1,558

Cheshire, MA Homes

Section Image
    • 496 E Harbor Rd, Cheshire, MA 01225
      496 E Harbor Rd, Cheshire, MA 01225
      /2

      Est $352,995 Not Listed For Sale

      496 E Harbor Rd, Cheshire, MA 01225

      • 2 Beds
      • 2 Baths
      • 1,540 Sq Ft
      • Built 1959
      496 E Harbor Rd, Cheshire, MA 01225

      Last Sold Summary

    • 15 Fales Rd, Cheshire, MA 01225
      15 Fales Rd, Cheshire, MA 01225
      /2

      Est $282,240 Not Listed For Sale

      15 Fales Rd, Cheshire, MA 01225

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1988
      15 Fales Rd, Cheshire, MA 01225

      Last Sold Summary

    • 21 Daniels Terrace, Cheshire, MA 01225
      21 Daniels Terrace, Cheshire, MA 01225
      /2

      Est $330,503 Not Listed For Sale

      21 Daniels Terrace, Cheshire, MA 01225

      • 3 Beds
      • 1 Bath
      • 1,092 Sq Ft
      • Built 1954
      21 Daniels Terrace, Cheshire, MA 01225

      Last Sold Summary

    • 276 Ingalls Rd, Cheshire, MA 01225
      276 Ingalls Rd, Cheshire, MA 01225
      /2

      Est $398,774 Not Listed For Sale

      276 Ingalls Rd, Cheshire, MA 01225

      • 3 Beds
      • 3 Baths
      • 1,925 Sq Ft
      • Built 1975
      276 Ingalls Rd, Cheshire, MA 01225

      Last Sold Summary

    • 136 Dean St, Cheshire, MA 01225
      136 Dean St, Cheshire, MA 01225
      /2

      Est $273,026 Not Listed For Sale

      136 Dean St, Cheshire, MA 01225

      • 3 Beds
      • 1 Bath
      • 1,200 Sq Ft
      • Built 1961
      136 Dean St, Cheshire, MA 01225

      Last Sold Summary

    • 732 Outlook Ave, Cheshire, MA 01225
      732 Outlook Ave, Cheshire, MA 01225
      /2

      Est $407,882 Not Listed For Sale

      732 Outlook Ave, Cheshire, MA 01225

      • 4 Beds
      • 3 Baths
      • 1,741 Sq Ft
      • Built 1979
      732 Outlook Ave, Cheshire, MA 01225

      Last Sold Summary

    • 99 Meadowview Dr, Cheshire, MA 01225
      99 Meadowview Dr, Cheshire, MA 01225
      /2

      Est $366,755 Not Listed For Sale

      99 Meadowview Dr, Cheshire, MA 01225

      • 3 Beds
      • 2 Baths
      • 2,088 Sq Ft
      • Built 1968
      99 Meadowview Dr, Cheshire, MA 01225

      Last Sold Summary

      • 219% Above List Price
      • $55/SF
      • 93 Days On Market

      Last Sold Price $115,000

      Last Listing Agent Timothy Disilva SUMMIT REALTY

    • 15 Jenks Rd, Cheshire, MA 01225
      15 Jenks Rd, Cheshire, MA 01225
      /2

      Est $401,931 Not Listed For Sale

      15 Jenks Rd, Cheshire, MA 01225

      • 3 Beds
      • 1 Bath
      • 2,124 Sq Ft
      • Built 1961
      15 Jenks Rd, Cheshire, MA 01225

      Last Sold Summary

    • 1322 Windsor Rd, Cheshire, MA 01225
      1322 Windsor Rd, Cheshire, MA 01225
      /2

      Est $516,290 Not Listed For Sale

      1322 Windsor Rd, Cheshire, MA 01225

      • 4 Beds
      • 1 Bath
      • 1,900 Sq Ft
      • Built 1945
      1322 Windsor Rd, Cheshire, MA 01225

      Last Sold Summary

    • 880 Notch Rd, Cheshire, MA 01225
      880 Notch Rd, Cheshire, MA 01225
      /2

      Est $417,136 Not Listed For Sale

      880 Notch Rd, Cheshire, MA 01225

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 2006
      880 Notch Rd, Cheshire, MA 01225

