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

312 homes

Sort:

Recommended

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
Newly renovated two-family flat located just minutes from downtown and near public transportation. First floor unit features 3 bedrooms and 1 bathroom. Upstairs has 2 bedrooms and 1 bath. New boiler, updated interiors, enclosed porches, large shared yard and off street parking. Ideal for owner-occupants or investors. Great rental potential!

$289,900

5 beds2 baths1,828 sq ft

114 Danforth Ave, Pittsfield, MA 01201

Enclosed porches • Off street parking • Large shared yard

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
PRICE REDUCED! Welcome to 932 Williams Street in southeast Pittsfield! Just a short walk from Kirvin Park with its open fields, playgrounds, and trails, this home offers a convenient setting close to schools, shopping, and everyday amenities. The main level includes a comfortable living room with a fireplace and an easy flow into the kitchen and dining area. Upstairs you'll find three bedrooms and a full bath, plus a third floor loft that works well for storage, play, or hobbies. Outside, a small patio provides space to relax or grill, and the attached garage adds everyday convenience. With a practical layout in a friendly neighborhood, this home is ready for its next chapter.

$339,900

3 beds1.5 baths1,392 sq ft

932 Williams St, Pittsfield, MA 01201

Attached garage • Small patio • Fireplace

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
Set on a private . 41-acre lot, this renovated three bedroom, one bath home gives you the chance to move in without worrying about projects. The updates are fresh throughout, and the house has not been lived in since the work was completed. A large garage provides plenty of storage or space for hobbies, and the yard offers room to spread out, garden, or just enjoy the outdoors. 26 Davis Street combines a move-in ready interior with a setting that feels quiet and private, while still being close to everything in Pittsfield

$264,900

3 beds1 bath975 sq ft

26 Davis St, Pittsfield, MA 01201

Private lot • Renovated home • Large garage

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
Spacious and well-maintained 3-bedroom, 1.5-bath Cape Cod-style home offering 2,085 sq ft of living space with stunning views of Mt. Greylock. Nestled in a quiet neighborhood just minutes from downtown Adams, this home features hardwood floors throughout, a bright living room with large windows, and a formal dining room. The first floor includes a bedroom and full bath, ideal for single-level living, plus a bonus room perfect for a home office or guest space. Upstairs offers two additional bedrooms, a half bath, and another bonus room. The finished basement provides extra space for a family room, home gym, or storage. Outside, enjoy a low-maintenance backyard, attached one-car garage, and n

$299,900

3 beds1.5 baths2,085 sq ft

17 Morningside Ave, Adams, MA 01220

Stunning views • Bonus room • Finished basement

ABOUT THIS HOME
Vintage Home for sale in Berkshire County, MA:
Move-in ready and thoughtfully upgraded, this spacious home combines comfort, efficiency, and convenience. Recent improvements include a brand new roof, solar panels, updated 200-amp electric, & a high-efficiency natural gas heating system with multiple zones. The bright kitchen features an island, new skylight & new French doors to a large back deck. The living room offers a cozy gas fireplace insert, while two updated bathrooms plus first-floor laundry add everyday ease. Enjoy excellent attic storage, a newly built front porch, and a private, fenced backyard with a stone patio & indoor/outdoor bar area, ideal for entertaining. A two-car garage provides added storage &amp

