Berkshire County, MA homes for sale & real estate

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ABOUT THIS HOME
Berkshire County, MA Homes for Sale
Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property, also zoned commercially, has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard, and views of the Housatonic river winding below. Clean and classic, all you have to do is move in and start making it your own!

$399,900

4 beds1 bath1,336 sq ft

153 State Rd, Great Barrington, MA 01230

Zoned commercially • Large pantry • Flat side yard

ABOUT THIS HOME
Berkshire County, MA Homes for Sale
Sitting atop of scenic Florida Mountain, this custom built Cape with elegant charm features 3 Bedrooms, 3 Full and 2 half Baths and central A/C. The Primary suite is located on the first with a fireplace, large walk-in closet and a private sitting room to relax in. The Primary Bath features a 3 head walk-in shower, Jet tub, water closet and radiant heat tile floors. The Bedrooms on the second floor each have their own Full Bath separated by a long walkway with a balcony overlooking the living room. A floor plan that flows from room to room with ease. The living room has a cathedral ceiling, custom fireplace and wood elevator. The Kitchen features a commercial stove, built-in oven and granit

$499,900

3 beds4 baths3,727 sq ft

7 Poirot Rd, Florida, MA 01247

Private sitting room • Jet tub • Primary suite

ABOUT THIS HOME
Berkshire County, MA Homes for Sale
If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood flooring, stack laundry in the unit, central a/c and natural gas heat. Off street parking, plenty of green space to enjoy nature in this in-town oasis. Conveniently located close to shopping, medical, public transportation and all cultural attractions. Priced well below assessment for immediate sale!

$204,500

2 beds1 bath1,028 sq ft

33 Maplewood Ave #103, Pittsfield, MA 01201

Hardwood flooring • Kitchen with granite • Open living plan

ABOUT THIS HOME
Berkshire County, MA Homes for Sale
Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra storage. Inside, enjoy abundant natural light in the glassed-in sunroom or relax on the multiple porches and decks. A key feature is the large, private in-law apartment, perfect for multi-generational living or rental income. Ideally located in the heart of Sheffield village, you'll enjoy the comfort

$549,000

5 beds2.5 baths2,750 sq ft

168 Main St, Sheffield, MA 01257

Private yard • Glassed-in sunroom • Multiple porches

3D WALKTHROUGH

ABOUT THIS HOME
Berkshire County, MA Homes for Sale
East Hill Farm offers 227 acres of protected quiet, anchored by the elegant 1798 Thomas Shepard House. A private hilltop world. Main house: Georgian-Federal; 5 BR, 5.5 BA, ~5,000 SF; 5 fireplaces; unusually high ceilings, wide-board floors, antique glass, rooms that hold the light, views that connect. Graceful, welcoming. A complete estate that also can be a working-farm or equine property: barns + outbuildings, pastures, private trails + roads, 4+ acre pond, gardens + orchard, pool, pool house, greenhouse, tennis. A vast former Arabian horse barn, now guest compound, or for you to reimagine. Preserved with rigor, lived in with joy, and rooted in the land and history that defines the Berksh

