108

Recently Sold Homes in 01566

Section Image
  • /29

    $625,000

    Sold Jun 23, 2025

    66 Westwood Dr, Sturbridge, MA 01566

    • Land
    • 11.61 Acres
    • $53,833 per Acre

    Last Sold Summary

    • 30% Below List Price
    • 11 Days On Market

    Current Estimated Value $595,283

    Last Listing Agent Maureen Cimoch Hope Real Estate Group, Inc.

    66 Westwood Dr, Sturbridge, MA 01566
  • /2

    $60,000

    Sold Nov 18, 2025

    249 Holland Rd, Sturbridge, MA 01566

    • Land
    • 1 Acre
    • $60,000 per Acre

    Last Sold Summary

    • 39% Below List Price
    • 57 Days On Market

    Current Estimated Value $70,586

    Last Listing Agent VIP Group Moor Realty Group

    249 Holland Rd, Sturbridge, MA 01566
  • /41

    $845,000

    Sold Oct 28, 2025

    101 Mcgilpin Rd, Sturbridge, MA 01566

    • 4 Beds
    • 2.5 Baths
    • 3,100 Sq Ft
    • Built 2003

    Last Sold Summary

    • $273/SF
    • 11 Days On Market

    Current Estimated Value $824,319

    Last Listing Agent Stephanie Lachapelle Compass

    101 Mcgilpin Rd, Sturbridge, MA 01566
  • /42

    $650,000

    Sold Aug 15, 2025

    16 Preserve Way, Sturbridge, MA 01566

    • 4 Beds
    • 2.5 Baths
    • 2,836 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Below List Price
    • $229/SF
    • 31 Days On Market

    Current Estimated Value $690,467

    Last Listing Agent Jennifer Jones Premeer Real Estate Inc.

    16 Preserve Way, Sturbridge, MA 01566
  • /42

    $615,000

    Sold Feb 27, 2026

    55 Fiske Hill Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2.5 Baths
    • 2,305 Sq Ft
    • Built 1930

    Last Sold Summary

    • 1% Below List Price
    • $267/SF
    • 42 Days On Market

    Current Estimated Value $603,689

    Last Listing Agent Adam Lajeunesse Real Broker MA, LLC

    55 Fiske Hill Rd, Sturbridge, MA 01566
  • /42

    $634,900

    Sold Sep 26, 2025

    74 Fiske Hill Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2.5 Baths
    • 3,552 Sq Ft
    • Built 1968

    Last Sold Summary

    • 6% Below List Price
    • $179/SF
    • 47 Days On Market

    Current Estimated Value $694,299

    Last Listing Agent Tammy Grzembski Hometown National Realty Inc.

    74 Fiske Hill Rd, Sturbridge, MA 01566
  • /27

    $357,000

    Sold Mar 18, 2026

    46 Westwood Dr, Sturbridge, MA 01566

    • 3 Beds
    • 1 Bath
    • 1,155 Sq Ft
    • Built 1968

    Last Sold Summary

    • 10% Above List Price
    • $309/SF
    • 4 Days On Market

    Current Estimated Value $381,685

    Last Listing Agent Kenneth Davis Omni Realty Associates, LLC

    46 Westwood Dr, Sturbridge, MA 01566
  • /33

    $564,000

    Sold Jan 12, 2026

    6 Apple Hill Rd, Sturbridge, MA 01566

    • 4 Beds
    • 2.5 Baths
    • 2,466 Sq Ft
    • Built 1975

    Last Sold Summary

    • 2% Below List Price
    • $229/SF
    • 15 Days On Market

    Current Estimated Value $565,122

    Last Listing Agent John DaRosa eXp Realty LLC - Corporate Office

    6 Apple Hill Rd, Sturbridge, MA 01566
  • /33

    $230,000

    Sold May 05, 2026

    39 Park Ave, Sturbridge, MA 01566

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft
    • Built 2024

    Last Sold Summary

    • 6% Below List Price
    • $288/SF
    • 132 Days On Market

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    39 Park Ave, Sturbridge, MA 01566
  • /38

