5,117

Medway, MA Homes

Section Image
    • 27 Sunset Dr, Medway, MA 02053
      27 Sunset Dr, Medway, MA 02053
      27 Sunset Dr, Medway, MA 02053
      /39

      Est $591,926

      Not Listed For Sale

      27 Sunset Dr, Medway, MA 02053

      • 3 Beds
      • 1 Bath
      • 1,220 Sq Ft
      • Built 1965
      27 Sunset Dr, Medway, MA 02053

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Faina Shapiro Berkshire Hathaway Home Services Commonwealth Real Estate

  • 12 Kelley St, Medway, MA 02053
    12 Kelley St, Medway, MA 02053
    12 Kelley St, Medway, MA 02053
    /25

    $462,000

    Sold Oct 20, 2025

    12 Kelley St, Medway, MA 02053

    • 3 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • Built 1952

    Last Sold Summary

    • 1% Below List Price
    • $302/SF
    • 1 Day On Market

    Current Estimated Value $582,648

    Last Listing Agent Faina Shapiro Berkshire Hathaway Home Services Commonwealth Real Estate

    12 Kelley St, Medway, MA 02053
    • 4 Malloy St, Medway, MA 02053
      4 Malloy St, Medway, MA 02053
      4 Malloy St, Medway, MA 02053
      /26

      Est $672,773

      Not Listed For Sale

      4 Malloy St, Medway, MA 02053

      • 3 Beds
      • 2 Baths
      • 1,625 Sq Ft
      • Built 1965
      4 Malloy St, Medway, MA 02053

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Stephen O'Loughlin Realty Executives

  • 25 Milford St, Medway, MA 02053
    25 Milford St, Medway, MA 02053
    25 Milford St, Medway, MA 02053
    /28

    $625,000

    Sold Jun 30, 2026

    25 Milford St, Medway, MA 02053

    • 4 Beds
    • 2 Baths
    • 1,977 Sq Ft
    • Built 1920

    Last Sold Summary

    • 4% Above List Price
    • $316/SF
    • 3 Days On Market

    Current Estimated Value $612,132

    Last Listing Agent Jeannine Coburn REMAX Executive Realty

    25 Milford St, Medway, MA 02053
    • 53 Holliston St, Medway, MA 02053
      53 Holliston St, Medway, MA 02053
      53 Holliston St, Medway, MA 02053
      /39

      Est $778,554

      Not Listed For Sale

      53 Holliston St, Medway, MA 02053

      • 5 Beds
      • 2.5 Baths
      • 3,263 Sq Ft
      • Built 1820
      53 Holliston St, Medway, MA 02053

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Laina Kaplan Realty Executives Boston West

  • 79 Lovering St Unit B, Medway, MA 02053
    79 Lovering St Unit B, Medway, MA 02053
    79 Lovering St Unit B, Medway, MA 02053
    /32

    $822,000

    Sold Mar 09, 2026

    79 Lovering St Unit B, Medway, MA 02053

    • 3 Beds
    • 2.5 Baths
    • 3,013 Sq Ft
    • Built 2020

    Last Sold Summary

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

    Current Estimated Value $824,436

    Last Listing Agent Noel Awad Venture

    79 Lovering St Unit B, Medway, MA 02053
    • 6 Gorwin Dr, Medway, MA 02053
      6 Gorwin Dr, Medway, MA 02053
      6 Gorwin Dr, Medway, MA 02053
      /32

      Est $675,600

      Not Listed For Sale

      6 Gorwin Dr, Medway, MA 02053

      • 3 Beds
      • 2 Baths
      • 2,003 Sq Ft
      • Built 1968
      6 Gorwin Dr, Medway, MA 02053

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Stacie Gallucci Redfin Corp.

