Berkshire County, MA homes for sale & real estate

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13 Oswald Ave, Pittsfield, MA 01201
13 Oswald Ave, Pittsfield, MA 01201
13 Oswald Ave, Pittsfield, MA 01201
ABOUT THIS HOME
Berkshire County, MA Homes for Sale
Delightful three-bedroom, one-bathroom bungalow located off West Housatonic Street in Pittsfield. This charming home features hardwood floors throughout. Enjoy the open concept layout with a dining room flowing into the livingroom. The main floor has two cozy bedrooms and a conveniently located bathroom. Ascend through one of the bedrooms to discover a unique third-floor open bedroom. Outside, you'll find a manageable yard and an enclosed front porch to relax. Plus, there's a one-car garage. Don't miss out on this endearing gem!

$229,900

3 beds1 bath1,224 sq ft

13 Oswald Ave, Pittsfield, MA 01201

6,186 sq ft lot • Garage • Car-dependent

35 Main St, West Stockbridge, MA 01266
35 Main St, West Stockbridge, MA 01266
35 Main St, West Stockbridge, MA 01266
ABOUT THIS HOME
Berkshire County, MA Homes for Sale
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

0.45 acre lot • Garage • Car-dependent

Undisclosed address, Stockbridge, MA 01262
Undisclosed address, Stockbridge, MA 01262
Undisclosed address, Stockbridge, MA 01262
ABOUT THIS HOME
Berkshire County, MA Homes for Sale
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.

$949,000

11 beds6 baths4,863 sq ft

Undisclosed address, Stockbridge, MA 01262

6,534 sq ft lot • Somewhat walkable

50-52 John St, Pittsfield, MA 01201
50-52 John St, Pittsfield, MA 01201
50-52 John St, Pittsfield, MA 01201
ABOUT THIS HOME
Berkshire County, MA Homes for Sale
This two-family home was renovated in the last two years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. There is separate heat, hot water and electric: Unit 52 has natural gas heat while unit 50 has electric heat and hot water. There is a large backyard abutting the river!This is a convenient location, just a couple houses down from Durant Park, which has picnic tables, gazebo and playground; and a few minutes from downtown! * Can be purchased as a package with the two-family homes a

$294,888

4 beds2 baths2,132 sq ft

50-52 John St, Pittsfield, MA 01201

0.25 acre lot • Somewhat walkable

31 Lexington Pkwy, Pittsfield, MA 01201
31 Lexington Pkwy, Pittsfield, MA 01201
31 Lexington Pkwy, Pittsfield, MA 01201
ABOUT THIS HOME
Berkshire County, MA Homes for Sale
Welcome to this Southeast Sweetheart — a charming Dutch Colonial with a full-length front porch perfect for relaxing or socializing. Inside, a gracious entry leads to a classic living room with built-in bookcases, window seats, and a bow window. Recent updates include a new roof, freshly painted exterior, and energy-efficient mini-splits for comfortable cooling and heating, new electrical and plumbing as well. Gleaming oak floors flow throughout. The formal dining room connects to a butler's pantry with a coffee bar and fridge nook. The kitchen features new hardwoods, a darling everyday dining nook and built-ins ideal for avid cookbook lovers. A rear entry organizers dream mudroom bri