$249,000

3 beds2 baths1,844 sq ft

16 Pine St, Adams, MA 01220

Bright kitchen • Updated electric • Solar panels

Property at 921 Mohawk Trl, North Adams, MA 01247, 4 beds, 2 baths

$329,000

4 beds2 baths1,672 sq ft

921 Mohawk Trl, North Adams, MA 01247

Property at 334 Columbus Ave, Pittsfield, MA 01201, 3 beds, 1.5 baths

$159,000

3 beds1.5 baths3,450 sq ft

334 Columbus Ave, Pittsfield, MA 01201

Property at 19 Church St #12, North Adams, MA 01247, 1 bed, 1 bath

$130,000

1 bed1 bath330 sq ft

19 Church St #12, North Adams, MA 01247

Property at 19 Church St #14, North Adams, MA 01247, 1 bed, 1 bath

$110,000

1 bed1 bath330 sq ft

19 Church St #14, North Adams, MA 01247

Property at 103 Holmes Rd, Hinsdale, MA 01235, 5 beds, 2 baths

$478,000

5 beds2 baths3,062 sq ft

103 Holmes Rd, Hinsdale, MA 01235

Property at 14 Norwalk Acres Rd, Monterey, MA 01245, 2 beds, 2 baths

$480,000

2 beds2 baths1,250 sq ft

14 Norwalk Acres Rd, Monterey, MA 01245

Property at 24 Franklin St, North Adams, MA 01247, 6 beds, 2 baths

$199,900

6 beds2 baths2,749 sq ft

24 Franklin St, North Adams, MA 01247

Property at 60 Franklin St, Dalton, MA 01226, 3 beds, 1.5 baths

$349,000

3 beds1.5 baths1,247 sq ft

60 Franklin St, Dalton, MA 01226

Property at 211 Cottage St, Housatonic, MA 01236, 3 beds, 3 baths

$875,000

3 beds3 baths3,204 sq ft

211 Cottage St, Housatonic, MA 01236

Property at 1 Maple St, Hinsdale, MA 01235, 2 beds, 1.5 baths

$184,900

2 beds1.5 baths936 sq ft

1 Maple St, Hinsdale, MA 01235

Property at 17 Sunnyside Dr, Dalton, MA 01226, 3 beds, 2 baths

$374,000

3 beds2 baths2,196 sq ft

17 Sunnyside Dr, Dalton, MA 01226

Property at 42-44 John St, Pittsfield, MA 01201, 8 beds, 2 baths

$269,900

8 beds2 baths2,016 sq ft

42-44 John St, Pittsfield, MA 01201

Property at 127 Gamwell Ave, Pittsfield, MA 01201, 5 beds, 2 baths

$349,900

5 beds2 baths2,120 sq ft

127 Gamwell Ave, Pittsfield, MA 01201

Property at 12 Barrington Pl, Great Barrington, MA 01230, 4 beds, 2 baths

$799,000

4 beds2 baths2,105 sq ft

12 Barrington Pl, Great Barrington, MA 01230

Property at 1070 Holmes Rd, Pittsfield, MA 01201, 3 beds, 1.5 baths

$329,900

3 beds1.5 baths1,563 sq ft

1070 Holmes Rd, Pittsfield, MA 01201

Property at 5 Seekonk Rd, Great Barrington, MA 01230, 4 beds, 3.5 baths

$525,000

4 beds3.5 baths2,184 sq ft

5 Seekonk Rd, Great Barrington, MA 01230

Property at 156 Draper Ave, Pittsfield, MA 01201, 4 beds, 1 bath

$299,000

4 beds1 bath1,285 sq ft

156 Draper Ave, Pittsfield, MA 01201

Property at 119 Sandybrook Tpke, Sandisfield, MA 01255, 3 beds, 2 baths

$420,000

3 beds2 baths1,467 sq ft

119 Sandybrook Tpke, Sandisfield, MA 01255

Property at 6 Locust St, Great Barrington, MA 01230, 3 beds, 1 bath

$525,000

3 beds1 bath1,075 sq ft

6 Locust St, Great Barrington, MA 01230

Property at 94 West Ave, Great Barrington, MA 01230, 4 beds, 3.5 baths

$1,295,000

4 beds3.5 baths3,194 sq ft

94 West Ave, Great Barrington, MA 01230

Property at 136 Sand Springs Rd, Williamstown, MA 01267, 4 beds, 2 baths

$398,980

4 beds2 baths1,184 sq ft

136 Sand Springs Rd, Williamstown, MA 01267

Property at 25 & 29 New Ashford Rd, Williamstown, MA 01267, 5 beds, 4 baths

$575,000

5 beds4 baths3,836 sq ft

25 & 29 New Ashford Rd, Williamstown, MA 01267

Property at 29 Crandall St, Adams, MA 01220, 3 beds, 2 baths

$359,900

3 beds2 baths2,423 sq ft

29 Crandall St, Adams, MA 01220

Property at 9-11 Myrtle St, Pittsfield, MA 01201, 8 beds, 4 baths

$399,900

8 beds4 baths3,744 sq ft

9-11 Myrtle St, Pittsfield, MA 01201

Property at 33-35 Hall St, North Adams, MA 01247, 5 beds, 2 baths

$279,900

5 beds2 baths2,584 sq ft

33-35 Hall St, North Adams, MA 01247

Property at 535 Main Rd, Monterey, MA 01245, 10 beds, 5.5 baths

$3,900,000

10 beds5.5 baths9,564 sq ft

535 Main Rd, Monterey, MA 01245

Property at 18 Goodrich St, Stockbridge, MA 01262, 4 beds, 2 baths

$1,300,000

4 beds2 baths2,548 sq ft

18 Goodrich St, Stockbridge, MA 01262

Property at 175-177 Center St #3, Lee, MA 01238, 6 beds, 3 baths

$289,000

6 beds3 baths2,240 sq ft

175-177 Center St #3, Lee, MA 01238

Property at 166 Berkshire School Rd, Sheffield, MA 01257, 3 beds, 2 baths

$449,000

3 beds2 baths1,670 sq ft

166 Berkshire School Rd, Sheffield, MA 01257

Property at 276 Great Barrington Rd, West Stockbridge, MA 01266, 3 beds, 3 baths

$1,100,000

3 beds3 baths2,002 sq ft

276 Great Barrington Rd, West Stockbridge, MA 01266

Property at 39 Lexington Pkwy, Pittsfield, MA 01201, 4 beds, 2 baths

$559,000

4 beds2 baths2,574 sq ft

39 Lexington Pkwy, Pittsfield, MA 01201

Property at 29 Crystal St, Pittsfield, MA 01201, 3 beds, 1 bath

$239,900

3 beds1 bath875 sq ft

29 Crystal St, Pittsfield, MA 01201

Property at 1574-159 Pleasant St, Lee, MA 01238, 6 beds, 4 baths

$1,269,000

6 beds4 baths3,334 sq ft

1574-159 Pleasant St, Lee, MA 01238

Property at 11-15 Perry St, North Adams, MA 01247, 9 beds, 4 baths

$189,950

9 beds4 baths3,710 sq ft

11-15 Perry St, North Adams, MA 01247

Property at 32 Velma Ave, Pittsfield, MA 01201, 3 beds, 1 bath

$349,500

3 beds1 bath1,346 sq ft

32 Velma Ave, Pittsfield, MA 01201

Property at 135 Commercial St, Adams, MA 01220, 4 beds, 1 bath

$225,000

4 beds1 bath1,356 sq ft

135 Commercial St, Adams, MA 01220

Viewing page 4 of 8

Vintage Homes for Sale in Berkshire County

There are currently 312 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.

More real estate resources for Berkshire County, MA

Cities

Nearby Counties

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Berkshire County, MA

How to buy a house in Berkshire County, MA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Massachusetts

Copyright 2025 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Mon Dec 01 2025 on the search page

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.