  • 15 Broad Acres Farm Rd, Medway, MA 02053
    15 Broad Acres Farm Rd, Medway, MA 02053
    15 Broad Acres Farm Rd, Medway, MA 02053
    /42

    $1,215,000

    Sold Dec 05, 2025

    15 Broad Acres Farm Rd, Medway, MA 02053

    • 4 Beds
    • 4 Baths
    • 4,494 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Above List Price
    • $270/SF
    • 8 Days On Market

    Current Estimated Value $1,230,605

    Last Listing Agent Chris Byrne Berkshire Hathaway HomeServices Commonwealth Real Estate

    15 Broad Acres Farm Rd, Medway, MA 02053
    • 6 Karen Ave, Medway, MA 02053
      6 Karen Ave, Medway, MA 02053
      6 Karen Ave, Medway, MA 02053
      /35

      Est $590,228

      Not Listed For Sale

      6 Karen Ave, Medway, MA 02053

      • 3 Beds
      • 1.5 Baths
      • 1,300 Sq Ft
      • Built 1956
      6 Karen Ave, Medway, MA 02053

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Walsh Fine Homes Team eXp Realty LLC

  • 1 John St, Medway, MA 02053
    1 John St, Medway, MA 02053
    1 John St, Medway, MA 02053
    /29

    $489,900

    Sold Oct 10, 2025

    1 John St, Medway, MA 02053

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft
    • Built 1880

    Last Sold Summary

    • 10% Below List Price
    • $350/SF
    • 62 Days On Market

    Current Estimated Value $525,775

    Last Listing Agent Michele Forester EXIT Premier Real Estate

    1 John St, Medway, MA 02053
    • 52 Main St, Medway, MA 02053
      52 Main St, Medway, MA 02053
      52 Main St, Medway, MA 02053
      /26

      Est $521,801

      Not Listed For Sale

      52 Main St, Medway, MA 02053

      • 3 Beds
      • 1 Bath
      • 909 Sq Ft
      • Built 1960
      52 Main St, Medway, MA 02053

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Mark LaLond Berkshire Hathaway HomeServices Page Realty

  • 64 Holliston St, Medway, MA 02053
    64 Holliston St, Medway, MA 02053
    64 Holliston St, Medway, MA 02053
    /16

    $550,000

    Sold Jul 10, 2026

    64 Holliston St, Medway, MA 02053

    • 3 Beds
    • 1.5 Baths
    • 1,299 Sq Ft
    • Built 1960

    Last Sold Summary

    • 12% Above List Price
    • $423/SF
    • 4 Days On Market

    Current Estimated Value $509,628

    Last Listing Agent George LeBlanc Cameron Real Estate Group

    64 Holliston St, Medway, MA 02053
    • 48 Main St, Medway, MA 02053
      48 Main St, Medway, MA 02053
      48 Main St, Medway, MA 02053
      /39

      Est $590,332

      Not Listed For Sale

      48 Main St, Medway, MA 02053

      • 4 Beds
      • 2 Baths
      • 1,518 Sq Ft
      • Built 1960
      48 Main St, Medway, MA 02053

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Kevin Walsh eXp Realty LLC

  • 39 West St, Medway, MA 02053
    39 West St, Medway, MA 02053
    /2

    $1,325,000

    Sold Feb 10, 2026

    39 West St, Medway, MA 02053

    • Land
    • 1.47 Acres
    • $901,361 per Acre

    Last Sold Summary

    • 10% Above List Price
    • 484 Days On Market

    Current Estimated Value $912,188

    Last Listing Agent Bret O'Brien Greater Boston Commercial Properties, Inc.

    39 West St, Medway, MA 02053
    • 46 Main St, Medway, MA 02053
      46 Main St, Medway, MA 02053
      46 Main St, Medway, MA 02053
      /27

      Est $570,386

      Not Listed For Sale

      46 Main St, Medway, MA 02053

      • 3 Beds
      • 1 Bath
      • 1,537 Sq Ft
      • Built 1960
      46 Main St, Medway, MA 02053

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Erin Herrick MAssachusetts Real Estate Group

  • 4 Bullard Cir, Medway, MA 02053
    4 Bullard Cir, Medway, MA 02053
    4 Bullard Cir, Medway, MA 02053
    /32

    $789,000

    Sold Apr 21, 2026

    4 Bullard Cir, Medway, MA 02053

    • 3 Beds
    • 2.5 Baths
    • 2,188 Sq Ft
    • Built 1978

    Last Sold Summary

    • 1% Below List Price
    • $361/SF
    • 67 Days On Market

    Current Estimated Value $790,135

    Last Listing Agent Sylvia Makarios Coldwell Banker Realty - Westwood

    4 Bullard Cir, Medway, MA 02053
    • 30 Coffee St, Medway, MA 02053
      30 Coffee St, Medway, MA 02053
      30 Coffee St, Medway, MA 02053
      /40

