816

Chesterfield, MA Homes

    • 53 Damon Pond Rd, Chesterfield, MA 01012
      53 Damon Pond Rd, Chesterfield, MA 01012
      /2

      Est $320,931 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,293 Sq Ft

      53 Damon Pond Rd, Chesterfield, MA 01012

      53 Damon Pond Rd, Chesterfield, MA 01012
    • 84 Damon Pond Rd, Chesterfield, MA 01012
      84 Damon Pond Rd, Chesterfield, MA 01012
      /2

      Est $354,894 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 963 Sq Ft

      84 Damon Pond Rd, Chesterfield, MA 01012

      84 Damon Pond Rd, Chesterfield, MA 01012
    • 669 Main Rd, West Chesterfield, MA 01084
      669 Main Rd, West Chesterfield, MA 01084
      /2

      Est $381,175 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,358 Sq Ft

      669 Main Rd, West Chesterfield, MA 01084

      669 Main Rd, West Chesterfield, MA 01084
    • 645 Main Rd, Chesterfield, MA 01012
      645 Main Rd, Chesterfield, MA 01012
      /2

      Est $355,390 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,398 Sq Ft

      645 Main Rd, Chesterfield, MA 01012

      645 Main Rd, Chesterfield, MA 01012
    • 627 Main Rd, West Chesterfield, MA 01084
      627 Main Rd, West Chesterfield, MA 01084
      /2

      Est $452,793 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,706 Sq Ft

      627 Main Rd, West Chesterfield, MA 01084

      627 Main Rd, West Chesterfield, MA 01084
    • 631 Main Rd, Chesterfield, MA 01012
      631 Main Rd, Chesterfield, MA 01012
      /2

      Est $372,112 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,529 Sq Ft

      631 Main Rd, Chesterfield, MA 01012

      631 Main Rd, Chesterfield, MA 01012
    • 625 Main Rd, Chesterfield, MA 01012
      625 Main Rd, Chesterfield, MA 01012
      /2

      Est $323,392 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,074 Sq Ft

      625 Main Rd, Chesterfield, MA 01012

      625 Main Rd, Chesterfield, MA 01012
    • 632 Main Rd, West Chesterfield, MA 01084
      632 Main Rd, West Chesterfield, MA 01084
      /2

      Est $309,330 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 936 Sq Ft

      632 Main Rd, West Chesterfield, MA 01084

      632 Main Rd, West Chesterfield, MA 01084
    • 1 Ireland st Extension, West Chesterfield, MA 01084
      1 Ireland st Extension, West Chesterfield, MA 01084
      /2

      Est $336,352 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,941 Sq Ft

      1 Ireland st Extension, West Chesterfield, MA 01084

      1 Ireland st Extension, West Chesterfield, MA 01084
    • 29 Cummington Rd, Cummington, MA 01026
      29 Cummington Rd, Cummington, MA 01026
      /2

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 924 Sq Ft

      29 Cummington Rd, Cummington, MA 01026

      29 Cummington Rd, Cummington, MA 01026
    • 652 Main Rd, Chesterfield, MA 01012
      652 Main Rd, Chesterfield, MA 01012
      /2

      Est $351,676 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,388 Sq Ft

      652 Main Rd, Chesterfield, MA 01012

      652 Main Rd, Chesterfield, MA 01012
    • 662 Main Rd, Chesterfield, MA 01012
      662 Main Rd, Chesterfield, MA 01012
      /2

      Est $436,629 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,469 Sq Ft

      662 Main Rd, Chesterfield, MA 01012

      662 Main Rd, Chesterfield, MA 01012
    • 666 Main Rd, Chesterfield, MA 01012
      666 Main Rd, Chesterfield, MA 01012
      /2

      Est $479,859 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 2,925 Sq Ft

      666 Main Rd, Chesterfield, MA 01012

      666 Main Rd, Chesterfield, MA 01012
    • 3 Damon Pond Rd, Chesterfield, MA 01012
      3 Damon Pond Rd, Chesterfield, MA 01012
      /2

