4,942

Sturbridge, MA Homes

Section Image
  • 199 New Boston Rd, Sturbridge, MA 01566
    199 New Boston Rd, Sturbridge, MA 01566
    199 New Boston Rd, Sturbridge, MA 01566
    /35

    $410,000

    Sold Sep 26, 2025

    199 New Boston Rd, Sturbridge, MA 01566

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Built 1972

    Last Sold Summary

    • 3% Above List Price
    • $342/SF
    • 10 Days On Market

    Current Estimated Value $415,946

    Last Listing Agent Alexandria Beane Red Door Realty

    199 New Boston Rd, Sturbridge, MA 01566
    • 137 Fairview Park Rd, Sturbridge, MA 01566
      137 Fairview Park Rd, Sturbridge, MA 01566
      137 Fairview Park Rd, Sturbridge, MA 01566
      /31

      Est $421,077

      Not Listed For Sale

      137 Fairview Park Rd, Sturbridge, MA 01566

      • 3 Beds
      • 2 Baths
      • 1,550 Sq Ft
      • Built 1969
      137 Fairview Park Rd, Sturbridge, MA 01566

      Last Sold Summary

      • 7 Days On Market

  • 33 Mountain Brook Rd, Sturbridge, MA 01566
    33 Mountain Brook Rd, Sturbridge, MA 01566
    33 Mountain Brook Rd, Sturbridge, MA 01566
    /42

    $1,065,000

    Sold Sep 23, 2025

    33 Mountain Brook Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2.5 Baths
    • 2,353 Sq Ft
    • Built 2002

    Last Sold Summary

    • 11% Below List Price
    • $453/SF
    • 7 Days On Market

    Current Estimated Value $1,058,850

    Last Listing Agent Ann Marie Sorensen ERA Key Realty Services- Auburn

    33 Mountain Brook Rd, Sturbridge, MA 01566
    • 6 Fairground Rd, Sturbridge, MA 01566
      6 Fairground Rd, Sturbridge, MA 01566
      6 Fairground Rd, Sturbridge, MA 01566
      /42

      Est $504,944

      Not Listed For Sale

      6 Fairground Rd, Sturbridge, MA 01566

      • 4 Beds
      • 2 Baths
      • 1,830 Sq Ft
      • Built 1935
      6 Fairground Rd, Sturbridge, MA 01566

      Last Sold Summary

      • 136 Days On Market

  • 40 Bentwood Dr, Sturbridge, MA 01566
    40 Bentwood Dr, Sturbridge, MA 01566
    40 Bentwood Dr, Sturbridge, MA 01566
    /34

    $495,000

    Sold Mar 12, 2026

    40 Bentwood Dr, Sturbridge, MA 01566

    • 3 Beds
    • 3 Baths
    • 4,034 Sq Ft
    • Built 1987

    Last Sold Summary

    • 17% Below List Price
    • $123/SF
    • 140 Days On Market

    Current Estimated Value $505,691

    Last Listing Agent Dawn Truax Red Door Realty

    40 Bentwood Dr, Sturbridge, MA 01566
    • 32 Draper Woods Rd, Fiskdale, MA 01518
      32 Draper Woods Rd, Fiskdale, MA 01518
      32 Draper Woods Rd, Fiskdale, MA 01518
      /42

      Est $767,052

      Not Listed For Sale

      32 Draper Woods Rd, Fiskdale, MA 01518

      • 4 Beds
      • 3.5 Baths
      • 2,346 Sq Ft
      • Built 2006
      32 Draper Woods Rd, Fiskdale, MA 01518

      Last Sold Summary

      • 4 Days On Market

  • 10 Blueberry Ln, Sturbridge, MA 01566
    10 Blueberry Ln, Sturbridge, MA 01566
    10 Blueberry Ln, Sturbridge, MA 01566
    /42

    $600,000

    Sold Jun 29, 2026

    10 Blueberry Ln, Sturbridge, MA 01566

    • 4 Beds
    • 3 Baths
    • 2,040 Sq Ft
    • Built 1968

    Last Sold Summary

    • 9% Above List Price
    • $294/SF
    • 7 Days On Market

    Current Estimated Value $617,874

    Last Listing Agent Amber Foley Byrnes Real Estate Group LLC

    10 Blueberry Ln, Sturbridge, MA 01566
    • 20 Draper Woods Rd, Fiskdale, MA 01518
      20 Draper Woods Rd, Fiskdale, MA 01518
      20 Draper Woods Rd, Fiskdale, MA 01518
      /40

