Cheshire, MA Real Estate & Homes for Sale

18 Listings Found:
  • Communities Cheshire
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      245 Lanesboro Rd

      Cheshire, MA

      245 Lanesboro Rd
      $49,900
      • 0.86 acres

      Listing Courtesy of Greylock Realty, Llc.

      1020 Sand Mill Rd

      Cheshire, MA

      1020 Sand Mill Rd
      $335,000
      • 3 bed
      • 2 bath
      • 1,567 sqft
      • 1.1 acres

      12 South St

      Cheshire, MA

      12 South St
      $799,000
      • 1.7 acres

      Listing Courtesy of Steepleview Realty - N. Adams.

      12 South St

      Cheshire, MA

      12 South St
      $799,000
      • 1.7 acres

      Listing Courtesy of Steepleview Realty - N. Adams.

      57 Church St

      Cheshire, MA

      57 Church St
      $130,000
      • 3 bed
      • 1 bath
      • 1,281 sqft
      • 0.11 acres

      867 Notch Rd

      Cheshire, MA

      867 Notch Rd
      $599,000
      • 5 bed
      • 3/1 bath
      • 3,307 sqft
      • 7.25 acres

      Listing Courtesy of The Kinderhook Group - Pittsfield.

      287 S State Rd

      Cheshire, MA

      287 S State Rd
      $650,000
      • 3,954 sqft
      • 1.9 acres

      Listing Courtesy of Bishop West Real Estate.

      527 State Rd

      Cheshire, MA

      527 State Rd
      $249,000
      • 3 bed
      • 1 bath
      • 1,513 sqft
      • 0.31 acres

      Listing Courtesy of 360berkshire Realty Group.

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      44 Richmond St

      Cheshire, MA

      44 Richmond St
      $300,000
      • 3 bed
      • 2 bath
      • 1,984 sqft
      • 0.17 acres

      114 East Main St

      Cheshire, MA

      114 East Main St
      $209,000
      • 2 bed
      • 1 bath
      • 858 sqft
      • 0.13 acres

      Listing Courtesy of The Kinderhook Group - Pittsfield.

      52-54 Church St

      Cheshire, MA

      52-54 Church St
      $325,000
      • 6,091 sqft
      • 0.29 acres

      Listing Courtesy of Steepleview Realty - Adams Branch.

      100 Church St

      Cheshire, MA

      100 Church St New to Market
      $1,750/mo
      • 3 bed
      • 1 bath

      Listing Courtesy of Steepleview Realty - Adams Branch.

      131 Wilshire Dr

      Cheshire, MA

      131 Wilshire Dr New to Market
      $550,000
      • 4 bed
      • 4 bath
      • 3,814 sqft
      • 0.83 acres

      Listing Courtesy of Lamacchia Realty, Inc.

      612 Notch Rd

      Cheshire, MA

      612 Notch Rd Under Contract
      $439,900
      • 3 bed
      • 2 bath
      • 2,352 sqft
      • 0.81 acres

      Listing Courtesy of Lamacchia Realty, Inc.

      Cheshire Real Estate Market

      Single Family Homes
      March 2025
      March 2024
      Cheshire, MA Average Days on Market
      March 2025 88
      March 2024 102 -13.7%
      Median Sales Price homes in Cheshire
      March 2025 $344K
      March 2024 $200K +71.8%
      Cheshire, MA Average Price per Square Foot
      March 2025 $236
      March 2024 $227 +3.9%
      Total Single Family Homes Sold in Cheshire, MA
      March 2025 2
      March 2024 1 +100.0%

      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 © 2025 Berkshire County Board of Realtors.