3,623

Homes in ZIP Code 01566

Section Image
  • 320 Poplar Ave, Sturbridge, MA 01566
    320 Poplar Ave, Sturbridge, MA 01566
    320 Poplar Ave, Sturbridge, MA 01566
    /22

    $179,900 Sold Oct 31, 2025

    320 Poplar Ave, Sturbridge, MA 01566

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1991

    Last Sold Summary

    • 5% Below List Price
    • $164/SF
    • 10 Days On Market

    Last Listing Agent Stephanie Lachapelle Compass

    320 Poplar Ave, Sturbridge, MA 01566
    • 464 Leadmine Rd, Sturbridge, MA 01566
      464 Leadmine Rd, Sturbridge, MA 01566
      464 Leadmine Rd, Sturbridge, MA 01566
      /41

      Est $660,936 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,100 Sq Ft

      464 Leadmine Rd, Sturbridge, MA 01566

      464 Leadmine Rd, Sturbridge, MA 01566
  • 6 Cedar Pond Dr, Sturbridge, MA 01566
    6 Cedar Pond Dr, Sturbridge, MA 01566
    6 Cedar Pond Dr, Sturbridge, MA 01566
    /11

    $375,000 Sold Jan 12, 2026

    6 Cedar Pond Dr, Sturbridge, MA 01566

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1935

    Last Sold Summary

    • 21% Below List Price
    • $391/SF
    • 66 Days On Market

    Last Listing Agent Mike Dagilis Property Partners Real Estate LLC

    6 Cedar Pond Dr, Sturbridge, MA 01566
    • 317 Leadmine Rd, Fiskdale, MA 01518
      317 Leadmine Rd, Fiskdale, MA 01518
      317 Leadmine Rd, Fiskdale, MA 01518
      /38

      Est $431,758 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,554 Sq Ft

      317 Leadmine Rd, Fiskdale, MA 01518

      317 Leadmine Rd, Fiskdale, MA 01518
  • 60 Allen Rd, Sturbridge, MA 01566
    60 Allen Rd, Sturbridge, MA 01566
    60 Allen Rd, Sturbridge, MA 01566
    /34

    $555,000 Sold Nov 21, 2025

    60 Allen Rd, Sturbridge, MA 01566

    • 4 Beds
    • 2.5 Baths
    • 2,032 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Above List Price
    • $273/SF
    • 13 Days On Market

    Current Estimated Value $547,127

    Last Listing Agent Stephanie Lachapelle Compass

    60 Allen Rd, Sturbridge, MA 01566
    • 118 Leadmine Ln, Sturbridge, MA 01518
      118 Leadmine Ln, Sturbridge, MA 01518
      118 Leadmine Ln, Sturbridge, MA 01518
      /40

      Est $788,551 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,972 Sq Ft

      118 Leadmine Ln, Sturbridge, MA 01518

      118 Leadmine Ln, Sturbridge, MA 01518
  • 39 Mashapaug Rd, Sturbridge, MA 01566
    39 Mashapaug Rd, Sturbridge, MA 01566
    39 Mashapaug Rd, Sturbridge, MA 01566
    /40

    $389,000 Sold Aug 04, 2025

    39 Mashapaug Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2 Baths
    • 1,644 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Above List Price
    • $237/SF
    • 9 Days On Market

    Current Estimated Value $390,698

    Last Listing Agent Moira McGrath Keller Williams Pinnacle Central

    39 Mashapaug Rd, Sturbridge, MA 01566
    • 126 Lane 10, Sturbridge, MA 01566
      126 Lane 10, Sturbridge, MA 01566
      126 Lane 10, Sturbridge, MA 01566
      /18

      Est $519,973 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 822 Sq Ft

      126 Lane 10, Sturbridge, MA 01566

      126 Lane 10, Sturbridge, MA 01566
  • 8 Shepard Place, Sturbridge, MA 01566
    8 Shepard Place, Sturbridge, MA 01566
    8 Shepard Place, Sturbridge, MA 01566
    /38

    $545,000 Sold Oct 27, 2025

    8 Shepard Place, Sturbridge, MA 01566

    • 3 Beds
    • 1.5 Baths
    • 2,160 Sq Ft
    • Built 1960

    Last Sold Summary

    • 15% Above List Price
    • $252/SF
    • 5 Days On Market

    Current Estimated Value $532,879

    Last Listing Agent We Close Deals Team Lamacchia Realty, Inc.

