ft

802 State Rd, Richmond, MA 01254

Property at 54 Division St, Great Barrington, MA 01230, 2 beds, 2 baths

$299,000

2 beds2 baths1,792 sq ft

54 Division St, Great Barrington, MA 01230

Property at 1025 Simonds Rd, Williamstown, MA 01267, 3 beds, 2 baths

$389,000

3 beds2 baths1,982 sq ft

1025 Simonds Rd, Williamstown, MA 01267

Property at 321 High St, Dalton, MA 01226, 5 beds, 3 baths

$489,000

5 beds3 baths3,696 sq ft

321 High St, Dalton, MA 01226

Property at 20 White Oaks Rd, Williamstown, MA 01267, 3 beds, 2 baths

$354,900

3 beds2 baths1,421 sq ft

20 White Oaks Rd, Williamstown, MA 01267

Property at 119 S Main St, Sheffield, MA 01257, 6 beds, 2.5 baths

$499,000

6 beds2.5 baths3,184 sq ft

119 S Main St, Sheffield, MA 01257

Property at 153 State Rd, Great Barrington, MA 01230, 4 beds, 1 bath

$399,900

4 beds1 bath1,336 sq ft

153 State Rd, Great Barrington, MA 01230

Property at 111 Park St, Williamstown, MA 01267, 5 beds, 3.5 baths

$2,200,000

5 beds3.5 baths4,840 sq ft

111 Park St, Williamstown, MA 01267

Property at 29 Main St, West Stockbridge, MA 01266, 12 beds, 7 baths

$1,675,000

12 beds7 baths8,881 sq ft

29 Main St, West Stockbridge, MA 01266

Property at 175 Main St, Sheffield, MA 01257, 6 beds, 5.5 baths

$299,900

6 beds5.5 baths3,683 sq ft

175 Main St, Sheffield, MA 01257

Property at 54 Egremont Plain Rd, Great Barrington, MA 01230, 4 beds, 2.5 baths

$609,000

4 beds2.5 baths2,340 sq ft

54 Egremont Plain Rd, Great Barrington, MA 01230

Property at 326 Dalton Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$255,000

3 beds1 bath1,224 sq ft

326 Dalton Ave, Pittsfield, MA 01201

Property at 36 Egremont Plain Rd, Great Barrington, MA 01230, 4 beds, 2 baths

$499,000

4 beds2 baths2,076 sq ft

36 Egremont Plain Rd, Great Barrington, MA 01230

Property at 26 Crosier Ave, Pittsfield, MA 01201, 3 beds, 2 baths

$225,000

3 beds2 baths1,504 sq ft

26 Crosier Ave, Pittsfield, MA 01201

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Vintage Homes for Sale in Berkshire County

There are currently 307 vintage homes for sale in Berkshire County at a median listing price of $470K. 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 77 days. This map is refreshed with the newest listings in Berkshire County every 15 minutes.

In the past month, 182 homes have been sold in Berkshire County. In addition to houses in Berkshire County, there were also 87 condos, 5 townhouses, and 83 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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