      Est $751,335

      Not Listed For Sale

      20 Draper Woods Rd, Fiskdale, MA 01518

      • 4 Beds
      • 2.5 Baths
      • 2,566 Sq Ft
      • Built 2006
      20 Draper Woods Rd, Fiskdale, MA 01518

      Last Sold Summary

      • 3 Days On Market

  • 89 River Rd, Sturbridge, MA 01566
    89 River Rd, Sturbridge, MA 01566
    89 River Rd, Sturbridge, MA 01566
    /31

    $474,900

    Sold Dec 18, 2025

    89 River Rd, Sturbridge, MA 01566

    • 3 Beds
    • 3 Baths
    • 1,840 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Below List Price
    • $258/SF
    • 29 Days On Market

    Current Estimated Value $478,556

    Last Listing Agent James Black Real Broker MA, LLC

    89 River Rd, Sturbridge, MA 01566
    • 7 Draper Woods Rd, Fiskdale, MA 01518
      7 Draper Woods Rd, Fiskdale, MA 01518
      7 Draper Woods Rd, Fiskdale, MA 01518
      /38

      Est $725,017

      Not Listed For Sale

      7 Draper Woods Rd, Fiskdale, MA 01518

      • 4 Beds
      • 2.5 Baths
      • 2,384 Sq Ft
      • Built 2006
      7 Draper Woods Rd, Fiskdale, MA 01518

      Last Sold Summary

      • 6 Days On Market

  • 6 Jerry Rd, Sturbridge, MA 01566
    6 Jerry Rd, Sturbridge, MA 01566
    6 Jerry Rd, Sturbridge, MA 01566
    /37

    $440,000

    Sold Nov 10, 2025

    6 Jerry Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2 Baths
    • 2,314 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Above List Price
    • $190/SF
    • 5 Days On Market

    Current Estimated Value $486,910

    Last Listing Agent Lisa Boudreau CR Premier Properties

    6 Jerry Rd, Sturbridge, MA 01566
    • 2 Cricket Dr, Sturbridge, MA 01566
      2 Cricket Dr, Sturbridge, MA 01566
      2 Cricket Dr, Sturbridge, MA 01566
      /27

      Est $419,488

      Not Listed For Sale

      2 Cricket Dr, Sturbridge, MA 01566

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1966
      2 Cricket Dr, Sturbridge, MA 01566

      Last Sold Summary

      • 7 Days On Market

  • 8 Old Farm Rd, Sturbridge, MA 01566
    8 Old Farm Rd, Sturbridge, MA 01566
    8 Old Farm Rd, Sturbridge, MA 01566
    /30

    $482,000

    Sold Jun 24, 2026

    8 Old Farm Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • Built 1965

    Last Sold Summary

    • 6% Below List Price
    • $262/SF
    • 25 Days On Market

    Current Estimated Value $498,070

    Last Listing Agent Karen Russo Coldwell Banker Realty - Worcester

    8 Old Farm Rd, Sturbridge, MA 01566
    • 27 Cricket Dr, Sturbridge, MA 01566
      27 Cricket Dr, Sturbridge, MA 01566
      27 Cricket Dr, Sturbridge, MA 01566
      /29

      Est $400,419

      Not Listed For Sale

      27 Cricket Dr, Sturbridge, MA 01566

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1966
      27 Cricket Dr, Sturbridge, MA 01566

      Last Sold Summary

      • 109 Days On Market

  • 129 New Boston Rd, Sturbridge, MA 01566
    129 New Boston Rd, Sturbridge, MA 01566
    129 New Boston Rd, Sturbridge, MA 01566
    /29

    $430,000

    Sold Aug 08, 2025

    129 New Boston Rd, Sturbridge, MA 01566

    • 3 Beds
    • 1.5 Baths
    • 1,326 Sq Ft
    • Built 1981

    Last Sold Summary

    • $324/SF
    • 5 Days On Market

    Current Estimated Value $448,633

    Last Listing Agent Amanda Pearce RE/MAX Prof Associates

    129 New Boston Rd, Sturbridge, MA 01566
    • 15 Cricket Dr, Sturbridge, MA 01566
      15 Cricket Dr, Sturbridge, MA 01566
      15 Cricket Dr, Sturbridge, MA 01566
      /39