      Last Sold Summary

    • 159 North St, Cheshire, MA 01225
      159 North St, Cheshire, MA 01225
      /2

      Est $402,832 Not Listed For Sale

      159 North St, Cheshire, MA 01225

      • 3 Beds
      • 2 Baths
      • 1,288 Sq Ft
      • Built 1956
      159 North St, Cheshire, MA 01225

      Last Sold Summary

    • 251 Shadowland Cove Rd, Cheshire, MA 01225
      251 Shadowland Cove Rd, Cheshire, MA 01225
      /2

      Est $344,234 Not Listed For Sale

      251 Shadowland Cove Rd, Cheshire, MA 01225

      • 2 Beds
      • 1 Bath
      • 1,478 Sq Ft
      • Built 1960
      251 Shadowland Cove Rd, Cheshire, MA 01225

      Last Sold Summary

    • 168 School St, Cheshire, MA 01225
      168 School St, Cheshire, MA 01225
      /2

      Est $336,960 Not Listed For Sale

      168 School St, Cheshire, MA 01225

      • 4 Beds
      • 2 Baths
      • 1,025 Sq Ft
      • Built 1949
      168 School St, Cheshire, MA 01225

      Last Sold Summary

    • 45 Furnace Hill Rd, Cheshire, MA 01225
      45 Furnace Hill Rd, Cheshire, MA 01225
      /2

      Est $296,094 Not Listed For Sale

      45 Furnace Hill Rd, Cheshire, MA 01225

      • 2 Beds
      • 2 Baths
      • 1,249 Sq Ft
      • Built 1950
      45 Furnace Hill Rd, Cheshire, MA 01225

      Last Sold Summary

    • 54 Lake Shore Dr, Cheshire, MA 01225
      54 Lake Shore Dr, Cheshire, MA 01225
      /2

      Est $248,374 Not Listed For Sale

      54 Lake Shore Dr, Cheshire, MA 01225

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1957
      54 Lake Shore Dr, Cheshire, MA 01225

      Last Sold Summary

    • 1020 Sand Mill Rd, Cheshire, MA 01225
      1020 Sand Mill Rd, Cheshire, MA 01225
      /2

      Est $333,670 Not Listed For Sale

      1020 Sand Mill Rd, Cheshire, MA 01225

      • 3 Beds
      • 2 Baths
      • 1,567 Sq Ft
      • Built 1960
      1020 Sand Mill Rd, Cheshire, MA 01225

      Last Sold Summary

    • 646 Stafford Hill Rd, Cheshire, MA 01225
      646 Stafford Hill Rd, Cheshire, MA 01225
      /2

      Est $702,736 Not Listed For Sale

      646 Stafford Hill Rd, Cheshire, MA 01225

      • 2 Beds
      • 2 Baths
      • 1,788 Sq Ft
      • Built 2002
      646 Stafford Hill Rd, Cheshire, MA 01225

      Last Sold Summary

    • 186 School St, Cheshire, MA 01225
      186 School St, Cheshire, MA 01225
      /2

      Est $277,405 Not Listed For Sale

      186 School St, Cheshire, MA 01225

      • 3 Beds
      • 1 Bath
      • 1,140 Sq Ft
      • Built 1947
      186 School St, Cheshire, MA 01225

      Last Sold Summary

    • 72 Dublin Rd, Cheshire, MA 01225
      72 Dublin Rd, Cheshire, MA 01225
      /2

      Est $382,275 Not Listed For Sale

      72 Dublin Rd, Cheshire, MA 01225

      • 3 Beds
      • 3 Baths
      • 1,920 Sq Ft
      • Built 1988
      72 Dublin Rd, Cheshire, MA 01225

      Last Sold Summary

    • 312 North St, Cheshire, MA 01225
      312 North St, Cheshire, MA 01225
      /2

      Est $315,845 Not Listed For Sale

      312 North St, Cheshire, MA 01225

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1974
      312 North St, Cheshire, MA 01225

      Last Sold Summary

    • 266 Shadowland Cove Rd, Cheshire, MA 01225
      266 Shadowland Cove Rd, Cheshire, MA 01225
      /2