    $490,000

    Sold Nov 14, 2025

    22 Mountain Brook Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2 Baths
    • 1,489 Sq Ft
    • Built 1940

    Last Sold Summary

    • 8% Below List Price
    • $329/SF
    • 118 Days On Market

    Current Estimated Value $422,225

    Last Listing Agent Samantha Butkiewicus ERA Key Realty Services- Spenc

    22 Mountain Brook Rd, Sturbridge, MA 01566
  • /39

    $425,000

    Sold Dec 31, 2025

    1 Leslie Ln, Sturbridge, MA 01566

    • 3 Beds
    • 1 Bath
    • 1,341 Sq Ft
    • Built 1965

    Last Sold Summary

    • 17% Below List Price
    • $317/SF
    • 29 Days On Market

    Current Estimated Value $431,055

    Last Listing Agent Michelle Terry Team eXp Realty

    1 Leslie Ln, Sturbridge, MA 01566
  • /18

    $378,000

    Sold Sep 04, 2025

    57 Westwood Dr, Sturbridge, MA 01566

    • 3 Beds
    • 1 Bath
    • 1,312 Sq Ft
    • Built 1977

    Last Sold Summary

    • 10% Below List Price
    • $288/SF
    • 40 Days On Market

    Current Estimated Value $393,527

    Last Listing Agent Gerald Creamer Champion Real Estate, Inc.

    57 Westwood Dr, Sturbridge, MA 01566
  • /34

    $425,000

    Sold Jul 09, 2025

    3 Gedeon Ave, Sturbridge, MA 01566

    • 4 Beds
    • 2 Baths
    • 1,980 Sq Ft
    • Built 1971

    Last Sold Summary

    • 5% Below List Price
    • $215/SF
    • 30 Days On Market

    Current Estimated Value $456,496

    Last Listing Agent Danita Boutiette Century 21 North East

    3 Gedeon Ave, Sturbridge, MA 01566
  • /38

    $640,000

    Sold Jun 11, 2025

    28 Woodlawn Dr, Sturbridge, MA 01566

    • 4 Beds
    • 3 Baths
    • 2,812 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Above List Price
    • $228/SF
    • 5 Days On Market

    Current Estimated Value $653,583

    Last Listing Agent Stephanie Lachapelle Compass

    28 Woodlawn Dr, Sturbridge, MA 01566
  • /41

    $570,000

    Sold Jan 14, 2026

    62 Allen Rd, Sturbridge, MA 01566

    • 4 Beds
    • 2.5 Baths
    • 3,880 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Above List Price
    • $147/SF
    • 5 Days On Market

    Current Estimated Value $573,759

    Last Listing Agent Stephanie Lachapelle Compass

    62 Allen Rd, Sturbridge, MA 01566
  • /4

    $500,000

    Sold May 15, 2026

    0 Fiske Hill Rd, Sturbridge, MA 01566

    • Land
    • 25 Acres
    • $20,000 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 382 Days On Market

    Last Listing Agent David Ford RE/MAX Prof Associates

    0 Fiske Hill Rd, Sturbridge, MA 01566
  • /32

    $173,500

    Sold Sep 30, 2025

    126 Pine Ave, Sturbridge, MA 01566

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $177/SF
    • 3 Days On Market

