1,556

Cheshire, MA Homes

    • 20 Willow Cove Rd, Cheshire, MA 01225
      20 Willow Cove Rd, Cheshire, MA 01225
      /2

      Est $470,100 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,558 Sq Ft

      20 Willow Cove Rd, Cheshire, MA 01225

      20 Willow Cove Rd, Cheshire, MA 01225
    • 571 Savoy Rd, Cheshire, MA 01225
      571 Savoy Rd, Cheshire, MA 01225
      /2

      Est $573,161 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,688 Sq Ft

      571 Savoy Rd, Cheshire, MA 01225

      571 Savoy Rd, Cheshire, MA 01225
    • 221 Church St, Cheshire, MA 01225
      221 Church St, Cheshire, MA 01225
      /2

      Est $317,593 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 4,887 Sq Ft

      221 Church St, Cheshire, MA 01225

      221 Church St, Cheshire, MA 01225
    • 440 Sand Mill Rd, Cheshire, MA 01225
      440 Sand Mill Rd, Cheshire, MA 01225
      /2

      Est $362,702 Not Listed For Sale

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

      440 Sand Mill Rd, Cheshire, MA 01225

      440 Sand Mill Rd, Cheshire, MA 01225
    • 385 Ingalls Rd, Cheshire, MA 01225
      385 Ingalls Rd, Cheshire, MA 01225
      /2

      Est $329,388 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,428 Sq Ft

      385 Ingalls Rd, Cheshire, MA 01225

      385 Ingalls Rd, Cheshire, MA 01225
    • 43 North St, Cheshire, MA 01225
      43 North St, Cheshire, MA 01225
      /2

      Est $270,862 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,580 Sq Ft

      43 North St, Cheshire, MA 01225

      43 North St, Cheshire, MA 01225
    • 389 Harbor Rd, Cheshire, MA 01225
      389 Harbor Rd, Cheshire, MA 01225
      /2

      Est $371,244 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,143 Sq Ft

      389 Harbor Rd, Cheshire, MA 01225

      389 Harbor Rd, Cheshire, MA 01225
    • 233 Fisher Hill Rd, Cheshire, MA 01225
      233 Fisher Hill Rd, Cheshire, MA 01225
      /2

      Est $355,526 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 3,084 Sq Ft

      233 Fisher Hill Rd, Cheshire, MA 01225

      233 Fisher Hill Rd, Cheshire, MA 01225
    • 123 Lanesboro Rd, Cheshire, MA 01225
      123 Lanesboro Rd, Cheshire, MA 01225
      /2

      Est $342,760 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,296 Sq Ft

      123 Lanesboro Rd, Cheshire, MA 01225

      123 Lanesboro Rd, Cheshire, MA 01225
    • 120 Willow Cove Rd, Cheshire, MA 01225
      120 Willow Cove Rd, Cheshire, MA 01225
      /2

      Est $346,194 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 955 Sq Ft

      120 Willow Cove Rd, Cheshire, MA 01225

      120 Willow Cove Rd, Cheshire, MA 01225
    • 457 Lanesboro Rd, Cheshire, MA 01225
      457 Lanesboro Rd, Cheshire, MA 01225
      /2

      Est $401,088 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,940 Sq Ft

      457 Lanesboro Rd, Cheshire, MA 01225

      457 Lanesboro Rd, Cheshire, MA 01225
    • 668 N State Rd, Cheshire, MA 01225
      668 N State Rd, Cheshire, MA 01225
      /2

      Est $293,127 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,509 Sq Ft

      668 N State Rd, Cheshire, MA 01225

      668 N State Rd, Cheshire, MA 01225
    • 221 Ingalls Rd, Cheshire, MA 01225
      221 Ingalls Rd, Cheshire, MA 01225
      /2

      Est $581,000 Not Listed For Sale

      • Studio
      • 2 Baths
      • 2,352 Sq Ft

      221 Ingalls Rd, Cheshire, MA 01225

      221 Ingalls Rd, Cheshire, MA 01225
    • 198 Shadowland Cove Rd, Cheshire, MA 01225
      198 Shadowland Cove Rd, Cheshire, MA 01225
      /2