      Est $481,337

      Not Listed For Sale

      15 Cricket Dr, Sturbridge, MA 01566

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1965
      15 Cricket Dr, Sturbridge, MA 01566

      Last Sold Summary

      • 8 Days On Market

  • 45 River Rd, Sturbridge, MA 01566
    45 River Rd, Sturbridge, MA 01566
    45 River Rd, Sturbridge, MA 01566
    /41

    $685,000

    Sold Jul 10, 2026

    45 River Rd, Sturbridge, MA 01566

    • 4 Beds
    • 2.5 Baths
    • 2,652 Sq Ft
    • Built 1989

    Last Sold Summary

    • 1% Above List Price
    • $258/SF
    • 1 Day On Market

    Current Estimated Value $675,877

    Last Listing Agent Dawn Truax Red Door Realty

    45 River Rd, Sturbridge, MA 01566
    • 11 Cricket Dr, Sturbridge, MA 01566
      11 Cricket Dr, Sturbridge, MA 01566
      11 Cricket Dr, Sturbridge, MA 01566
      /41

      Est $552,480

      Not Listed For Sale

      11 Cricket Dr, Sturbridge, MA 01566

      • 3 Beds
      • 3 Baths
      • 1,946 Sq Ft
      • Built 1965
      11 Cricket Dr, Sturbridge, MA 01566

      Last Sold Summary

      • 10 Days On Market

  • 19 Bennetts Rd, Sturbridge, MA 01566
    19 Bennetts Rd, Sturbridge, MA 01566
    19 Bennetts Rd, Sturbridge, MA 01566
    /42

    $878,500

    Sold May 29, 2026

    19 Bennetts Rd, Sturbridge, MA 01566

    • 3 Beds
    • 4 Baths
    • 2,662 Sq Ft
    • Built 1930

    Last Sold Summary

    • 2% Below List Price
    • $330/SF
    • 6 Days On Market

    Current Estimated Value $894,206

    Last Listing Agent Amy Gerrish RE/MAX Prof Associates

    19 Bennetts Rd, Sturbridge, MA 01566
    • 53 Cricket Dr, Sturbridge, MA 01566
      53 Cricket Dr, Sturbridge, MA 01566
      53 Cricket Dr, Sturbridge, MA 01566
      /42

      Est $540,228

      Not Listed For Sale

      53 Cricket Dr, Sturbridge, MA 01566

      • 5 Beds
      • 3 Baths
      • 2,311 Sq Ft
      • Built 1968
      53 Cricket Dr, Sturbridge, MA 01566

      Last Sold Summary

      • 56 Days On Market

  • 28 Woodside Cir, Sturbridge, MA 01566
    28 Woodside Cir, Sturbridge, MA 01566
    28 Woodside Cir, Sturbridge, MA 01566
    /31

    $738,000

    Sold Oct 15, 2025

    28 Woodside Cir, Sturbridge, MA 01566

    • 4 Beds
    • 3.5 Baths
    • 4,385 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Below List Price
    • $168/SF
    • 165 Days On Market

    Current Estimated Value $774,280

    Last Listing Agent Jonathan Minerick homecoin.com

    28 Woodside Cir, Sturbridge, MA 01566
    • 69 Cricket Dr, Sturbridge, MA 01566
      69 Cricket Dr, Sturbridge, MA 01566
      69 Cricket Dr, Sturbridge, MA 01566
      /42

      Est $475,192

      Not Listed For Sale

      69 Cricket Dr, Sturbridge, MA 01566

      • 4 Beds
      • 2 Baths
      • 1,930 Sq Ft
      • Built 1968
      69 Cricket Dr, Sturbridge, MA 01566

      Last Sold Summary

      • 3 Days On Market

  • 135 Pine Ave, Sturbridge, MA 01566
    135 Pine Ave, Sturbridge, MA 01566
    135 Pine Ave, Sturbridge, MA 01566
    /28

    $175,000

    Sold Oct 01, 2025

    135 Pine Ave, Sturbridge, MA 01566

    • 2 Beds
    • 1.5 Baths
    • 980 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $179/SF
    • 17 Days On Market

    Last Listing Agent Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

    135 Pine Ave, Sturbridge, MA 01566
    • 87 Cricket Dr, Sturbridge, MA 01566
      87 Cricket Dr, Sturbridge, MA 01566
      87 Cricket Dr, Sturbridge, MA 01566
      /42