      Est $581,203

      Not Listed For Sale

      30 Coffee St, Medway, MA 02053

      • 3 Beds
      • 1 Bath
      • 1,500 Sq Ft
      • Built 1961
      30 Coffee St, Medway, MA 02053

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Mary Ellen Wasielewski Gibson Sotheby's International Realty

  • 5 Winchester Rd, Medway, MA 02053
    5 Winchester Rd, Medway, MA 02053
    5 Winchester Rd, Medway, MA 02053
    /42

    $930,000

    Sold Jul 31, 2026

    5 Winchester Rd, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 2,640 Sq Ft
    • Built 2003

    Last Sold Summary

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

    Current Estimated Value $876,803

    Last Listing Agent Lisa Bailey Berkshire Hathaway HomeServices Evolution Properties

    5 Winchester Rd, Medway, MA 02053
    • 41 Gorwin Dr, Medway, MA 02053
      41 Gorwin Dr, Medway, MA 02053
      41 Gorwin Dr, Medway, MA 02053
      /37

      Est $620,571

      Not Listed For Sale

      41 Gorwin Dr, Medway, MA 02053

      • 4 Beds
      • 1 Bath
      • 1,722 Sq Ft
      • Built 1961
      41 Gorwin Dr, Medway, MA 02053

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Murillo Abdalla Mega Realty Services

  • 16 Stable Way, Medway, MA 02053
    16 Stable Way, Medway, MA 02053
    16 Stable Way, Medway, MA 02053
    /41

    $1,165,000

    Sold Jul 31, 2026

    16 Stable Way, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 3,361 Sq Ft
    • Built 1999

    Last Sold Summary

    • 8% Above List Price
    • $347/SF
    • 5 Days On Market

    Current Estimated Value $1,084,758

    Last Listing Agent Andrea Feddersen RE/MAX Real Estate Center

    16 Stable Way, Medway, MA 02053
    • 104 Holliston St, Medway, MA 02053
      104 Holliston St, Medway, MA 02053
      104 Holliston St, Medway, MA 02053
      /42

      Est $955,810

      Not Listed For Sale

      104 Holliston St, Medway, MA 02053

      • 4 Beds
      • 3 Baths
      • 2,934 Sq Ft
      • Built 1994
      104 Holliston St, Medway, MA 02053

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Linda Dumouchel Realty Executives Boston West

  • 21 Stable Way, Medway, MA 02053
    21 Stable Way, Medway, MA 02053
    21 Stable Way, Medway, MA 02053
    /42

    $1,400,000

    Sold Aug 07, 2026

    21 Stable Way, Medway, MA 02053

    • 4 Beds
    • 3.5 Baths
    • 3,944 Sq Ft
    • Built 2008

    Last Sold Summary

    • 4% Above List Price
    • $355/SF
    • 17 Days On Market

    Current Estimated Value $1,341,947

    Last Listing Agent Laina Kaplan Realty Executives Boston West

    21 Stable Way, Medway, MA 02053
    • 8 Virginia Rd, Medway, MA 02053
      8 Virginia Rd, Medway, MA 02053
      8 Virginia Rd, Medway, MA 02053
      /36

      Est $574,100

      Not Listed For Sale

      8 Virginia Rd, Medway, MA 02053

      • 3 Beds
      • 1 Bath
      • 1,152 Sq Ft
      • Built 1960
      8 Virginia Rd, Medway, MA 02053

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Susan Morrison REMAX Executive Realty

  • 20 Broad St Unit 6, Medway, MA 02053
    20 Broad St Unit 6, Medway, MA 02053
    20 Broad St Unit 6, Medway, MA 02053
    /8

    $550,000

    Sold Apr 17, 2026

    20 Broad St Unit 6, Medway, MA 02053

    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft
    • Built 2025

    Last Sold Summary

    • $387/SF
    • 112 Days On Market

    Last Listing Agent The Commonwealth Group Coldwell Banker Realty - Waltham

    20 Broad St Unit 6, Medway, MA 02053
    • 5 Virginia Rd, Medway, MA 02053
      5 Virginia Rd, Medway, MA 02053
      5 Virginia Rd, Medway, MA 02053
      /29