$459,900

4 beds1.5 baths2,126 sq ft

31 Lexington Pkwy, Pittsfield, MA 01201

8,636 sq ft lot • 2 garage spots • Somewhat walkable

Property at 25 Taft St, North Adams, MA 01247, 2 beds, 1.5 baths

$300,000

2 beds1.5 baths1,568 sq ft

25 Taft St, North Adams, MA 01247

Property at 406 Main St, Great Barrington, MA 01230, 3 baths

$999,999

0 beds3 baths5,180 sq ft

406 Main St, Great Barrington, MA 01230

Property at 25 Taft St #25, North Adams, MA 01247, 3 beds, 1.5 baths

$300,000

3 beds1.5 baths1,568 sq ft

25 Taft St #25, North Adams, MA 01247

Property at 20 Hillside Ln, Sheffield, MA 01222, 3 beds, 2 baths

$895,000

3 beds2 baths2,057 sq ft

20 Hillside Ln, Sheffield, MA 01222

Property at 162 Ymca Rd, Becket, MA 01223, 3 beds, 2 baths

$499,000

3 beds2 baths1,600 sq ft

162 Ymca Rd, Becket, MA 01223

Property at 307 Stanley Rd, Otis, MA 01253, 5 beds, 3.5 baths

$1,800,000

5 beds3.5 baths3,768 sq ft

307 Stanley Rd, Otis, MA 01253

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

$389,000

3 beds2.5 baths1,280 sq ft

49 Bryant Rd, Otis, MA 01253

Property at 77 King St, Pittsfield, MA 01201, 3 beds, 1.5 baths

$245,000

3 beds1.5 baths1,696 sq ft

77 King St, Pittsfield, MA 01201

Property at 11 Jamie Ln, Sandisfield, MA 01255, 3 beds, 3 baths

$795,000

3 beds3 baths2,963 sq ft

11 Jamie Ln, Sandisfield, MA 01255

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

$599,900

3 beds2 baths1,753 sq ft

31 St Ann's Ave, Lenox, MA 01240

Property at 60 Paul Dr, Lee, MA 01238, 3 beds, 3 baths

$495,000

3 beds3 baths1,940 sq ft

60 Paul Dr, Lee, MA 01238

Property at 207 South Mountain Rd, Pittsfield, MA 01201, 4 beds, 2 baths

$399,000

4 beds2 baths1,704 sq ft

207 South Mountain Rd, Pittsfield, MA 01201

Property at 157 Maple Grove Dr, Pittsfield, MA 01201, 3 beds, 1 bath

$255,000

3 beds1 bath888 sq ft

157 Maple Grove Dr, Pittsfield, MA 01201

Property at 42 Briggs Ave, Pittsfield, MA 01201, 3 beds, 2 baths

$215,000

3 beds2 baths1,338 sq ft

42 Briggs Ave, Pittsfield, MA 01201

Property at 129 Shore Rd, Richmond, MA 01254, 2 beds, 1 bath

$399,900

2 beds1 bath1,036 sq ft

129 Shore Rd, Richmond, MA 01254

Property at 213 Brodie Mountain Rd, Hancock, MA 01237, 2 beds, 2 baths

$399,000

2 beds2 baths1,636 sq ft

213 Brodie Mountain Rd, Hancock, MA 01237

Property at 64 Pine Grove Rdg, Otis, MA 01253, 2 beds, 1 bath

$489,000

2 beds1 bath1,524 sq ft

64 Pine Grove Rdg, Otis, MA 01253

Property at 881 Holmes Rd, Pittsfield, MA 01201, 4 beds, 2 baths

$364,900

4 beds2 baths1,919 sq ft

881 Holmes Rd, Pittsfield, MA 01201

Property at Undisclosed address, Alford, MA 01266, 5 beds, 6.5 baths

$5,775,000

5 beds6.5 baths9,400 sq ft

Undisclosed address, Alford, MA 01266

Property at 151 Excalibur Dr, Becket, MA 01223, 2 beds, 2 baths

$229,900

2 beds2 baths900 sq ft

151 Excalibur Dr, Becket, MA 01223

Property at 554 Main St, Becket, MA 01223, 3 beds, 2 baths

$570,000

3 beds2 baths1,960 sq ft

554 Main St, Becket, MA 01223

Property at 114 Brush Hill Rd, Great Barrington, MA 01230, 2 beds, 2 baths

$1,250,000

2 beds2 baths1,584 sq ft

114 Brush Hill Rd, Great Barrington, MA 01230

Property at 20 Marshall Ave, Pittsfield, MA 01201, 4 beds, 2.5 baths

$400,000

4 beds2.5 baths2,800 sq ft