    Last Listing Agent Moira McGrath Keller Williams Pinnacle Central

    126 Pine Ave, Sturbridge, MA 01566
  • /6

    $65,000

    Sold Oct 15, 2025

    34 South Rd, Sturbridge, MA 01566

    • Land
    • 2.72 Acres
    • $23,897 per Acre

    Last Sold Summary

    • 32% Below List Price
    • 738 Days On Market

    Current Estimated Value $452,333

    Last Listing Agent Wheway Group Coldwell Banker Realty - Western MA

    34 South Rd, Sturbridge, MA 01566
  • /42

    $440,000

    Sold Feb 13, 2026

    323 New Boston Rd, Sturbridge, MA 01566

    • 3 Beds
    • 1 Bath
    • 1,546 Sq Ft
    • Built 1949

    Last Sold Summary

    • 15% Below List Price
    • $285/SF
    • 161 Days On Market

    Current Estimated Value $441,697

    Last Listing Agent Lori Berry The Neighborhood Realty Group

    323 New Boston Rd, Sturbridge, MA 01566
  • /33

    $450,000

    Sold Aug 25, 2025

    99 Cricket Dr, Sturbridge, MA 01566

    • 3 Beds
    • 2 Baths
    • 1,892 Sq Ft
    • Built 1981

    Last Sold Summary

    • $238/SF
    • 13 Days On Market

    Current Estimated Value $463,299

    Last Listing Agent Joann Impallaria RE/MAX Prof Associates

    99 Cricket Dr, Sturbridge, MA 01566
  • /18

    $175,000

    Sold May 07, 2026

    56 Park Ave, Sturbridge, MA 01566

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Built 1995

    Last Sold Summary

    • $179/SF
    • 28 Days On Market

    Last Listing Agent Keith Hollett Coldwell Banker Realty - Worcester

    56 Park Ave, Sturbridge, MA 01566
  • /33

    $405,000

    Sold Jul 16, 2025

    10 Vinton Rd, Sturbridge, MA 01566

    • 3 Beds
    • 1.5 Baths
    • 1,324 Sq Ft
    • Built 1990

    Last Sold Summary

    • 1% Below List Price
    • $306/SF
    • 25 Days On Market

    Current Estimated Value $420,221

    Last Listing Agent James Black Real Broker MA, LLC

    10 Vinton Rd, Sturbridge, MA 01566
  • /42

    $1,431,000

    Sold Jan 05, 2026

    132 Lane 9, Sturbridge, MA 01566

    • 5 Beds
    • 4.5 Baths
    • 4,352 Sq Ft
    • Built 2021

    Last Sold Summary

    • 5% Below List Price
    • $329/SF
    • 52 Days On Market

    Current Estimated Value $1,271,131

    Last Listing Agent Julie Horrigan RE/MAX Prof Associates

    132 Lane 9, Sturbridge, MA 01566
  • /24

    $155,000

    Sold Sep 11, 2025

    10 Mountain Brook Rd, Sturbridge, MA 01566

    • 2 Beds
    • 1 Bath
    • 1,222 Sq Ft
    • Built 1964

    Last Sold Summary

    • 14% Below List Price
    • $127/SF
    • 9 Days On Market

    Current Estimated Value $284,723

    Last Listing Agent Thomas Blake RE/MAX Liberty

    10 Mountain Brook Rd, Sturbridge, MA 01566
  • /35

    $455,000

    Sold Apr 16, 2026

    73 New Boston Rd, Sturbridge, MA 01566

    • 4 Beds
    • 1.5 Baths
    • 2,032 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Below List Price
    • $224/SF
    • 182 Days On Market

    Current Estimated Value $472,616

    Last Listing Agent Pamela Bott Media Realty Group Elite

    73 New Boston Rd, Sturbridge, MA 01566
  • /33

    $393,000

    Sold Dec 04, 2025

    6 Mcgilpin Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2.5 Baths
    • 1,888 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Below List Price
    • $208/SF
    • 23 Days On Market

    Current Estimated Value $424,804

    Last Listing Agent Michael Nugent RE/MAX Prof Associates

    6 Mcgilpin Rd, Sturbridge, MA 01566
  • /42

    $425,000

    Sold Sep 03, 2025

    65 Breakneck Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2 Baths
    • 2,377 Sq Ft
    • Built 1986

    Last Sold Summary

    • 11% Below List Price
    • $179/SF
    • 11 Days On Market

    Current Estimated Value $462,828

    Last Listing Agent Jaime Thorsen Janice Mitchell R.E., Inc

    65 Breakneck Rd, Sturbridge, MA 01566
  • /35

    $386,000

    Sold May 15, 2026

    8 Village Green, Sturbridge, MA 01566

    • 2 Beds
    • 1.5 Baths
    • 1,300 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Below List Price
    • $297/SF
    • 26 Days On Market

    Current Estimated Value $384,174

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    8 Village Green, Sturbridge, MA 01566
  • /40

    $690,000

    Sold Jul 18, 2025

    82 Allen Rd, Sturbridge, MA 01566

    • 4 Beds
    • 2.5 Baths
    • 3,672 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Above List Price
    • $188/SF
    • 6 Days On Market

    Current Estimated Value $690,125

    Last Listing Agent Brenda Ryan Aucoin Ryan Realty

    82 Allen Rd, Sturbridge, MA 01566
  • /41

    $607,500

    Sold Jan 30, 2026

    51 Fiske Hill Rd, Sturbridge, MA 01566

    • 4 Beds
    • 3 Baths
    • 2,520 Sq Ft
    • Built 1945

    Last Sold Summary

    • 1% Above List Price
    • $241/SF
    • 10 Days On Market

    Current Estimated Value $571,877

    Last Listing Agent VIP Group Moor Realty Group

    51 Fiske Hill Rd, Sturbridge, MA 01566
  • /42

    $710,000

    Sold Aug 20, 2025

    5 Goodrich Rd, Sturbridge, MA 01566

    • 3 Beds
    • 5 Baths
    • 3,296 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Above List Price
    • $215/SF
    • 5 Days On Market

