The Berkshires, MA Real Estate & Homes for Sale

945 Listings Found:
  • Communities The Berkshires
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4 Madisons Way

Stockbridge, MA

4 Madisons Way
$25,000/mo
  • 4 bed
  • 3/1 bath
  • 2,536 sqft
  • 25.99 acres

355 South Undermountain

Sheffield , MA

355 South Undermountain
$6,000/mo
  • 3 bed
  • 2/1 bath
  • 1,712 sqft
  • 1 acres

185 Stockbridge Rd

Lee, MA

185 Stockbridge Rd
$9,500/mo
  • 4 bed
  • 2/1 bath

14 Glendale Rd

West Stockbridge, MA

14 Glendale Rd
Upon Request
  • 4 bed
  • 3/1 bath

3 White Birch Ln

Great Barrington, MA

3 White Birch Ln
$17,000/season
  • 5 bed
  • 4/1 bath
  • 3,100 sqft
  • 1.13 acres

271 Lee Rd

Lenox , MA

271 Lee Rd
$12,000/mo
  • 3 bed
  • 2/1 bath
  • 1,833 sqft
  • 1.2 acres

58 Mt Hunger Rd

Monterey, MA

58 Mt Hunger Rd
$15,000/mo
  • 3 bed
  • 3 bath
  • 2,100 sqft
  • 10 acres

26 Mcgee Rd

Egremont, MA

26 Mcgee Rd
$25,000/mo
  • 4 bed
  • 3 bath
  • 2,282 sqft
  • 2.3 acres
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21 Webster Rd

Tyringham, MA

21 Webster Rd
$12,000/mo
  • 2 bed
  • 1/1 bath
  • 1,716 sqft
  • 3.96 acres

74 East Rd

Sheffield , MA

74 East Rd
$1,975/mo
  • 1 bed
  • 1.00 bath
  • 700 sqft

40 Paul Dr

Lee, MA

40 Paul Dr
$3,200/mo
  • 4 bed
  • 2/1 bath

5 Glendale Rd #Cottage

Stockbridge , MA

5 Glendale Rd #Cottage
$2,400/mo
  • 1 bed
  • 1 bath
  • 1,000 sqft

353 Adsit Crosby Rd

New Marlborough , MA

353 Adsit Crosby Rd
$4,000/mo
  • 4 bed
  • 4/1 bath
  • 2,183 sqft
  • 4.14 acres

2 Birch Hill Rd

West Stockbridge , MA

2 Birch Hill Rd
$3,500/mo
  • 3 bed
  • 2 bath
  • 1,202 sqft
  • 5.4 acres

The Berkshires Real Estate Market

Single Family Homes
January 2026
January 2025
The Berkshires, MA Average Days on Market
January 2026 172
January 2025 113 +51.5%
Median Sales Price homes in The Berkshires
January 2026 $610K
January 2025 $538K +13.5%
The Berkshires, MA Average Price per Square Foot
January 2026 $343
January 2025 $294 +16.4%
Total Single Family Homes Sold in The Berkshires, MA
January 2026 33
January 2025 28 +17.9%

The Berkshires, Massachusetts

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