      Est $247,772 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 990 Sq Ft

      3 Damon Pond Rd, Chesterfield, MA 01012

      3 Damon Pond Rd, Chesterfield, MA 01012
    • 1 Damon Pond Rd, Chesterfield, MA 01012
      1 Damon Pond Rd, Chesterfield, MA 01012
      /2

      Est $277,389 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,230 Sq Ft

      1 Damon Pond Rd, Chesterfield, MA 01012

      1 Damon Pond Rd, Chesterfield, MA 01012
    • 76 Bryant St, Chesterfield, MA 01012
      76 Bryant St, Chesterfield, MA 01012
      /2

      Est $339,809 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,104 Sq Ft

      76 Bryant St, Chesterfield, MA 01012

      76 Bryant St, Chesterfield, MA 01012
    • 74 Bryant St, Chesterfield, MA 01012
      74 Bryant St, Chesterfield, MA 01012
      /2

      Est $421,073 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,624 Sq Ft

      74 Bryant St, Chesterfield, MA 01012

      74 Bryant St, Chesterfield, MA 01012
    • 70 Bryant St, Chesterfield, MA 01012
      70 Bryant St, Chesterfield, MA 01012
      /2

      Est $242,730 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 700 Sq Ft

      70 Bryant St, Chesterfield, MA 01012

      70 Bryant St, Chesterfield, MA 01012
    • 68 Bryant St, Chesterfield, MA 01012
      68 Bryant St, Chesterfield, MA 01012
      /2

      Est $368,518 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,041 Sq Ft

      68 Bryant St, Chesterfield, MA 01012

      68 Bryant St, Chesterfield, MA 01012
    • 62 Bryant St, Chesterfield, MA 01012
      62 Bryant St, Chesterfield, MA 01012
      /2

      Est $229,271 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 926 Sq Ft

      62 Bryant St, Chesterfield, MA 01012

      62 Bryant St, Chesterfield, MA 01012
    • 60 Bryant St, Chesterfield, MA 01012
      60 Bryant St, Chesterfield, MA 01012
      /2

      Est $260,827 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 830 Sq Ft

      60 Bryant St, Chesterfield, MA 01012

      60 Bryant St, Chesterfield, MA 01012
    • 58 Bryant St, Chesterfield, MA 01012
      58 Bryant St, Chesterfield, MA 01012
      /2

      Est $393,556 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,120 Sq Ft

      58 Bryant St, Chesterfield, MA 01012

      58 Bryant St, Chesterfield, MA 01012
    • 56 Bryant St, Chesterfield, MA 01012
      56 Bryant St, Chesterfield, MA 01012
      /2

      Est $443,672 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 843 Sq Ft

      56 Bryant St, Chesterfield, MA 01012

      56 Bryant St, Chesterfield, MA 01012
    • 54 Bryant St, Chesterfield, MA 01012
      54 Bryant St, Chesterfield, MA 01012
      /2

      Est $296,244 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 945 Sq Ft

      54 Bryant St, Chesterfield, MA 01012

      54 Bryant St, Chesterfield, MA 01012
    • 46 Bryant St, Chesterfield, MA 01012
      46 Bryant St, Chesterfield, MA 01012
      /2

      Est $235,346 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 871 Sq Ft

      46 Bryant St, Chesterfield, MA 01012

      46 Bryant St, Chesterfield, MA 01012
    • 42 Bryant St, Chesterfield, MA 01012
      42 Bryant St, Chesterfield, MA 01012
      /2

      Est $225,928 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 540 Sq Ft

      42 Bryant St, Chesterfield, MA 01012

      42 Bryant St, Chesterfield, MA 01012
    • 117 Indian Hollow Rd, Chesterfield, MA 01012
      117 Indian Hollow Rd, Chesterfield, MA 01012
      /2

      Est $257,501 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 880 Sq Ft

      117 Indian Hollow Rd, Chesterfield, MA 01012

      117 Indian Hollow Rd, Chesterfield, MA 01012
    • 33 Ireland st Extension, West Chesterfield, MA 01084
      33 Ireland st Extension, West Chesterfield, MA 01084
      /2

