1,555

Berkshire, MA Homes

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

      Est $325,378 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft

      312 North St, Cheshire, MA 01225

      312 North St, Cheshire, MA 01225
    • 266 Shadowland Cove Rd, Cheshire, MA 01225
      266 Shadowland Cove Rd, Cheshire, MA 01225
      /2

      Est $348,839 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,350 Sq Ft

      266 Shadowland Cove Rd, Cheshire, MA 01225

      266 Shadowland Cove Rd, Cheshire, MA 01225
    • 450 W Mountain Rd, Cheshire, MA 01225
      450 W Mountain Rd, Cheshire, MA 01225
      /2

      Est $381,508 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,778 Sq Ft

      450 W Mountain Rd, Cheshire, MA 01225

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

      Est $258,128 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,028 Sq Ft

      562 Notch Rd, Cheshire, MA 01225

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

      Est $315,869 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,824 Sq Ft

      52 W Mountain Rd, Cheshire, MA 01225

      52 W Mountain Rd, Cheshire, MA 01225
    • 34 Wood Ln, Cheshire, MA 01225
      34 Wood Ln, Cheshire, MA 01225
      /2

      Est $292,863 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,603 Sq Ft

      34 Wood Ln, Cheshire, MA 01225

      34 Wood Ln, Cheshire, MA 01225
    • 920 Sand Mill Rd, Cheshire, MA 01225
      920 Sand Mill Rd, Cheshire, MA 01225
      /2

      Est $501,262 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,472 Sq Ft

      920 Sand Mill Rd, Cheshire, MA 01225

      920 Sand Mill Rd, Cheshire, MA 01225
    • 906 Stafford Hill Rd, Cheshire, MA 01225
      906 Stafford Hill Rd, Cheshire, MA 01225
      /2

      Est $465,284 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,562 Sq Ft

      906 Stafford Hill Rd, Cheshire, MA 01225

      906 Stafford Hill Rd, Cheshire, MA 01225
    • 880 W Mountain Rd, Cheshire, MA 01225
      880 W Mountain Rd, Cheshire, MA 01225
      /2

      Est $330,026 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,107 Sq Ft

      880 W Mountain Rd, Cheshire, MA 01225

      880 W Mountain Rd, Cheshire, MA 01225
    • 1482 Wells Rd, Cheshire, MA 01225
      1482 Wells Rd, Cheshire, MA 01225
      /2

      Est $179,333 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,404 Sq Ft

      1482 Wells Rd, Cheshire, MA 01225

      1482 Wells Rd, Cheshire, MA 01225
    • 11 North St, Cheshire, MA 01225
      11 North St, Cheshire, MA 01225
      /2

      Est $334,185 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,378 Sq Ft

      11 North St, Cheshire, MA 01225

      11 North St, Cheshire, MA 01225
    • 18 Stonehedge Rd, Cheshire, MA 01225
      18 Stonehedge Rd, Cheshire, MA 01225
      /2

      Est $324,302 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,743 Sq Ft

      18 Stonehedge Rd, Cheshire, MA 01225

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

      Est $558,568 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,968 Sq Ft

      250 Lanesboro Rd, Cheshire, MA 01225

      250 Lanesboro Rd, Cheshire, MA 01225
    • 48 Wells Park, Cheshire, MA 01225
      48 Wells Park, Cheshire, MA 01225
      /2

      Est $237,491 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 868 Sq Ft

      48 Wells Park, Cheshire, MA 01225

      48 Wells Park, Cheshire, MA 01225
    • 26 Hutchinson Ln, Cheshire, MA 01225
      26 Hutchinson Ln, Cheshire, MA 01225
      /2

      Est $292,338 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,300 Sq Ft

      26 Hutchinson Ln, Cheshire, MA 01225

      26 Hutchinson Ln, Cheshire, MA 01225
    • 86 Windsor Rd, Cheshire, MA 01225
      86 Windsor Rd, Cheshire, MA 01225
      /2

      Est $327,405 Not Listed For Sale

      • 5 Beds
      • 1 Bath
      • 1,716 Sq Ft

      86 Windsor Rd, Cheshire, MA 01225

      86 Windsor Rd, Cheshire, MA 01225
    • 165 Eastview Dr, Cheshire, MA 01225
      165 Eastview Dr, Cheshire, MA 01225
      /2

      Est $356,970 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,268 Sq Ft

      165 Eastview Dr, Cheshire, MA 01225

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

      Est $302,831 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      259 Devonshire Dr, Cheshire, MA 01225

      259 Devonshire Dr, Cheshire, MA 01225
    • 184 Stafford Hill Rd, Cheshire, MA 01225
      184 Stafford Hill Rd, Cheshire, MA 01225
      /2

      Est $385,961 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,656 Sq Ft

      184 Stafford Hill Rd, Cheshire, MA 01225

      184 Stafford Hill Rd, Cheshire, MA 01225
    • 155 Eastview Dr, Cheshire, MA 01225
      155 Eastview Dr, Cheshire, MA 01225
      /2