      Est $629,433

      Not Listed For Sale

      5 Virginia Rd, Medway, MA 02053

      • 3 Beds
      • 1.5 Baths
      • 1,743 Sq Ft
      • Built 1961
      5 Virginia Rd, Medway, MA 02053

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent The Goodrich Team Compass

  • 29 Willow Pond Cir Unit 29, Medway, MA 02053
    29 Willow Pond Cir Unit 29, Medway, MA 02053
    29 Willow Pond Cir Unit 29, Medway, MA 02053
    /38

    $675,000

    Sold Oct 03, 2025

    29 Willow Pond Cir Unit 29, Medway, MA 02053

    • 2 Beds
    • 2.5 Baths
    • 2,245 Sq Ft
    • Built 2024

    Last Sold Summary

    • 6% Below List Price
    • $301/SF
    • 177 Days On Market

    Last Listing Agent Jeffrey Germagian ERA Key Realty Services-Bay State Group

    29 Willow Pond Cir Unit 29, Medway, MA 02053
    • 3 Gable Way, Medway, MA 02053
      3 Gable Way, Medway, MA 02053
      3 Gable Way, Medway, MA 02053
      /20

      Est $829,313

      Not Listed For Sale

      3 Gable Way, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 2,279 Sq Ft
      • Built 1993
      3 Gable Way, Medway, MA 02053

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Brian Hickox Keller Williams Elite

  • 58 Holliston St, Medway, MA 02053
    58 Holliston St, Medway, MA 02053
    58 Holliston St, Medway, MA 02053
    /32

    $720,000

    Sold Mar 23, 2026

    58 Holliston St, Medway, MA 02053

    • 4 Beds
    • 1.5 Baths
    • 1,880 Sq Ft
    • Built 1961

    Last Sold Summary

    • 3% Above List Price
    • $383/SF
    • 3 Days On Market

    Current Estimated Value $705,833

    Last Listing Agent Ann Marie Silva Redfin Corp.

    58 Holliston St, Medway, MA 02053
    • 121 Main St, Medway, MA 02053
      121 Main St, Medway, MA 02053
      121 Main St, Medway, MA 02053
      /42

      Est $785,781

      Not Listed For Sale

      121 Main St, Medway, MA 02053

      • 5 Beds
      • 2.5 Baths
      • 3,376 Sq Ft
      • Built 1880
      121 Main St, Medway, MA 02053

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Laina Kaplan Realty Executives Boston West

  • 10 Barber St, Medway, MA 02053
    10 Barber St, Medway, MA 02053
    10 Barber St, Medway, MA 02053
    /24

    $560,000

    Sold May 28, 2026

    10 Barber St, Medway, MA 02053

    • 4 Beds
    • 1.5 Baths
    • 1,605 Sq Ft
    • Built 1881

    Last Sold Summary

    • 2% Above List Price
    • $349/SF
    • 25 Days On Market

    Current Estimated Value $549,939

    Last Listing Agent Kristen Corcoran Coldwell Banker Realty - Leominster

    10 Barber St, Medway, MA 02053
    • 17 Evergreen St Unit A, Medway, MA 02053
      17 Evergreen St Unit A, Medway, MA 02053
      17 Evergreen St Unit A, Medway, MA 02053
      /21

      Est $480,731

      Not Listed For Sale

      17 Evergreen St Unit A, Medway, MA 02053

      • 3 Beds
      • 1.5 Baths
      • 1,204 Sq Ft
      • Built 1985
      17 Evergreen St Unit A, Medway, MA 02053

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Mark LaLond Berkshire Hathaway HomeServices Page Realty

  • 14 Hemlock Dr, Medway, MA 02053
    14 Hemlock Dr, Medway, MA 02053
    14 Hemlock Dr, Medway, MA 02053
    /41

    $600,000

    Sold Jul 08, 2026

    14 Hemlock Dr, Medway, MA 02053

    • 3 Beds
    • 1 Bath
    • 1,780 Sq Ft
    • Built 1961

    Last Sold Summary

    • 1% Above List Price
    • $337/SF
    • 5 Days On Market

    Current Estimated Value $590,220

    Last Listing Agent Chris Dudzic Lamacchia Realty, Inc.

