9,202

Winchester, MA Homes

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  • /41

    $2,549,000

    Sold Jun 29, 2026

    10 Viking Rd, Winchester, MA 01890

    • 4 Beds
    • 4 Baths
    • 5,674 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Below List Price
    • $449/SF
    • 2 Days On Market

    Current Estimated Value $2,521,521

    Last Listing Agent Kim Covino Compass

    10 Viking Rd, Winchester, MA 01890
    • /19

      Est $282,639

      Not Listed For Sale

      200 Swanton St Unit T8, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 450 Sq Ft
      • Built 1966
      200 Swanton St Unit T8, Winchester, MA 01890

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Kim Covino Compass

  • /42

    $2,500,000

    Sold Aug 27, 2025

    12 Olde Lyme Rd, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 4,215 Sq Ft
    • Built 1955

    Last Sold Summary

    • 4% Above List Price
    • $593/SF
    • 4 Days On Market

    Current Estimated Value $2,418,415

    Last Listing Agent Mary Beth McGillicuddy Engel & Völkers , South Shore

    12 Olde Lyme Rd, Winchester, MA 01890
    • /17

      Est $288,249

      Not Listed For Sale

      200 Swanton St Unit T4, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 450 Sq Ft
      • Built 1966
      200 Swanton St Unit T4, Winchester, MA 01890

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Michael Masci North Atlantic Realty Group

  • /16

    $899,000

    Sold Nov 25, 2025

    60 Harvard St, Winchester, MA 01890

    • 4 Beds
    • 3 Baths
    • 1,860 Sq Ft
    • Built 1914

    Last Sold Summary

    • 27% Below List Price
    • $483/SF
    • 93 Days On Market

    Current Estimated Value $911,487

    Last Listing Agent Mark Krasnyansky eXp Realty LLC

    60 Harvard St, Winchester, MA 01890
    • /12

      Est $348,207

      Not Listed For Sale

      200 Swanton St Unit L32, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 602 Sq Ft
      • Built 1966
      200 Swanton St Unit L32, Winchester, MA 01890

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Paul Cirignano The Synergy Group

  • /35

    $1,660,000

    Sold Aug 07, 2026

    10 Farrow St, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 2,768 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Above List Price
    • $600/SF
    • 6 Days On Market

    Current Estimated Value $1,644,353

    Last Listing Agent Collin Bray Century 21 Cityside

    10 Farrow St, Winchester, MA 01890
    • /32

      Est $352,023

      Not Listed For Sale

      200 Swanton St Unit L30, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 602 Sq Ft
      • Built 1966
      200 Swanton St Unit L30, Winchester, MA 01890

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Mary Lou Bigelow Gibson Sotheby's International Realty

  • /37

    $1,450,000

    Sold Jun 12, 2026

    34 Robinhood Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 3,380 Sq Ft
    • Built 1959

    Last Sold Summary

    • 9% Below List Price
    • $429/SF
    • 23 Days On Market

    Current Estimated Value $1,500,976

    Last Listing Agent Janet Halloran RE/MAX Real Estate Center

    34 Robinhood Rd, Winchester, MA 01890
    • /23

      Est $359,214

      Not Listed For Sale

      200 Swanton St Unit L25, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 602 Sq Ft
      • Built 1966
      200 Swanton St Unit L25, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Domingo Medina Coldwell Banker Realty - Lexington

  • /24

    $1,070,000

    Sold May 20, 2026

    198 Pond St, Winchester, MA 01890

    • 4 Beds
    • 1.5 Baths
    • 1,917 Sq Ft
    • Built 1947

    Last Sold Summary

    • 7% Above List Price
    • $558/SF
    • 5 Days On Market

    Current Estimated Value $1,066,220

    Last Listing Agent The Murphy Group Lexington William Raveis R.E. & Home Services

    198 Pond St, Winchester, MA 01890
    • /11

      Est $1,251,835

      Not Listed For Sale

      158 Swanton St Unit 160, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 2,136 Sq Ft
      • Built 2025
      158 Swanton St Unit 160, Winchester, MA 01890

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

  • /40

    $1,607,000

    Sold Jun 01, 2026

    6 Oakland Cir, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 3,298 Sq Ft
    • Built 1953

    Last Sold Summary

    • 4% Above List Price
    • $487/SF
    • 7 Days On Market

    Current Estimated Value $1,588,429

    Last Listing Agent Seeme Moreira Coldwell Banker Realty - Lexington

    6 Oakland Cir, Winchester, MA 01890
    • /15

      Est $1,025,719

      Not Listed For Sale

      48 Tremont St, Winchester, MA 01890

      • 4 Beds
      • 3 Baths
      • 2,333 Sq Ft
      • Built 1959
      48 Tremont St, Winchester, MA 01890