      Est $283,671 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,142 Sq Ft

      155 Eastview Dr, Cheshire, MA 01225

      155 Eastview Dr, Cheshire, MA 01225
    • 7 Church St, Cheshire, MA 01225
      7 Church St, Cheshire, MA 01225
      /2

      Est $353,124 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,766 Sq Ft

      7 Church St, Cheshire, MA 01225

      7 Church St, Cheshire, MA 01225
    • 885 Notch Rd, Cheshire, MA 01225
      885 Notch Rd, Cheshire, MA 01225
      /2

      Est $288,677 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,500 Sq Ft

      885 Notch Rd, Cheshire, MA 01225

      885 Notch Rd, Cheshire, MA 01225
    • 188 Main St, Cheshire, MA 01225
      188 Main St, Cheshire, MA 01225
      /2

      Est $232,976 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,188 Sq Ft

      188 Main St, Cheshire, MA 01225

      188 Main St, Cheshire, MA 01225
    • 24 Leo Ct, Cheshire, MA 01225
      24 Leo Ct, Cheshire, MA 01225
      /2

      Est $550,782 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,280 Sq Ft

      24 Leo Ct, Cheshire, MA 01225

      24 Leo Ct, Cheshire, MA 01225
    • 34 Wells Park, Cheshire, MA 01225
      34 Wells Park, Cheshire, MA 01225
      /2

      Est $274,398 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 996 Sq Ft

      34 Wells Park, Cheshire, MA 01225

      34 Wells Park, Cheshire, MA 01225
    • 32 Greylock Rd, Cheshire, MA 01225
      32 Greylock Rd, Cheshire, MA 01225
      /2

      Est $323,226 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,860 Sq Ft

      32 Greylock Rd, Cheshire, MA 01225

      32 Greylock Rd, Cheshire, MA 01225
    • 18 Wells Park, Cheshire, MA 01225
      18 Wells Park, Cheshire, MA 01225
      /2

      Est $247,287 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 986 Sq Ft

      18 Wells Park, Cheshire, MA 01225

      18 Wells Park, Cheshire, MA 01225
    • 44 Briggs Dr, Cheshire, MA 01225
      44 Briggs Dr, Cheshire, MA 01225
      /2

      Est $580,472 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,120 Sq Ft

      44 Briggs Dr, Cheshire, MA 01225

      44 Briggs Dr, Cheshire, MA 01225
    • 52 Yorkshire Dr, Cheshire, MA 01225
      52 Yorkshire Dr, Cheshire, MA 01225
      /2

      Est $447,428 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,800 Sq Ft

      52 Yorkshire Dr, Cheshire, MA 01225

      52 Yorkshire Dr, Cheshire, MA 01225
    • 24 Dean St, Cheshire, MA 01225
      24 Dean St, Cheshire, MA 01225
      /2

      Est $443,964 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,460 Sq Ft

      24 Dean St, Cheshire, MA 01225

      24 Dean St, Cheshire, MA 01225
    • 31 Yorkshire Dr, Cheshire, MA 01225
      31 Yorkshire Dr, Cheshire, MA 01225
      /2

      Est $342,853 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,713 Sq Ft

      31 Yorkshire Dr, Cheshire, MA 01225

      31 Yorkshire Dr, Cheshire, MA 01225
    • 812 N State Rd, Cheshire, MA 01225
      812 N State Rd, Cheshire, MA 01225
      /2

      Est $494,841 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,550 Sq Ft

      812 N State Rd, Cheshire, MA 01225

      812 N State Rd, Cheshire, MA 01225
    • 52 Depot St, Cheshire, MA 01225
      52 Depot St, Cheshire, MA 01225
      /2

      Est $282,538 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,054 Sq Ft

      52 Depot St, Cheshire, MA 01225

      52 Depot St, Cheshire, MA 01225
    • 136 School St, Cheshire, MA 01225
      136 School St, Cheshire, MA 01225
      /2

      Est $256,546 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,392 Sq Ft

      136 School St, Cheshire, MA 01225

      136 School St, Cheshire, MA 01225
    • 1873 Windsor Rd, Cheshire, MA 01225
      1873 Windsor Rd, Cheshire, MA 01225
      /2

      Est $467,131 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,025 Sq Ft

      1873 Windsor Rd, Cheshire, MA 01225

      1873 Windsor Rd, Cheshire, MA 01225
    • 126 Ingalls Rd, Cheshire, MA 01225
      126 Ingalls Rd, Cheshire, MA 01225
      /2

      Est $370,500 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,796 Sq Ft

      126 Ingalls Rd, Cheshire, MA 01225

      126 Ingalls Rd, Cheshire, MA 01225
    • 97 Ingalls Rd, Cheshire, MA 01225
      97 Ingalls Rd, Cheshire, MA 01225
      /2

      Est $258,508 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,222 Sq Ft

      97 Ingalls Rd, Cheshire, MA 01225

      97 Ingalls Rd, Cheshire, MA 01225
    • 53 Stonehedge Rd, Cheshire, MA 01225
      53 Stonehedge Rd, Cheshire, MA 01225
      /2

      Est $252,910 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 925 Sq Ft

      53 Stonehedge Rd, Cheshire, MA 01225

      53 Stonehedge Rd, Cheshire, MA 01225
    • 578 Notch Rd, Cheshire, MA 01225
      578 Notch Rd, Cheshire, MA 01225
      /2

      Est $354,199 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,142 Sq Ft

      578 Notch Rd, Cheshire, MA 01225

      578 Notch Rd, Cheshire, MA 01225
    • 1122 S State Rd, Cheshire, MA 01225
      1122 S State Rd, Cheshire, MA 01225
      /2

      Est $393,282 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,934 Sq Ft

      1122 S State Rd, Cheshire, MA 01225

      1122 S State Rd, Cheshire, MA 01225

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

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 © 2025 CoStar Group