20 Marshall Ave, Pittsfield, MA 01201

Property at 24 Baldwin Hill E/w Rd, Egremont, MA 01230, 4 beds, 3 baths

$1,795,000

4 beds3 baths2,686 sq ft

24 Baldwin Hill E/w Rd, Egremont, MA 01230

Property at 232 Giberson Rd, Sheffield, MA 01257, 4 beds, 3.5 baths

$3,250,000

4 beds3.5 baths3,459 sq ft

232 Giberson Rd, Sheffield, MA 01257

Property at 505 Kirchner Rd, Dalton, MA 01226, 3 beds, 2 baths

$685,000

3 beds2 baths2,500 sq ft

505 Kirchner Rd, Dalton, MA 01226

Property at 11 Oriole St, Pittsfield, MA 01201, 3 beds, 2 baths

$269,900

3 beds2 baths1,300 sq ft

11 Oriole St, Pittsfield, MA 01201

Property at 4 Stoneledge Rd, Lenox, MA 01240, 4 beds, 4.5 baths

$1,245,000

4 beds4.5 baths2,995 sq ft

4 Stoneledge Rd, Lenox, MA 01240

Property at 2 Wallace Rd Unit DH-B, Stockbridge, MA 01262, 1 bed, 1 bath

$299,900

1 bed1 bath658 sq ft

2 Wallace Rd Unit DH-B, Stockbridge, MA 01262

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

$900,000

10 beds4 baths5,293 sq ft

458 Monterey Rd, Great Barrington, MA 01230

Property at 880 East St Unit 1A, Lee, MA 01238, 3 beds, 2 baths

$385,000

3 beds2 baths1,405 sq ft

880 East St Unit 1A, Lee, MA 01238

Property at 64 Blotz Rd, Washington, MA 01223, 4 beds, 2 baths

$479,000

4 beds2 baths1,766 sq ft

64 Blotz Rd, Washington, MA 01223

Property at 119 Egremont Plain Rd, Egremont, MA 01230, 4 beds, 2 baths

$749,000

4 beds2 baths2,328 sq ft

119 Egremont Plain Rd, Egremont, MA 01230

Property at 1271 Main Rd, Savoy, MA 01256, 3 beds, 4 baths

$540,000

3 beds4 baths3,298 sq ft

1271 Main Rd, Savoy, MA 01256

Property at Goose Pond Rd, Tyringham, MA 01264, 3 beds, 2 baths

$950,000

3 beds2 baths1,909 sq ft

Goose Pond Rd, Tyringham, MA 01264

Property at 11 Laflin Ter, Pittsfield, MA 01201, 3 beds, 2.5 baths

$379,900

3 beds2.5 baths1,623 sq ft

11 Laflin Ter, Pittsfield, MA 01201

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Based on information submitted to the MLS GRID as of Tue Jul 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Average home prices near Berkshire County, MA

Cities

Adams homes for sale
$249,900
Cheshire homes for sale
$164,000
Housatonic homes for sale
$589,000
Great Barrington homes for sale
$736,500
Lee homes for sale
$499,000
Lenox homes for sale
$569,000
Pittsfield homes for sale
$372,000
Chester homes for sale
$495,000
Huntington homes for sale
$364,900
North Adams homes for sale
$244,450

Counties

Franklin County homes for sale
$409,900
Hampden County homes for sale
$369,450
Hampshire County homes for sale
$544,500

Berkshire County, MA real estate trends

All Home Types trends in Berkshire County, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$318,000

-0.63% YoY | May 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

May 2025

Growth

% YoY

Berkshire County, MA

$318,000

-0.63%

See more Berkshire County, MA market insights

More to explore in Berkshire County, MA

How to buy a house in Berkshire County, MA

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First-time homebuyer's guide

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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 Tue Jul 01 2025 on the search page

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