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Michael Rauseo Better Homes and Gardens Real Estate - The Shanahan Group

  • /42

    $2,400,000

    Sold Jun 30, 2026

    216 Highland Ave, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 4,822 Sq Ft
    • Built 1902

    Last Sold Summary

    • 4% Above List Price
    • $498/SF
    • 5 Days On Market

    Current Estimated Value $2,266,475

    Last Listing Agent Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

    216 Highland Ave, Winchester, MA 01890
    • /32

      Est $1,269,778

      Not Listed For Sale

      79 Oak St, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 1,965 Sq Ft
      • Built 1879
      79 Oak St, Winchester, MA 01890

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Michelle Doyle Flow Realty, Inc.

  • /42

    $2,200,000

    Sold May 05, 2026

    10 Edgehill Rd, Winchester, MA 01890

    • 7 Beds
    • 3.5 Baths
    • 3,926 Sq Ft
    • Built 1910

    Last Sold Summary

    • 2% Below List Price
    • $560/SF
    • 9 Days On Market

    Current Estimated Value $2,144,135

    Last Listing Agent Lynne Russo Better Homes and Gardens Real Estate - The Shanahan Group

    10 Edgehill Rd, Winchester, MA 01890
    • /39

      Est $1,573,724

      Not Listed For Sale

      67 Holland St, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 2,452 Sq Ft
      • Built 2005
      67 Holland St, Winchester, MA 01890

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Kim Covino Compass

  • /41

    $1,290,000

    Sold Jan 29, 2026

    46-48 Swanton St, Winchester, MA 01890

    • 6 Beds
    • 3.5 Baths
    • 3,233 Sq Ft
    • Built 1887

    Last Sold Summary

    • 17% Above List Price
    • $399/SF
    • 6 Days On Market

    Last Listing Agent Leeman & Gately Compass

    46-48 Swanton St, Winchester, MA 01890
    • /22

      Est $1,514,569

      Not Listed For Sale

      54 Oak St, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 2,708 Sq Ft
      • Built 1895
      54 Oak St, Winchester, MA 01890

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Mark Donnellan Gibson Sotheby's International Realty

  • /37

    $1,850,000

    Sold Apr 23, 2026

    58 Jefferson Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,910 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Above List Price
    • $636/SF
    • 5 Days On Market

    Current Estimated Value $1,840,018

    Last Listing Agent Stephanie Macfarland Wilson Wolfe Real Estate

    58 Jefferson Rd, Winchester, MA 01890
    • /40

      Est $1,208,451

      Not Listed For Sale

      58 Nelson St, Winchester, MA 01890

      • 3 Beds
      • 3 Baths
      • 1,835 Sq Ft
      • Built 1870
      58 Nelson St, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Peter Cote Coldwell Banker Realty - Cambridge

  • /32

    $620,000

    Sold Jul 30, 2026

    14 Bradford Rd Unit 14, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,168 Sq Ft
    • Built 1963

    Last Sold Summary

    • 1% Below List Price
    • $531/SF
    • 3 Days On Market

    Last Listing Agent Janet Wu Cook Keller Williams Elite

    14 Bradford Rd Unit 14, Winchester, MA 01890
    • /27

      Est $1,069,564

      Not Listed For Sale

      21 Nelson St, Winchester, MA 01890

      • 3 Beds
      • 1.5 Baths
      • 1,460 Sq Ft
      • Built 1898
      21 Nelson St, Winchester, MA 01890

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Ryan Clunan Campion & Company Fine Homes Real Estate

  • /33

    $681,888

    Sold Mar 25, 2026

    9 Charles Rd, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 973 Sq Ft
    • Built 1963

    Last Sold Summary

    • 14% Above List Price
    • $701/SF
    • 6 Days On Market

    Current Estimated Value $673,575

    Last Listing Agent Kim Covino Compass

    9 Charles Rd, Winchester, MA 01890
    • /37

      Est $1,317,007

      Not Listed For Sale

      10 Winchester Place Unit 302, Winchester, MA 01890

      • 2 Beds
      • 2 Baths
      • 2,256 Sq Ft
      • Built 2002
      10 Winchester Place Unit 302, Winchester, MA 01890

      Last Sold Summary

      • 71 Days On Market

      Last Listing Agent Kim Covino Compass

  • /40

    $1,200,000

    Sold Aug 27, 2025

    70 Woodside Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,566 Sq Ft
    • Built 1930

    Last Sold Summary

    • $468/SF
    • 5 Days On Market

    Current Estimated Value $1,295,153

    Last Listing Agent Carolyn Vernaglia Better Homes and Gardens Real Estate - The Shanahan Group