      Est $335,140 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 520 Sq Ft

      198 Shadowland Cove Rd, Cheshire, MA 01225

      198 Shadowland Cove Rd, Cheshire, MA 01225
    • 216 Lake Shore Dr, Cheshire, MA 01225
      216 Lake Shore Dr, Cheshire, MA 01225
      /2

      Est $341,138 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 825 Sq Ft

      216 Lake Shore Dr, Cheshire, MA 01225

      216 Lake Shore Dr, Cheshire, MA 01225
    • 64 Lake Shore Dr, Cheshire, MA 01225
      64 Lake Shore Dr, Cheshire, MA 01225
      /2

      Est $307,510 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 672 Sq Ft

      64 Lake Shore Dr, Cheshire, MA 01225

      64 Lake Shore Dr, Cheshire, MA 01225
    • 97 Yorkshire Dr, Cheshire, MA 01225
      97 Yorkshire Dr, Cheshire, MA 01225
      /2

      Est $357,960 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,327 Sq Ft

      97 Yorkshire Dr, Cheshire, MA 01225

      97 Yorkshire Dr, Cheshire, MA 01225
    • 861 Wells Rd, Cheshire, MA 01225
      861 Wells Rd, Cheshire, MA 01225
      /2

      Est $436,176 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,914 Sq Ft

      861 Wells Rd, Cheshire, MA 01225

      861 Wells Rd, Cheshire, MA 01225
    • 138 Wilshire Dr, Cheshire, MA 01225
      138 Wilshire Dr, Cheshire, MA 01225
      /2

      Est $471,015 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,898 Sq Ft

      138 Wilshire Dr, Cheshire, MA 01225

      138 Wilshire Dr, Cheshire, MA 01225
    • 102 Shadowland Cove Rd, Cheshire, MA 01225
      102 Shadowland Cove Rd, Cheshire, MA 01225
      /2

      Est $438,811 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,564 Sq Ft

      102 Shadowland Cove Rd, Cheshire, MA 01225

      102 Shadowland Cove Rd, Cheshire, MA 01225
    • 152 School St, Cheshire, MA 01225
      152 School St, Cheshire, MA 01225
      /2

      Est $292,577 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,680 Sq Ft

      152 School St, Cheshire, MA 01225

      152 School St, Cheshire, MA 01225
    • 669 Sand Mill Rd, Cheshire, MA 01225
      669 Sand Mill Rd, Cheshire, MA 01225
      /2

      Est $589,178 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,480 Sq Ft

      669 Sand Mill Rd, Cheshire, MA 01225

      669 Sand Mill Rd, Cheshire, MA 01225
    • 141 School St, Cheshire, MA 01225
      141 School St, Cheshire, MA 01225
      /2

      Est $316,208 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,099 Sq Ft

      141 School St, Cheshire, MA 01225

      141 School St, Cheshire, MA 01225
    • 332 Ingalls Rd, Cheshire, MA 01225
      332 Ingalls Rd, Cheshire, MA 01225
      /2

      Est $447,671 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,128 Sq Ft

      332 Ingalls Rd, Cheshire, MA 01225

      332 Ingalls Rd, Cheshire, MA 01225
    • 300 Lanesboro Rd, Cheshire, MA 01225
      300 Lanesboro Rd, Cheshire, MA 01225
      /2

      Est $641,675 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,464 Sq Ft

      300 Lanesboro Rd, Cheshire, MA 01225

      300 Lanesboro Rd, Cheshire, MA 01225
    • 1591 S State Rd, Cheshire, MA 01225
      1591 S State Rd, Cheshire, MA 01225
      /2

      Est $369,794 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,363 Sq Ft

      1591 S State Rd, Cheshire, MA 01225

      1591 S State Rd, Cheshire, MA 01225
    • 650 Outlook Ave, Cheshire, MA 01225
      650 Outlook Ave, Cheshire, MA 01225
      /2