$3,998,000

5 beds5.5 baths5,002 sq ft

764 East Hill Rd, New Marlboro, MA 01230

Arabian horse barn • Tennis court • Spring-fed pond

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

$995,000

4 beds5 baths6,300 sq ft

160 High St, Lee, MA 01238

Property at 88-90 Main St, Great Barrington, MA 01230, 4 beds, 2 baths

$550,000

4 beds2 baths2,346 sq ft

88-90 Main St, Great Barrington, MA 01230

Property at 415 Brewer Branch Rd, New Marlborough, MA 01244, 5 beds, 4 baths

$1,595,000

5 beds4 baths3,404 sq ft

415 Brewer Branch Rd, New Marlborough, MA 01244

Property at 57 Church St, Cheshire, MA 01225, 3 beds, 1 bath

$105,000

3 beds1 bath1,281 sq ft

57 Church St, Cheshire, MA 01225

Property at 14 Roosterville Rd, Sandisfield, MA 01255, 4 beds, 2.5 baths

$695,000

4 beds2.5 baths2,516 sq ft

14 Roosterville Rd, Sandisfield, MA 01255

Property at 542 Water St, Williamstown, MA 01267, 3 beds, 3 baths

$985,000

3 beds3 baths2,015 sq ft

542 Water St, Williamstown, MA 01267

Property at 32 Holden St #32, North Adams, MA 01247, 4 beds, 2.5 baths

$629,000

4 beds2.5 baths2,544 sq ft

32 Holden St #32, North Adams, MA 01247

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

$229,900

3 beds1.5 baths1,568 sq ft

25 Taft St, North Adams, MA 01247

Property at 1269 Clayton Mill River Rd, New Marlboro, MA 01230, 4 beds, 3 baths

$1,800,000

4 beds3 baths2,976 sq ft

1269 Clayton Mill River Rd, New Marlboro, MA 01230

Property at 651 Hayes Hill Rd, New Marlboro, MA 01244, 6 beds, 5.5 baths

$2,875,000

6 beds5.5 baths3,416 sq ft

651 Hayes Hill Rd, New Marlboro, MA 01244

Property at 190 Willow St, Lee, MA 01238, 3 beds, 3 baths

$475,000

3 beds3 baths1,716 sq ft

190 Willow St, Lee, MA 01238

Property at 18 Osceola Rd, Becket, MA 01223, 1 bed, 1 bath

$399,000

1 bed1 bath720 sq ft

18 Osceola Rd, Becket, MA 01223

Property at 327 Chester Rd, Becket, MA 01223, 2 beds, 2.5 baths

$2,750,000

2 beds2.5 baths1,183 sq ft

327 Chester Rd, Becket, MA 01223

Property at 311 Tamarack Trl, Sandisfield, MA 01255, 3 beds, 2 baths

$525,000

3 beds2 baths1,320 sq ft

311 Tamarack Trl, Sandisfield, MA 01255

Property at 84 B Undermountain Rd, Egremont, MA 01230, 5 beds, 3.5 baths

$2,495,000

5 beds3.5 baths6,254 sq ft

84 B Undermountain Rd, Egremont, MA 01230

Property at 27 Hemlock Hill Rd, Great Barrington, MA 01230, 4 beds, 4.5 baths

$3,995,000

4 beds4.5 baths5,683 sq ft

27 Hemlock Hill Rd, Great Barrington, MA 01230

Property at 9 Interlaken Rd, Stockbridge, MA 01262, 3 beds, 1.5 baths

$712,000

3 beds1.5 baths1,750 sq ft

9 Interlaken Rd, Stockbridge, MA 01262

Property at 2 Devon Rd, Stockbridge, MA 01262, 1 bed, 1 bath

$350,000

1 bed1 bath1,344 sq ft

2 Devon Rd, Stockbridge, MA 01262

Property at 165 Maple Ave, Great Barrington, MA 01230, 3 beds, 2 baths

$734,900

3 beds2 baths1,771 sq ft

165 Maple Ave, Great Barrington, MA 01230

Property at 148 Maple Ave #12, Great Barrington, MA 01230, 1 bed, 1 bath

$447,300

1 bed1 bath568 sq ft

148 Maple Ave #12, Great Barrington, MA 01230

Property at 15-17 Noble Ave, Pittsfield, MA 01201, 4 beds, 2 baths

$225,000

4 beds2 baths1,947 sq ft

15-17 Noble Ave, Pittsfield, MA 01201

Property at 40 E Alford Rd, West Stockbridge, MA 01266, 4 beds, 3.5 baths

$2,750,000

4 beds3.5 baths3,225 sq ft

40 E Alford Rd, West Stockbridge, MA 01266

Property at 201 Chanterwood Rd, Lee, MA 01238, 4 beds, 4 baths

$1,095,000

4 beds4 baths3,060 sq ft

201 Chanterwood Rd, Lee, MA 01238

Property at 41 Pearl St Unit 1-2, Great Barrington, MA 01230, 4 beds, 2 baths

$365,000

4 beds2 baths1,964 sq ft

41 Pearl St Unit 1-2, Great Barrington, MA 01230

Property at 2 Amy Ct, Pittsfield, MA 01201, 4 beds, 3.5 baths

$529,900

4 beds3.5 baths3,561 sq ft

2 Amy Ct, Pittsfield, MA 01201

Property at 33 Iroquois St, Lanesborough, MA 01237, 4 beds, 2.5 baths

$585,000

4 beds2.5 baths2,523 sq ft

33 Iroquois St, Lanesborough, MA 01237

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

$1,995,000

4 beds4 baths2,738 sq ft

8 Yale Hill Rd, Stockbridge, MA 01262

Property at 17 Cronk Rd, Monterey, MA 01245, 5 beds, 4.5 baths

$2,295,000

5 beds4.5 baths3,615 sq ft

17 Cronk Rd, Monterey, MA 01245

Property at 165 Maple Ave Unit D, Great Barrington, MA 01230, 3 beds, 2 baths

$734,900

3 beds2 baths1,771 sq ft

165 Maple Ave Unit D, Great Barrington, MA 01230

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

$3,490,000

10 beds5.5 baths9,564 sq ft

535 Main Rd, Monterey, MA 01245

Property at 37 Melville St, Pittsfield, MA 01201, 6 beds, 6 baths

$345,000

6 beds6 baths2,260 sq ft

37 Melville St, Pittsfield, MA 01201

Property at 342/344 New Ashford (route 7) Rd, New Ashford, MA 01237, 4 beds, 2 baths

$549,000

4 beds2 baths4,930 sq ft

342/344 New Ashford (route 7) Rd, New Ashford, MA 01237

Property at 5 Glendale Rd, Stockbridge, MA 01262, 4 beds, 2 baths

$1,490,000

4 beds2 baths2,200 sq ft

5 Glendale Rd, Stockbridge, MA 01262

Property at 228 East St, Great Barrington, MA 01230, 5 beds, 4.5 baths

$1,150,000

5 beds4.5 baths2,900 sq ft

228 East St, Great Barrington, MA 01230

Property at 37 Corey Rd #623, Hancock, MA 01237, 1 bed, 1 bath

$130,000

1 bed1 bath500 sq ft

37 Corey Rd #623, Hancock, MA 01237

Property at 301-309 Fenn St, Pittsfield, MA 01201, 8 beds, 8 baths

$630,000

8 beds8 baths6,120 sq ft

301-309 Fenn St, Pittsfield, MA 01201

Viewing page 20 of 22

Average home prices near Berkshire County, MA

Cities

Adams homes for sale
$325,000
Housatonic homes for sale
$589,000
Great Barrington homes for sale
$749,000
Lee homes for sale
$800,000
Lenox homes for sale
$789,900
Pittsfield homes for sale
$325,000
Chester homes for sale
$327,500
Huntington homes for sale
$302,450
North Adams homes for sale
$269,000

Counties

Franklin County homes for sale
$399,900
Hampden County homes for sale
$379,900
Hampshire County homes for sale
$499,900

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)

$394,118

+5.1% YoY | Sep 2026

1 year
3 year
5 year

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

Location

Data

Sep 2026

Growth

% YoY

Berkshire County, MA

$394,118

+5.1%

See more Berkshire County, MA market insights

More to explore in Berkshire County, MA

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Copyright 2026 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 Thu Oct 29 2026 on the search page

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