    70 Woodside Rd, Winchester, MA 01890
    • /25

      Est $1,236,359

      Not Listed For Sale

      10 Winchester Place Unit 204, Winchester, MA 01890

      • 2 Beds
      • 2 Baths
      • 2,190 Sq Ft
      • Built 2002
      10 Winchester Place Unit 204, Winchester, MA 01890

      Last Sold Summary

      • 145 Days On Market

      Last Listing Agent Svetlana Sheinia eXp Realty LLC - Corporate Office

  • /42

    $1,399,000

    Sold Jun 30, 2026

    71 Sargent Rd, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,936 Sq Ft
    • Built 1985

    Last Sold Summary

    • $476/SF
    • 9 Days On Market

    Current Estimated Value $1,416,085

    Last Listing Agent Bob Bittelari Berkshire Hathaway HomeServices Commonwealth Real Estate

    71 Sargent Rd, Winchester, MA 01890
    • /32

      Est $776,447

      Not Listed For Sale

      666 Main St Unit 203, Winchester, MA 01890

      • 2 Beds
      • 2 Baths
      • 1,235 Sq Ft
      • Built 1982
      666 Main St Unit 203, Winchester, MA 01890

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  • /35

    $1,060,000

    Sold Jun 09, 2026

    62 Richardson St, Winchester, MA 01890

    • 5 Beds
    • 2.5 Baths
    • 2,849 Sq Ft
    • Built 1870

    Last Sold Summary

    • $372/SF
    • 7 Days On Market

    Current Estimated Value $1,224,062

    Last Listing Agent Frank Ventresca Strategy Street

    62 Richardson St, Winchester, MA 01890
    • /20

      Est $676,246

      Not Listed For Sale

      666 Main St Unit L3, Winchester, MA 01890

      • 2 Beds
      • 2 Baths
      • 1,160 Sq Ft
      • Built 1982
      666 Main St Unit L3, Winchester, MA 01890

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Steven Petrello Century 21 North East

  • /6

    $1,120,000

    Sold Aug 11, 2025

    540-542 Washington St, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 2,060 Sq Ft
    • Built 1917

    Last Sold Summary

    • 2% Above List Price
    • $544/SF
    • 2 Days On Market

    Last Listing Agent Wei Wang WW Real Estate LLC

    540-542 Washington St, Winchester, MA 01890
    • /37

      Est $2,156,260

      Not Listed For Sale

      18 Dix St, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 3,048 Sq Ft
      • Built 1963
      18 Dix St, Winchester, MA 01890

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Karen Garrett Better Homes and Gardens Real Estate - The Shanahan Group

  • /33

    $1,470,000

    Sold Mar 25, 2026

    2 Canterbury Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,370 Sq Ft
    • Built 1940

    Last Sold Summary

    • 5% Above List Price
    • $620/SF
    • 8 Days On Market

    Current Estimated Value $1,469,135

    Last Listing Agent Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

    2 Canterbury Rd, Winchester, MA 01890
    • /35

      Est $1,232,857

      Not Listed For Sale

      9 Bacon St, Winchester, MA 01890

      • 5 Beds
      • 1.5 Baths
      • 2,332 Sq Ft
      • Built 1880
      9 Bacon St, Winchester, MA 01890

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Elena Langlois Compass

  • /40

    $2,250,000

    Sold Dec 11, 2025

    14 Grant Rd, Winchester, MA 01890

    • 6 Beds
    • 4.5 Baths
    • 4,200 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $536/SF
    • 26 Days On Market

    Current Estimated Value $2,257,909

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    14 Grant Rd, Winchester, MA 01890
    • /32

      Est $1,245,090

      Not Listed For Sale

      89 Mystic Valley Pkwy, Winchester, MA 01890

      • 5 Beds
      • 2.5 Baths
      • 3,220 Sq Ft
      • Built 1900
      89 Mystic Valley Pkwy, Winchester, MA 01890

      Last Sold Summary

      • 105 Days On Market

      Last Listing Agent Stephanie McGowan Better Homes and Gardens Real Estate - The Shanahan Group

  • /13

    $3,200,000

    Sold May 13, 2026

    39 Town Way, Winchester, MA 01890

    • 6 Beds
    • 7 Baths
    • 5,709 Sq Ft
    • Built 2025

    Last Sold Summary

    • $561/SF
    • 21 Days On Market

    Last Listing Agent Kim Covino Compass

    39 Town Way, Winchester, MA 01890
    • /42

      Est $1,567,794

      Not Listed For Sale

      410 Main St, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 2,075 Sq Ft
      • Built 1900
      410 Main St, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Anne Spry Barrett Sotheby's International Realty

Showing Results 561 - 600, Page 15 of 18

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