      Est $573,240

      Not Listed For Sale

      87 Cricket Dr, Sturbridge, MA 01566

      • 4 Beds
      • 4 Baths
      • 3,032 Sq Ft
      • Built 1971
      87 Cricket Dr, Sturbridge, MA 01566

      Last Sold Summary

      • 47 Days On Market

  • 109 Mcgilpin Rd, Sturbridge, MA 01566
    109 Mcgilpin Rd, Sturbridge, MA 01566
    109 Mcgilpin Rd, Sturbridge, MA 01566
    /38

    $837,000

    Sold Aug 14, 2025

    109 Mcgilpin Rd, Sturbridge, MA 01566

    • 4 Beds
    • 2.5 Baths
    • 3,068 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $273/SF
    • 9 Days On Market

    Current Estimated Value $837,950

    Last Listing Agent Michael Nugent RE/MAX Prof Associates

    109 Mcgilpin Rd, Sturbridge, MA 01566
    • 15 Country Hill Rd, Sturbridge, MA 01566
      15 Country Hill Rd, Sturbridge, MA 01566
      15 Country Hill Rd, Sturbridge, MA 01566
      /41

      Est $571,756

      Not Listed For Sale

      15 Country Hill Rd, Sturbridge, MA 01566

      • 4 Beds
      • 2 Baths
      • 2,198 Sq Ft
      • Built 1970
      15 Country Hill Rd, Sturbridge, MA 01566

      Last Sold Summary

      • 10 Days On Market

    • 98 Colonial Dr, Sturbridge, MA 01566
      98 Colonial Dr, Sturbridge, MA 01566
      98 Colonial Dr, Sturbridge, MA 01566
      /24

      Est $418,156

      Not Listed For Sale

      98 Colonial Dr, Sturbridge, MA 01566

      • 2 Beds
      • 1.5 Baths
      • 1,802 Sq Ft
      • Built 2002
      98 Colonial Dr, Sturbridge, MA 01566

      Last Sold Summary

      • 11 Days On Market

    • 96 Colonial Dr, Sturbridge, MA 01566
      96 Colonial Dr, Sturbridge, MA 01566
      96 Colonial Dr, Sturbridge, MA 01566
      /31

      Est $548,953

      Not Listed For Sale

      96 Colonial Dr, Sturbridge, MA 01566

      • 2 Beds
      • 2 Baths
      • 2,452 Sq Ft
      • Built 2000
      96 Colonial Dr, Sturbridge, MA 01566

      Last Sold Summary

      • 6 Days On Market

    • 115 Colonial Dr, Sturbridge, MA 01566
      115 Colonial Dr, Sturbridge, MA 01566
      115 Colonial Dr, Sturbridge, MA 01566
      /36

      Est $481,622

      Not Listed For Sale

      115 Colonial Dr, Sturbridge, MA 01566

      • 2 Beds
      • 2.5 Baths
      • 1,803 Sq Ft
      • Built 2002
      115 Colonial Dr, Sturbridge, MA 01566

      Last Sold Summary

      • 3 Days On Market

    • 21 Collette Rd, Sturbridge, MA 01518
      21 Collette Rd, Sturbridge, MA 01518
      21 Collette Rd, Sturbridge, MA 01518
      /42

      Est $526,458

      Not Listed For Sale

      21 Collette Rd, Sturbridge, MA 01518

      • 3 Beds
      • 3 Baths
      • 1,514 Sq Ft
      • Built 1988
      21 Collette Rd, Sturbridge, MA 01518

      Last Sold Summary

      • 6 Days On Market

    • 288 Clark Road Extension, Fiskdale, MA 01518
      288 Clark Road Extension, Fiskdale, MA 01518
      288 Clark Road Extension, Fiskdale, MA 01518
      /14

      Est $610,384

      Not Listed For Sale

      288 Clark Road Extension, Fiskdale, MA 01518

      • 3 Beds
      • 1 Bath
      • 1,391 Sq Ft
      • Built 1940
      288 Clark Road Extension, Fiskdale, MA 01518

      Last Sold Summary

      • 173 Days On Market

    • 38 Clark Rd, Fiskdale, MA 01518
      38 Clark Rd, Fiskdale, MA 01518
      38 Clark Rd, Fiskdale, MA 01518
      /30