    14 Hemlock Dr, Medway, MA 02053
    • 139 Main St, Medway, MA 02053
      139 Main St, Medway, MA 02053
      139 Main St, Medway, MA 02053
      /30

      Est $620,466

      Not Listed For Sale

      139 Main St, Medway, MA 02053

      • 5 Beds
      • 2 Baths
      • 3,032 Sq Ft
      • Built 1881
      139 Main St, Medway, MA 02053

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Ildete Da Silva Mega Realty Services

  • 23 Cedar Farms Rd, Medway, MA 02053
    23 Cedar Farms Rd, Medway, MA 02053
    23 Cedar Farms Rd, Medway, MA 02053
    /39

    $979,000

    Sold Apr 10, 2026

    23 Cedar Farms Rd, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 3,492 Sq Ft
    • Built 1995

    Last Sold Summary

    • $280/SF
    • 6 Days On Market

    Last Listing Agent Laura Manning Kinlin Grover Compass

    23 Cedar Farms Rd, Medway, MA 02053
    • 13 Hemlock Dr, Medway, MA 02053
      13 Hemlock Dr, Medway, MA 02053
      13 Hemlock Dr, Medway, MA 02053
      /30

      Est $639,875

      Not Listed For Sale

      13 Hemlock Dr, Medway, MA 02053

      • 3 Beds
      • 2 Baths
      • 2,191 Sq Ft
      • Built 1970
      13 Hemlock Dr, Medway, MA 02053

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Matt Bryant Coldwell Banker Realty - Framingham

  • 14 Sanford St Unit 66, Medway, MA 02053
    14 Sanford St Unit 66, Medway, MA 02053
    14 Sanford St Unit 66, Medway, MA 02053
    /16

    $400,000

    Sold Jun 30, 2026

    14 Sanford St Unit 66, Medway, MA 02053

    • 2 Beds
    • 2 Baths
    • 939 Sq Ft
    • Built 1890

    Last Sold Summary

    • $426/SF
    • 5 Days On Market

    Current Estimated Value $398,030

    Last Listing Agent Joshua Shalin ERA Key Realty Services-Bay State Group

    14 Sanford St Unit 66, Medway, MA 02053
    • 10 Buttercup Ln, Medway, MA 02053
      10 Buttercup Ln, Medway, MA 02053
      10 Buttercup Ln, Medway, MA 02053
      /27

      Est $547,742

      Not Listed For Sale

      10 Buttercup Ln, Medway, MA 02053

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1960
      10 Buttercup Ln, Medway, MA 02053

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Jamie Fowler eXp Realty LLC

  • 3 Stable Way, Medway, MA 02053
    3 Stable Way, Medway, MA 02053
    3 Stable Way, Medway, MA 02053
    /36

    $1,175,000

    Sold Aug 13, 2026

    3 Stable Way, Medway, MA 02053

    • 4 Beds
    • 2.5 Baths
    • 3,166 Sq Ft
    • Built 1999

    Last Sold Summary

    • 4% Above List Price
    • $371/SF
    • 4 Days On Market

    Current Estimated Value $1,124,563

    Last Listing Agent Team Rice REMAX Executive Realty

    3 Stable Way, Medway, MA 02053
    • 14 Buttercup Ln, Medway, MA 02053
      14 Buttercup Ln, Medway, MA 02053
      14 Buttercup Ln, Medway, MA 02053
      /33

      Est $565,650

      Not Listed For Sale

      14 Buttercup Ln, Medway, MA 02053

      • 3 Beds
      • 1 Bath
      • 1,044 Sq Ft
      • Built 1960
      14 Buttercup Ln, Medway, MA 02053

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent The Semple and Hettrich Team Coldwell Banker Realty - Sudbury

  • 28 Wellington St, Medway, MA 02053
    28 Wellington St, Medway, MA 02053
    28 Wellington St, Medway, MA 02053
    /32

    $530,000

    Sold Dec 09, 2025

    28 Wellington St, Medway, MA 02053

    • 4 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1955

    Last Sold Summary

    • 4% Below List Price
    • $460/SF
    • 13 Days On Market

    Current Estimated Value $531,241

    Last Listing Agent Donna D'Alessandro Century 21 Custom Home Realty

    28 Wellington St, Medway, MA 02053

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