    Current Estimated Value $721,661

    Last Listing Agent Amy Gerrish RE/MAX Prof Associates

    5 Goodrich Rd, Sturbridge, MA 01566
  • /42

    $659,900

    Sold Oct 10, 2025

    61 Bennetts Rd, Sturbridge, MA 01566

    • 2 Beds
    • 1 Bath
    • 959 Sq Ft
    • Built 1991

    Last Sold Summary

    • 26% Above List Price
    • $688/SF
    • 8 Days On Market

    Current Estimated Value $654,273

    Last Listing Agent Amy Gerrish RE/MAX Prof Associates

    61 Bennetts Rd, Sturbridge, MA 01566
  • /24

    $750,000

    Sold Jul 21, 2025

    28 Preserve Way, Sturbridge, MA 01566

    • 3 Beds
    • 2.5 Baths
    • 2,326 Sq Ft
    • Built 2004

    Last Sold Summary

    • 11% Above List Price
    • $322/SF
    • 4 Days On Market

    Current Estimated Value $745,989

    Last Listing Agent Julie Horrigan RE/MAX Prof Associates

    28 Preserve Way, Sturbridge, MA 01566
  • /31

    $555,000

    Sold Oct 29, 2025

    6 Hillside Dr, Sturbridge, MA 01566

    • 3 Beds
    • 2 Baths
    • 2,263 Sq Ft
    • Built 1955

    Last Sold Summary

    • 7% Below List Price
    • $245/SF
    • 41 Days On Market

    Current Estimated Value $562,876

    Last Listing Agent James Black Real Broker MA, LLC

    6 Hillside Dr, Sturbridge, MA 01566
  • /23

    $414,000

    Sold Aug 15, 2025

    114 Westwood Dr, Sturbridge, MA 01566

    • 2 Beds
    • 1 Bath
    • 790 Sq Ft
    • Built 1965

    Last Sold Summary

    • 29% Below List Price
    • $524/SF
    • 115 Days On Market

    Current Estimated Value $422,904

    Last Listing Agent Lifeline Realty Team RE/MAX Prof Associates

    114 Westwood Dr, Sturbridge, MA 01566
  • /39

    $715,000

    Sold Dec 23, 2025

    52 & 54 Wells Park Rd, Sturbridge, MA 01566

    • 5 Beds
    • 4 Baths
    • 3,018 Sq Ft
    • Built 1970

    Last Sold Summary

    • $237/SF
    • 4 Days On Market

    Last Listing Agent Stephanie Lachapelle Compass

    52 & 54 Wells Park Rd, Sturbridge, MA 01566
  • /39

    $605,000

    Sold Jul 11, 2025

    4 Fiske Mill Rd, Upton, MA 01568

    • 2 Beds
    • 2.5 Baths
    • 1,720 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Above List Price
    • $352/SF
    • 6 Days On Market

    Current Estimated Value $634,122

    Last Listing Agent Nina Desmond Lamacchia Realty, Inc.

    4 Fiske Mill Rd, Upton, MA 01568
  • /13

    $225,000

    Sold May 08, 2026

    402 Pleasant Pkwy, Sturbridge, MA 01566

    • 2 Beds
    • 1 Bath
    • 870 Sq Ft
    • Built 2017

    Last Sold Summary

    • 11% Below List Price
    • $259/SF
    • 177 Days On Market

    Last Listing Agent Robin Delaney Robin Delaney Real Estate

    402 Pleasant Pkwy, Sturbridge, MA 01566
  • /34

    $455,000

    Sold Feb 20, 2026

    107 Wallace Rd, Sturbridge, MA 01566

    • 3 Beds
    • 2 Baths
    • 2,237 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $203/SF
    • 16 Days On Market

    Current Estimated Value $459,885

    Last Listing Agent Jennifer McKinstry Byrnes Real Estate Group LLC

    107 Wallace Rd, 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

Showing Results 41 - 80, Page 2 of 3

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