      Est $370,531 Not Listed For Sale

      266 Shadowland Cove Rd, Cheshire, MA 01225

      • 2 Beds
      • 1 Bath
      • 1,350 Sq Ft
      • Built 1936
      266 Shadowland Cove Rd, Cheshire, MA 01225

      Last Sold Summary

    • 450 W Mountain Rd, Cheshire, MA 01225
      450 W Mountain Rd, Cheshire, MA 01225
      /2

      Est $400,635 Not Listed For Sale

      450 W Mountain Rd, Cheshire, MA 01225

      • 3 Beds
      • 1 Bath
      • 1,778 Sq Ft
      • Built 1988
      450 W Mountain Rd, Cheshire, MA 01225

      Last Sold Summary

    • 562 Notch Rd, Cheshire, MA 01225
      562 Notch Rd, Cheshire, MA 01225
      /2

      Est $330,123 Not Listed For Sale

      562 Notch Rd, Cheshire, MA 01225

      • 3 Beds
      • 1 Bath
      • 1,028 Sq Ft
      • Built 1949
      562 Notch Rd, Cheshire, MA 01225

      Last Sold Summary

    • 52 W Mountain Rd, Cheshire, MA 01225
      52 W Mountain Rd, Cheshire, MA 01225
      /2

      Est $350,004 Not Listed For Sale

      52 W Mountain Rd, Cheshire, MA 01225

      • 2 Beds
      • 1 Bath
      • 1,824 Sq Ft
      • Built 1900
      52 W Mountain Rd, Cheshire, MA 01225

      Last Sold Summary

    • 34 Wood Ln, Cheshire, MA 01225
      34 Wood Ln, Cheshire, MA 01225
      /2

      Est $295,277 Not Listed For Sale

      34 Wood Ln, Cheshire, MA 01225

      • 3 Beds
      • 2 Baths
      • 1,603 Sq Ft
      • Built 1930
      34 Wood Ln, Cheshire, MA 01225

      Last Sold Summary

    • 920 Sand Mill Rd, Cheshire, MA 01225
      920 Sand Mill Rd, Cheshire, MA 01225
      /2

      Est $513,661 Not Listed For Sale

      920 Sand Mill Rd, Cheshire, MA 01225

      • 3 Beds
      • 2 Baths
      • 3,472 Sq Ft
      • Built 1817
      920 Sand Mill Rd, Cheshire, MA 01225

      Last Sold Summary

    • 906 Stafford Hill Rd, Cheshire, MA 01225
      906 Stafford Hill Rd, Cheshire, MA 01225
      /2

      Est $505,897 Not Listed For Sale

      906 Stafford Hill Rd, Cheshire, MA 01225

      • 3 Beds
      • 2 Baths
      • 1,562 Sq Ft
      • Built 1993
      906 Stafford Hill Rd, Cheshire, MA 01225

      Last Sold Summary

    • 880 W Mountain Rd, Cheshire, MA 01225
      880 W Mountain Rd, Cheshire, MA 01225
      /2

      Est $346,669 Not Listed For Sale

      880 W Mountain Rd, Cheshire, MA 01225

      • 3 Beds
      • 2 Baths
      • 1,107 Sq Ft
      • Built 1989
      880 W Mountain Rd, Cheshire, MA 01225

      Last Sold Summary

    • 1482 Wells Rd, Cheshire, MA 01225
      1482 Wells Rd, Cheshire, MA 01225
      /2

      Est $200,667 Not Listed For Sale

      1482 Wells Rd, Cheshire, MA 01225

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft
      • Built 1999
      1482 Wells Rd, Cheshire, MA 01225

      Last Sold Summary

    • 11 North St, Cheshire, MA 01225
      11 North St, Cheshire, MA 01225
      /2

      Est $345,226 Not Listed For Sale

      11 North St, Cheshire, MA 01225

      • 5 Beds
      • 2 Baths
      • 2,378 Sq Ft
      • Built 1804
      11 North St, Cheshire, MA 01225

      Last Sold Summary

    • 18 Stonehedge Rd, Cheshire, MA 01225
      18 Stonehedge Rd, Cheshire, MA 01225
      /2