    8 Shepard Place, Sturbridge, MA 01566
    • 8 Ladd Rd, Sturbridge, MA 01566
      8 Ladd Rd, Sturbridge, MA 01566
      8 Ladd Rd, Sturbridge, MA 01566
      /42

      Est $574,760 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,756 Sq Ft

      8 Ladd Rd, Sturbridge, MA 01566

      8 Ladd Rd, Sturbridge, MA 01566
  • 30 South Rd, Sturbridge, MA 01566
    30 South Rd, Sturbridge, MA 01566
    30 South Rd, Sturbridge, MA 01566
    /7

    $60,000 Sold Oct 15, 2025

    30 South Rd, Sturbridge, MA 01566

    • Land
    • 2.77 Acres
    • $21,661 per Acre

    Last Sold Summary

    • 32% Below List Price
    • 265 Days On Market

    Current Estimated Value $501,000

    Last Listing Agent Katie Weaver Coldwell Banker Realty - Worcester

    30 South Rd, Sturbridge, MA 01566
    • 12 Hawthorne Rd, Sturbridge, MA 01566
      12 Hawthorne Rd, Sturbridge, MA 01566
      12 Hawthorne Rd, Sturbridge, MA 01566
      /27

      Est $427,180 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft

      12 Hawthorne Rd, Sturbridge, MA 01566

      12 Hawthorne Rd, Sturbridge, MA 01566
  • 7 Birch St, Sturbridge, MA 01566
    7 Birch St, Sturbridge, MA 01566
    7 Birch St, Sturbridge, MA 01566
    /26

    $540,000 Sold Sep 25, 2025

    7 Birch St, Sturbridge, MA 01566

    • 4 Beds
    • 2.5 Baths
    • 1,944 Sq Ft
    • Built 2005

    Last Sold Summary

    • 4% Below List Price
    • $278/SF
    • 53 Days On Market

    Current Estimated Value $551,628

    Last Listing Agent Richard Stockhaus Lakefront Living Realty, LLC

    7 Birch St, Sturbridge, MA 01566
    • 5 Hawthorne Rd, Sturbridge, MA 01566
      5 Hawthorne Rd, Sturbridge, MA 01566
      5 Hawthorne Rd, Sturbridge, MA 01566
      /41

      Est $500,913 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,561 Sq Ft

      5 Hawthorne Rd, Sturbridge, MA 01566

      5 Hawthorne Rd, Sturbridge, MA 01566
  • 254 Holland Rd, Sturbridge, MA 01518
    254 Holland Rd, Sturbridge, MA 01518
    254 Holland Rd, Sturbridge, MA 01518
    /42

    $550,000 Sold Apr 02, 2025

    254 Holland Rd, Sturbridge, MA 01518

    • 3 Beds
    • 2.5 Baths
    • 2,352 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $234/SF
    • 124 Days On Market

    Current Estimated Value $475,283

    Last Listing Agent Brenda Ryan Aucoin Ryan Realty

    254 Holland Rd, Sturbridge, MA 01518
    • 18 Hall Rd, Sturbridge, MA 01566
      18 Hall Rd, Sturbridge, MA 01566
      18 Hall Rd, Sturbridge, MA 01566
      /36

      Est $546,680 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,056 Sq Ft

      18 Hall Rd, Sturbridge, MA 01566

      18 Hall Rd, Sturbridge, MA 01566
  • 99 Breakneck Rd, Sturbridge, MA 01566
    99 Breakneck Rd, Sturbridge, MA 01566
    99 Breakneck Rd, Sturbridge, MA 01566
    /28

    $550,000 Sold Nov 20, 2025

    99 Breakneck Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft
    • Built 2003

    Last Sold Summary

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

    Current Estimated Value $542,991

    Last Listing Agent Gracellen Riel RE/MAX Prof Associates

    99 Breakneck Rd, Sturbridge, MA 01566
    • 3 Goodrich Rd, Sturbridge, MA 01566
      3 Goodrich Rd, Sturbridge, MA 01566
      3 Goodrich Rd, Sturbridge, MA 01566
      /35

      Est $706,285 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,118 Sq Ft

      3 Goodrich Rd, Sturbridge, MA 01566

      3 Goodrich Rd, Sturbridge, MA 01566
  • 235 Podunk Rd, Sturbridge, MA 01566
    235 Podunk Rd, Sturbridge, MA 01566
    235 Podunk Rd, Sturbridge, MA 01566
    /11

    $110,000 Sold Nov 25, 2025

    235 Podunk Rd, Sturbridge, MA 01566

    • Land
    • 1.04 Acres
    • $105,769 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 3 Days On Market

    Last Listing Agent Samantha Butkiewicus ERA Key Realty Services- Spenc

    235 Podunk Rd, Sturbridge, MA 01566
    • 60 Goodrich Rd, Sturbridge, MA 01566
      60 Goodrich Rd, Sturbridge, MA 01566
      60 Goodrich Rd, Sturbridge, MA 01566
      /23

