Cheshire, MA Real Estate & Homes for Sale

17 Listings Found:
  • Communities Cheshire
  • Price
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12 South St

Cheshire, MA

12 South St
$599,000
  • 1.7 acres

Listing Courtesy of Steepleview Realty - N. Adams.

104 Church St

Cheshire, MA

104 Church St
$1,650/mo
  • 3 bed
  • 1 bath

Listing Courtesy of Steepleview Realty - Adams Branch.

106 Church St

Cheshire, MA

106 Church St
$1,500/yr
  • 0/1 bath
  • 3,500 sqft

Listing Courtesy of Steepleview Realty - Adams Branch.

12 South St

Cheshire, MA

12 South St
$599,000
  • 1.7 acres

Listing Courtesy of Steepleview Realty - N. Adams.

867 Notch Rd

Cheshire, MA

867 Notch Rd
$539,900
  • 5 bed
  • 3/1 bath
  • 3,307 sqft
  • 7.25 acres

Listing Courtesy of Lamacchia Realty, Inc.

750-760 S State Rd

Cheshire, MA

750-760 S State Rd
$699,000
  • 8,452 sqft
  • 4.47 acres

Listing Courtesy of Bishop West Real Estate.

268 Devonshire Dr

Cheshire, MA

268 Devonshire Dr
$519,000
  • 4 bed
  • 2/1 bath
  • 2,892 sqft
  • 0.37 acres

Listing Courtesy of Nocher Realty.

1020 Sandmill Rd

Cheshire, MA

1020 Sandmill Rd
$335,900
  • 3 bed
  • 2 bath
  • 1,567 sqft
  • 1.1 acres

Listing Courtesy of Kempf-vanderburgh Realty Consultants, Inc.

Lot 9E Stewart White Rd

Cheshire, MA

Lot 9E Stewart White Rd
$119,900
  • 1.38 acres

Listing Courtesy of Alton & Westall Real Estate Agency, Llc.

18 W Mountain Rd

Cheshire, MA

18 W Mountain Rd
$389,900
  • 3 bed
  • 2 bath
  • 2,747 sqft
  • 1.08 acres

Listing Courtesy of 413 Real Estate.

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40 Curran Rd

Cheshire, MA

40 Curran Rd
$485,000
  • 3 bed
  • 2 bath
  • 2,670 sqft
  • 1.24 acres

Listing Courtesy of Paula Mclean Realtors Inc.

16 Jenks Road Lot 16

Cheshire, MA

16 Jenks Road Lot 16 Under Contract
$99,000
  • 10.01 acres

230 Curran Rd

Cheshire, MA

230 Curran Rd Under Contract
$549,000
  • 3 bed
  • 2 bath
  • 2,184 sqft
  • 4.05 acres

Listing Courtesy of Lamacchia Realty, Inc.

115 Main St

Cheshire, MA

115 Main St Under Contract
$152,000
  • 3 bed
  • 1 bath
  • 1,335 sqft
  • 0.53 acres

Cheshire Real Estate Market

Single Family Homes
February 2026
February 2025
Cheshire, MA Average Days on Market
February 2026 129
February 2025 69 +88.8%
Median Sales Price homes in Cheshire
February 2026 $535K
February 2025 $323K +65.5%
Cheshire, MA Average Price per Square Foot
February 2026 $286
February 2025 $135 +111.6%
Total Single Family Homes Sold in Cheshire, MA
February 2026 3
February 2025 2 +50.0%

Cheshire is within The Berkshires, Massachusetts

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The IDX information is provided exclusively for consumers’ personal, noncommercial use, it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Listings content © 2026 Berkshire County Board of Realtors.