      Est $408,543

      Not Listed For Sale

      38 Clark Rd, Fiskdale, MA 01518

      • 3 Beds
      • 1 Bath
      • 1,142 Sq Ft
      • Built 1996
      38 Clark Rd, Fiskdale, MA 01518

      Last Sold Summary

      • 117 Days On Market

    • 70 Clark Rd, Fiskdale, MA 01518
      70 Clark Rd, Fiskdale, MA 01518
      70 Clark Rd, Fiskdale, MA 01518
      /42

      Est $492,823

      Not Listed For Sale

      70 Clark Rd, Fiskdale, MA 01518

      • 3 Beds
      • 2 Baths
      • 2,914 Sq Ft
      • Built 1950
      70 Clark Rd, Fiskdale, MA 01518

      Last Sold Summary

      • 5 Days On Market

    • 87 Clark Rd, Fiskdale, MA 01518
      87 Clark Rd, Fiskdale, MA 01518
      87 Clark Rd, Fiskdale, MA 01518
      /42

      Est $617,927

      Not Listed For Sale

      87 Clark Rd, Fiskdale, MA 01518

      • 4 Beds
      • 2.5 Baths
      • 2,936 Sq Ft
      • Built 2002
      87 Clark Rd, Fiskdale, MA 01518

      Last Sold Summary

      • 83 Days On Market

    • 84 Clark Rd, Fiskdale, MA 01518
      84 Clark Rd, Fiskdale, MA 01518
      84 Clark Rd, Fiskdale, MA 01518
      /30

      Est $454,002

      Not Listed For Sale

      84 Clark Rd, Fiskdale, MA 01518

      • 4 Beds
      • 1 Bath
      • 1,528 Sq Ft
      • Built 1953
      84 Clark Rd, Fiskdale, MA 01518

      Last Sold Summary

      • 69 Days On Market

    • 5 Cherry Brook Cir, Sturbridge, MA 01566
      5 Cherry Brook Cir, Sturbridge, MA 01566
      5 Cherry Brook Cir, Sturbridge, MA 01566
      /31

      Est $617,047

      Not Listed For Sale

      5 Cherry Brook Cir, Sturbridge, MA 01566

      • 3 Beds
      • 2 Baths
      • 2,020 Sq Ft
      • Built 1998
      5 Cherry Brook Cir, Sturbridge, MA 01566

      Last Sold Summary

      • 27 Days On Market

    • 5 Charlton St, Sturbridge, MA 01566
      5 Charlton St, Sturbridge, MA 01566
      5 Charlton St, Sturbridge, MA 01566
      /41

      Est $383,720

      Not Listed For Sale

      5 Charlton St, Sturbridge, MA 01566

      • 5 Beds
      • 2.5 Baths
      • 2,410 Sq Ft
      • Built 1816
      5 Charlton St, Sturbridge, MA 01566

      Last Sold Summary

      • 8 Days On Market

    • 16 Cedar St, Sturbridge, MA 01566
      16 Cedar St, Sturbridge, MA 01566
      16 Cedar St, Sturbridge, MA 01566
      /26

      Est $405,092

      Not Listed For Sale

      16 Cedar St, Sturbridge, MA 01566

      • 3 Beds
      • 1 Bath
      • 1,470 Sq Ft
      • Built 1940
      16 Cedar St, Sturbridge, MA 01566

      Last Sold Summary

      • 4 Days On Market

    • 98 Cedar St, Sturbridge, MA 01566
      98 Cedar St, Sturbridge, MA 01566
      98 Cedar St, Sturbridge, MA 01566
      /41

      Est $515,300

      Not Listed For Sale

      98 Cedar St, Sturbridge, MA 01566

      • 2 Beds
      • 2 Baths
      • 2,232 Sq Ft
      • Built 2002
      98 Cedar St, Sturbridge, MA 01566

      Last Sold Summary

      • 4 Days On Market

    • 120 Cedar St, Sturbridge, MA 01566
      120 Cedar St, Sturbridge, MA 01566
      120 Cedar St, Sturbridge, MA 01566
      /42

      Est $393,876

      Not Listed For Sale

      120 Cedar St, Sturbridge, MA 01566

      • 4 Beds
      • 1.5 Baths
      • 1,580 Sq Ft
      • Built 1960
      120 Cedar St, Sturbridge, MA 01566

      Last Sold Summary

      • 5 Days On Market

Showing Results 321 - 360, Page 9 of 18

Massachusetts Worcester County

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