      Est $583,909 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,700 Sq Ft

      650 Outlook Ave, Cheshire, MA 01225

      650 Outlook Ave, Cheshire, MA 01225
    • 231 Jenks Rd, Cheshire, MA 01225
      231 Jenks Rd, Cheshire, MA 01225
      /2

      Est $309,616 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,242 Sq Ft

      231 Jenks Rd, Cheshire, MA 01225

      231 Jenks Rd, Cheshire, MA 01225
    • 999 W Mountain Rd, Cheshire, MA 01225
      999 W Mountain Rd, Cheshire, MA 01225
      /2

      Est $469,548 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,938 Sq Ft

      999 W Mountain Rd, Cheshire, MA 01225

      999 W Mountain Rd, Cheshire, MA 01225
    • 198 W Mountain Rd, Cheshire, MA 01225
      198 W Mountain Rd, Cheshire, MA 01225
      /2

      Est $300,965 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,506 Sq Ft

      198 W Mountain Rd, Cheshire, MA 01225

      198 W Mountain Rd, Cheshire, MA 01225
    • 125 Devonshire Dr, Cheshire, MA 01225
      125 Devonshire Dr, Cheshire, MA 01225
      /2

      Est $431,575 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,226 Sq Ft

      125 Devonshire Dr, Cheshire, MA 01225

      125 Devonshire Dr, Cheshire, MA 01225
    • 200 Shadowland Cove Rd, Cheshire, MA 01225
      200 Shadowland Cove Rd, Cheshire, MA 01225
      /2

      Est $362,304 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,012 Sq Ft

      200 Shadowland Cove Rd, Cheshire, MA 01225

      200 Shadowland Cove Rd, Cheshire, MA 01225
    • 223 Lake Shore Dr, Cheshire, MA 01225
      223 Lake Shore Dr, Cheshire, MA 01225
      /2

      Est $447,564 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,148 Sq Ft

      223 Lake Shore Dr, Cheshire, MA 01225

      223 Lake Shore Dr, Cheshire, MA 01225
    • 565 Lanesboro Rd, Cheshire, MA 01225
      565 Lanesboro Rd, Cheshire, MA 01225
      /2

      Est $368,046 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,200 Sq Ft

      565 Lanesboro Rd, Cheshire, MA 01225

      565 Lanesboro Rd, Cheshire, MA 01225
    • 694 N State Rd, Cheshire, MA 01225
      694 N State Rd, Cheshire, MA 01225
      /2

      Est $297,450 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,619 Sq Ft

      694 N State Rd, Cheshire, MA 01225

      694 N State Rd, Cheshire, MA 01225
    • 19 Mill Hill Rd, Cheshire, MA 01225
      19 Mill Hill Rd, Cheshire, MA 01225
      /2

      Est $344,626 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,645 Sq Ft

      19 Mill Hill Rd, Cheshire, MA 01225

      19 Mill Hill Rd, Cheshire, MA 01225
    • 469 Savoy Rd, Cheshire, MA 01225
      469 Savoy Rd, Cheshire, MA 01225
      /2

      Est $356,637 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,360 Sq Ft

      469 Savoy Rd, Cheshire, MA 01225

      469 Savoy Rd, Cheshire, MA 01225
    • 389 Sand Mill Rd, Cheshire, MA 01225
      389 Sand Mill Rd, Cheshire, MA 01225
      /2

      Est $435,761 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,440 Sq Ft

      389 Sand Mill Rd, Cheshire, MA 01225

      389 Sand Mill Rd, Cheshire, MA 01225
    • 67 Dublin Rd, Cheshire, MA 01225
      67 Dublin Rd, Cheshire, MA 01225
      /2

      Est $564,681 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft

      67 Dublin Rd, Cheshire, MA 01225

      67 Dublin Rd, Cheshire, MA 01225
    • 91 Daniels Terrace, Cheshire, MA 01225
      91 Daniels Terrace, Cheshire, MA 01225
      /2

      Est $300,120 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,431 Sq Ft

      91 Daniels Terrace, Cheshire, MA 01225

      91 Daniels Terrace, Cheshire, MA 01225

Showing Results 441 - 480, Page 12 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 © 2026 CoStar Group