      Not Listed For Sale

      • 6 Beds
      • 2 Baths
      • 2,627 Sq Ft

      33 Ireland st Extension, West Chesterfield, MA 01084

      33 Ireland st Extension, West Chesterfield, MA 01084
    • 313 East St, Williamsburg, MA 01096
      313 East St, Williamsburg, MA 01096
      /2

      Est $464,842 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,016 Sq Ft

      313 East St, Williamsburg, MA 01096

      313 East St, Williamsburg, MA 01096
    • 261 South St, Chesterfield, MA 01012
      261 South St, Chesterfield, MA 01012
      /2

      Est $635,623 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,953 Sq Ft

      261 South St, Chesterfield, MA 01012

      261 South St, Chesterfield, MA 01012
    • 9 Indian Hollow Rd, Chesterfield, MA 01012
      9 Indian Hollow Rd, Chesterfield, MA 01012
      /2

      Est $483,081 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft

      9 Indian Hollow Rd, Chesterfield, MA 01012

      9 Indian Hollow Rd, Chesterfield, MA 01012
    • 17 Indian Hollow Rd, Chesterfield, MA 01012
      17 Indian Hollow Rd, Chesterfield, MA 01012
      /2

      Est $390,640 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,372 Sq Ft

      17 Indian Hollow Rd, Chesterfield, MA 01012

      17 Indian Hollow Rd, Chesterfield, MA 01012
    • 25 Indian Hollow Rd, Chesterfield, MA 01012
      25 Indian Hollow Rd, Chesterfield, MA 01012
      /2

      Est $680,704 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,210 Sq Ft

      25 Indian Hollow Rd, Chesterfield, MA 01012

      25 Indian Hollow Rd, Chesterfield, MA 01012
    • 27 Indian Hollow Rd, Chesterfield, MA 01012
      27 Indian Hollow Rd, Chesterfield, MA 01012
      /2

      Est $344,913 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,365 Sq Ft

      27 Indian Hollow Rd, Chesterfield, MA 01012

      27 Indian Hollow Rd, Chesterfield, MA 01012
    • 29 Cowper Rd, Chesterfield, MA 01012
      29 Cowper Rd, Chesterfield, MA 01012
      /2

      Est $442,275 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,692 Sq Ft

      29 Cowper Rd, Chesterfield, MA 01012

      29 Cowper Rd, Chesterfield, MA 01012
    • 109 Indian Hollow Rd, Chesterfield, MA 01012
      109 Indian Hollow Rd, Chesterfield, MA 01012
      /2

      Est $233,948 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 680 Sq Ft

      109 Indian Hollow Rd, Chesterfield, MA 01012

      109 Indian Hollow Rd, Chesterfield, MA 01012
    • 79 Indian Hollow Rd, Chesterfield, MA 01012
      79 Indian Hollow Rd, Chesterfield, MA 01012
      /2

      Est $268,337 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 949 Sq Ft

      79 Indian Hollow Rd, Chesterfield, MA 01012

      79 Indian Hollow Rd, Chesterfield, MA 01012
    • 317 South St, Chesterfield, MA 01012
      317 South St, Chesterfield, MA 01012
      /2

      Est $302,124 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 916 Sq Ft

      317 South St, Chesterfield, MA 01012

      317 South St, Chesterfield, MA 01012
    • 301 South St, Chesterfield, MA 01012
      301 South St, Chesterfield, MA 01012
      /2

      Est $230,493 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 726 Sq Ft

      301 South St, Chesterfield, MA 01012

      301 South St, Chesterfield, MA 01012
    • 50 Indian Hollow Rd, Chesterfield, MA 01012
      50 Indian Hollow Rd, Chesterfield, MA 01012
      /2

      Est $328,566 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,262 Sq Ft

      50 Indian Hollow Rd, Chesterfield, MA 01012

      50 Indian Hollow Rd, Chesterfield, MA 01012

Showing Results 361 - 400, Page 10 of 18

Massachusetts Hampshire County Chesterfield

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