      Est $384,607 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,072 Sq Ft

      60 Goodrich Rd, Sturbridge, MA 01566

      60 Goodrich Rd, Sturbridge, MA 01566
  • 170 Lane 8, Sturbridge, MA 01566
    170 Lane 8, Sturbridge, MA 01566
    170 Lane 8, Sturbridge, MA 01566
    /40

    $699,900 Sold Apr 04, 2025

    170 Lane 8, Sturbridge, MA 01566

    • 4 Beds
    • 2.5 Baths
    • 2,380 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $294/SF
    • 117 Days On Market

    Last Listing Agent Julie Horrigan RE/MAX Prof Associates

    170 Lane 8, Sturbridge, MA 01566
    • 16 Gedeon Ave, Sturbridge, MA 01566
      16 Gedeon Ave, Sturbridge, MA 01566
      16 Gedeon Ave, Sturbridge, MA 01566
      /28

      Est $474,394 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,162 Sq Ft

      16 Gedeon Ave, Sturbridge, MA 01566

      16 Gedeon Ave, Sturbridge, MA 01566
  • 24 Bentwood Dr Unit 24, Sturbridge, MA 01566
    24 Bentwood Dr Unit 24, Sturbridge, MA 01566
    24 Bentwood Dr Unit 24, Sturbridge, MA 01566
    /32

    $315,000 Sold Apr 04, 2025

    24 Bentwood Dr Unit 24, Sturbridge, MA 01566

    • 3 Beds
    • 2.5 Baths
    • 1,278 Sq Ft
    • Built 1987

    Last Sold Summary

    • 7% Below List Price
    • $246/SF
    • 39 Days On Market

    Current Estimated Value $337,817

    Last Listing Agent Keith Krikorian Keller Williams Boston MetroWest

    24 Bentwood Dr Unit 24, Sturbridge, MA 01566
    • 56 Fiske Hill Rd, Sturbridge, MA 01566
      56 Fiske Hill Rd, Sturbridge, MA 01566
      56 Fiske Hill Rd, Sturbridge, MA 01566
      /39

      Est $626,848 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,223 Sq Ft

      56 Fiske Hill Rd, Sturbridge, MA 01566

      56 Fiske Hill Rd, Sturbridge, MA 01566
  • 8 South Rd, Sturbridge, MA 01566
    8 South Rd, Sturbridge, MA 01566
    8 South Rd, Sturbridge, MA 01566
    /32

    $599,000 Sold Mar 26, 2025

    8 South Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2.5 Baths
    • 2,312 Sq Ft
    • Built 2004

    Last Sold Summary

    • $259/SF
    • 12 Days On Market

    Current Estimated Value $627,090

    Last Listing Agent Julie Horrigan RE/MAX Prof Associates

    8 South Rd, Sturbridge, MA 01566
    • 67 Fiske Hill Rd, Sturbridge, MA 01566
      67 Fiske Hill Rd, Sturbridge, MA 01566
      67 Fiske Hill Rd, Sturbridge, MA 01566
      /35

      Est $513,422 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,103 Sq Ft

      67 Fiske Hill Rd, Sturbridge, MA 01566

      67 Fiske Hill Rd, Sturbridge, MA 01566
  • 36 Betsy Ross Cir, Sturbridge, MA 01566
    36 Betsy Ross Cir, Sturbridge, MA 01566
    36 Betsy Ross Cir, Sturbridge, MA 01566
    /31

    $438,000 Sold Mar 28, 2025

    36 Betsy Ross Cir, Sturbridge, MA 01566

    • 2 Beds
    • 2.5 Baths
    • 1,938 Sq Ft
    • Built 1994

    Last Sold Summary

    • $226/SF
    • 2 Days On Market

    Current Estimated Value $462,733

    Last Listing Agent Kristen Kaskela Berkshire Hathaway Home Service New England Properties

    36 Betsy Ross Cir, Sturbridge, MA 01566
    • 112 Fiske Hill Rd, Sturbridge, MA 01566
      112 Fiske Hill Rd, Sturbridge, MA 01566
      112 Fiske Hill Rd, Sturbridge, MA 01566
      /25

      Est $562,753 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,000 Sq Ft

      112 Fiske Hill Rd, Sturbridge, MA 01566

      112 Fiske Hill Rd, Sturbridge, MA 01566
  • 74 Bentwood Dr, Sturbridge, MA 01566
    74 Bentwood Dr, Sturbridge, MA 01566
    74 Bentwood Dr, Sturbridge, MA 01566
    /18

    $322,500 Sold May 30, 2025

    74 Bentwood Dr, Sturbridge, MA 01566

    • 2 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $230/SF
    • 15 Days On Market