      Est $319,275 Not Listed For Sale

      18 Stonehedge Rd, Cheshire, MA 01225

      • 2 Beds
      • 2 Baths
      • 1,743 Sq Ft
      • Built 1965
      18 Stonehedge Rd, Cheshire, MA 01225

      Last Sold Summary

    • 250 Lanesboro Rd, Cheshire, MA 01225
      250 Lanesboro Rd, Cheshire, MA 01225
      /2

      Est $595,031 Not Listed For Sale

      250 Lanesboro Rd, Cheshire, MA 01225

      • 4 Beds
      • 3 Baths
      • 2,968 Sq Ft
      • Built 2001
      250 Lanesboro Rd, Cheshire, MA 01225

      Last Sold Summary

    • 48 Wells Park, Cheshire, MA 01225
      48 Wells Park, Cheshire, MA 01225
      /2

      Est $253,816 Not Listed For Sale

      48 Wells Park, Cheshire, MA 01225

      • 2 Beds
      • 1 Bath
      • 868 Sq Ft
      • Built 1955
      48 Wells Park, Cheshire, MA 01225

      Last Sold Summary

    • 26 Hutchinson Ln, Cheshire, MA 01225
      26 Hutchinson Ln, Cheshire, MA 01225
      /2

      Est $297,879 Not Listed For Sale

      26 Hutchinson Ln, Cheshire, MA 01225

      • 4 Beds
      • 1 Bath
      • 1,300 Sq Ft
      • Built 1970
      26 Hutchinson Ln, Cheshire, MA 01225

      Last Sold Summary

    • 86 Windsor Rd, Cheshire, MA 01225
      86 Windsor Rd, Cheshire, MA 01225
      /2

      Est $354,835 Not Listed For Sale

      86 Windsor Rd, Cheshire, MA 01225

      • 5 Beds
      • 1 Bath
      • 1,716 Sq Ft
      • Built 1800
      86 Windsor Rd, Cheshire, MA 01225

      Last Sold Summary

    • 165 Eastview Dr, Cheshire, MA 01225
      165 Eastview Dr, Cheshire, MA 01225
      /2

      Est $407,928 Not Listed For Sale

      165 Eastview Dr, Cheshire, MA 01225

      • 3 Beds
      • 2 Baths
      • 2,268 Sq Ft
      • Built 1954
      165 Eastview Dr, Cheshire, MA 01225

      Last Sold Summary

    • 259 Devonshire Dr, Cheshire, MA 01225
      259 Devonshire Dr, Cheshire, MA 01225
      /2

      Est $318,414 Not Listed For Sale

      259 Devonshire Dr, Cheshire, MA 01225

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1977
      259 Devonshire Dr, Cheshire, MA 01225

      Last Sold Summary

    • 184 Stafford Hill Rd, Cheshire, MA 01225
      184 Stafford Hill Rd, Cheshire, MA 01225
      /2

      Est $396,858 Not Listed For Sale

      184 Stafford Hill Rd, Cheshire, MA 01225

      • 3 Beds
      • 1 Bath
      • 1,656 Sq Ft
      • Built 1885
      184 Stafford Hill Rd, Cheshire, MA 01225

      Last Sold Summary

    • 155 Eastview Dr, Cheshire, MA 01225
      155 Eastview Dr, Cheshire, MA 01225
      /2

      Est $280,875 Not Listed For Sale

      155 Eastview Dr, Cheshire, MA 01225

      • 2 Beds
      • 2 Baths
      • 1,142 Sq Ft
      • Built 1930
      155 Eastview Dr, Cheshire, MA 01225

      Last Sold Summary

    • 7 Church St, Cheshire, MA 01225
      7 Church St, Cheshire, MA 01225
      /2

      Est $406,893 Not Listed For Sale

      7 Church St, Cheshire, MA 01225

      • 4 Beds
      • 2 Baths
      • 2,766 Sq Ft
      • Built 1850
      7 Church St, Cheshire, MA 01225

      Last Sold Summary

Showing Results 521 - 560, Page 14 of 18

Massachusetts Berkshire County Cheshire

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group