    Current Estimated Value $308,028

    Last Listing Agent Alexandria Beane Red Door Realty

    74 Bentwood Dr, Sturbridge, MA 01566
    • 2 Field Dr, Sturbridge, MA 01566
      2 Field Dr, Sturbridge, MA 01566
      2 Field Dr, Sturbridge, MA 01566
      /30

      Est $492,707 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,728 Sq Ft

      2 Field Dr, Sturbridge, MA 01566

      2 Field Dr, Sturbridge, MA 01566
  • 150 Podunk Rd, Sturbridge, MA 01566
    150 Podunk Rd, Sturbridge, MA 01566
    150 Podunk Rd, Sturbridge, MA 01566
    /34

    $485,000 Sold Dec 04, 2025

    150 Podunk Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2.5 Baths
    • 1,948 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Above List Price
    • $249/SF
    • 33 Days On Market

    Last Listing Agent Shana McKendall Heritage & Main Real Estate Inc.

    150 Podunk Rd, Sturbridge, MA 01566
    • 6 Fairview Park Rd, Sturbridge, MA 01566
      6 Fairview Park Rd, Sturbridge, MA 01566
      6 Fairview Park Rd, Sturbridge, MA 01566
      /30

      Est $395,244 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,344 Sq Ft

      6 Fairview Park Rd, Sturbridge, MA 01566

      6 Fairview Park Rd, Sturbridge, MA 01566
  • 141 Pine Ave, Sturbridge, MA 01566
    141 Pine Ave, Sturbridge, MA 01566
    141 Pine Ave, Sturbridge, MA 01566
    /22

    $168,000 Sold Jun 23, 2025

    141 Pine Ave, Sturbridge, MA 01566

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft
    • Built 1988

    Last Sold Summary

    • 4% Below List Price
    • $171/SF
    • 8 Days On Market

    Last Listing Agent Michelle Sweeney The Neighborhood Realty Group

    141 Pine Ave, Sturbridge, MA 01566
    • 42 Fairview Park Rd, Sturbridge, MA 01566
      42 Fairview Park Rd, Sturbridge, MA 01566
      42 Fairview Park Rd, Sturbridge, MA 01566
      /41

      Est $533,183 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,938 Sq Ft

      42 Fairview Park Rd, Sturbridge, MA 01566

      42 Fairview Park Rd, Sturbridge, MA 01566
  • 25 Woodside Cir, Sturbridge, MA 01566
    25 Woodside Cir, Sturbridge, MA 01566
    25 Woodside Cir, Sturbridge, MA 01566
    /39

    $650,000 Sold Apr 08, 2025

    25 Woodside Cir, Sturbridge, MA 01566

    • 3 Beds
    • 2.5 Baths
    • 2,896 Sq Ft
    • Built 1991

    Last Sold Summary

    • 5% Above List Price
    • $224/SF
    • 4 Days On Market

    Current Estimated Value $667,890

    Last Listing Agent Sue Gordon Castinetti Realty Group

    25 Woodside Cir, Sturbridge, MA 01566
    • 123 Fairview Park Rd, Sturbridge, MA 01566
      123 Fairview Park Rd, Sturbridge, MA 01566
      123 Fairview Park Rd, Sturbridge, MA 01566
      /29

      Est $384,431 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,092 Sq Ft

      123 Fairview Park Rd, Sturbridge, MA 01566

      123 Fairview Park Rd, Sturbridge, MA 01566
  • 28 Allen Rd, Sturbridge, MA 01566
    28 Allen Rd, Sturbridge, MA 01566
    28 Allen Rd, Sturbridge, MA 01566
    /33

    $655,000 Sold Jan 20, 2026

    28 Allen Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2.5 Baths
    • 2,280 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $287/SF
    • 37 Days On Market

    Last Listing Agent Paul Murphy Coldwell Banker Realty - Worcester

    28 Allen Rd, Sturbridge, MA 01566
    • 6 Fairground Rd, Sturbridge, MA 01566
      6 Fairground Rd, Sturbridge, MA 01566
      6 Fairground Rd, Sturbridge, MA 01566
      /42

      Est $502,234 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,830 Sq Ft

      6 Fairground Rd, Sturbridge, MA 01566

      6 Fairground Rd, Sturbridge, MA 01566
  • 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 $415,650

    Last Listing Agent Alexandria Beane Red Door Realty

    199 New Boston Rd, Sturbridge, MA 01566
    • 5 Cricket Dr, Sturbridge, MA 01566
      5 Cricket Dr, Sturbridge, MA 01566
      5 Cricket Dr, Sturbridge, MA 01566
      /28

      Est $455,585 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,464 Sq Ft

      5 Cricket Dr, Sturbridge, MA 01566

      5 Cricket Dr, Sturbridge, MA 01566

Showing Results 201 - 240, Page 6 of 18

Massachusetts Worcester County Sturbridge 01566

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