9,208

Winchester, MA Homes

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  • /41

    $1,500,000 Sold Oct 09, 2025

    17 Dennett Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,283 Sq Ft
    • Built 1968

    Last Sold Summary

    • 6% Below List Price
    • $657/SF
    • 30 Days On Market

    Current Estimated Value $1,505,403

    Last Listing Agent Kim Covino Compass

    17 Dennett Rd, Winchester, MA 01890
    • /42

      Est $2,409,063 Not Listed For Sale

      76 Yale St, Winchester, MA 01890

      • 5 Beds
      • 5 Baths
      • 3,775 Sq Ft
      • Built 1939
      76 Yale St, Winchester, MA 01890

      Last Sold Summary

      • 2% Above List Price
      • $625/SF
      • 5 Days On Market
      • Last Sold Price $2,360,000
      • Jun 06, 2024

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • /39

    $2,600,000 Sold Nov 21, 2025

    48 Salisbury St, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 4,779 Sq Ft
    • Built 1938

    Last Sold Summary

    • 5% Below List Price
    • $544/SF
    • 44 Days On Market

    Current Estimated Value $2,600,060

    Last Listing Agent Katie Tully Better Homes and Gardens Real Estate - The Shanahan Group

    48 Salisbury St, Winchester, MA 01890
    • /42

      Est $1,876,119 Not Listed For Sale

      12 Woodside Rd, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 3,003 Sq Ft
      • Built 1906
      12 Woodside Rd, Winchester, MA 01890

      Last Sold Summary

      • 4% Above List Price
      • $599/SF
      • 14 Days On Market
      • Last Sold Price $1,800,000
      • Jul 07, 2023

      Last Listing Agent Rebecca Brennan Better Homes and Gardens Real Estate - The Shanahan Group

  • /27

    $738,000 Sold Sep 26, 2025

    171 Swanton St Unit 60, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft
    • Built 1985

    Last Sold Summary

    • 14% Above List Price
    • $405/SF
    • 6 Days On Market

    Current Estimated Value $779,703

    Last Listing Agent Michaela Hellman Redfin Corp.

    171 Swanton St Unit 60, Winchester, MA 01890
    • /32

      Est $1,310,809 Not Listed For Sale

      114 Pond St, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 1,894 Sq Ft
      • Built 1880
      114 Pond St, Winchester, MA 01890

      Last Sold Summary

      • 1% Above List Price
      • $686/SF
      • 7 Days On Market
      • Last Sold Price $1,299,000
      • May 03, 2024

      Last Listing Agent Jennifer Ryer Better Homes and Gardens Real Estate - The Shanahan Group

  • /35

    $900,000 Sold Jan 05, 2026

    571 Washington St, Winchester, MA 01890

    • 3 Beds
    • 1 Bath
    • 1,425 Sq Ft
    • Built 1920

    Last Sold Summary

    • 6% Below List Price
    • $632/SF
    • 89 Days On Market

    Current Estimated Value $942,595

    Last Listing Agent Ryan Wilson Keller Williams Realty

    571 Washington St, Winchester, MA 01890
    • /37

      Est $2,639,970 Not Listed For Sale

      56 Salisbury St, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 4,212 Sq Ft
      • Built 1935
      56 Salisbury St, Winchester, MA 01890

      Last Sold Summary

      • 4% Below List Price
      • $653/SF
      • 21 Days On Market
      • Last Sold Price $2,750,000
      • Dec 12, 2024

      Last Listing Agent The McLaren D'Agostino Team Compass

  • /42

    $2,350,000 Sold Aug 29, 2025

    107 Cambridge St, Winchester, MA 01890

    • 6 Beds
    • 4.5 Baths
    • 5,824 Sq Ft
    • Built 1911

    Last Sold Summary

    • 10% Below List Price
    • $404/SF
    • 60 Days On Market

    Current Estimated Value $2,359,680

    Last Listing Agent Stephen Stratford William Raveis R.E. & Home Services

    107 Cambridge St, Winchester, MA 01890
    • /42

      Est $2,822,627 Not Listed For Sale

      64 Wildwood St, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 4,400 Sq Ft
      • Built 1917
      64 Wildwood St, Winchester, MA 01890

      Last Sold Summary

      • 3% Below List Price
      • $659/SF
      • 67 Days On Market
      • Last Sold Price $2,900,000
      • Mar 07, 2025

      Last Listing Agent McGlynn Splaine Team Berkshire Hathaway HomeServices Commonwealth Real Estate

  • /35

    $1,499,000 Sold Dec 24, 2025

    209 Washington St, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 3,141 Sq Ft
    • Built 1885

    Last Sold Summary

    • $477/SF
    • 18 Days On Market

    Current Estimated Value $1,483,192

    Last Listing Agent Kim Covino Compass

    209 Washington St, Winchester, MA 01890
    • /39

      Est $2,069,155 Not Listed For Sale

      61 Oxford St, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 4,605 Sq Ft
      • Built 1921
      61 Oxford St, Winchester, MA 01890

      Last Sold Summary

      • 22% Above List Price
      • $369/SF
      • 66 Days On Market
      • Last Sold Price $1,700,000
      • Jul 27, 2023

      Last Listing Agent Kim Covino Compass

  • /37

    $770,000 Sold Aug 11, 2025

    22 Grove Place Unit 4, Winchester, MA 01890

    • 2 Beds
    • 1 Bath
    • 1,123 Sq Ft
    • Built 1986

    Last Sold Summary

    • 10% Below List Price
    • $686/SF
    • 44 Days On Market

    Current Estimated Value $767,296

    Last Listing Agent Kim Covino Compass

    22 Grove Place Unit 4, Winchester, MA 01890
    • /42

      Est $2,622,173 Not Listed For Sale

      49 Oxford St, Winchester, MA 01890

      • 7 Beds
      • 3.5 Baths
      • 5,616 Sq Ft
      • Built 1910
      49 Oxford St, Winchester, MA 01890

      Last Sold Summary

      • 5% Above List Price
      • $445/SF
      • 24 Days On Market
      • Last Sold Price $2,500,000
      • Jun 07, 2024

      Last Listing Agent Kim Covino Compass

  • /42

    $1,987,000 Sold Nov 18, 2025

    6 Samoset Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 4,731 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Below List Price
    • $420/SF
    • 16 Days On Market

    Current Estimated Value $2,092,069

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    6 Samoset Rd, Winchester, MA 01890
    • /42

      Est $1,811,043 Not Listed For Sale

      19 Warren St, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 2,886 Sq Ft
      • Built 1911
      19 Warren St, Winchester, MA 01890

      Last Sold Summary

      • 3% Above List Price
      • $608/SF
      • 7 Days On Market
      • Last Sold Price $1,755,000
      • Dec 10, 2024

      Last Listing Agent Robert Ellington Better Homes and Gardens Real Estate - The Shanahan Group

  • /33

    $1,785,000 Sold May 22, 2025

    85 Thornberry Rd, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 2,848 Sq Ft
    • Built 1968

    Last Sold Summary

    • 1% Below List Price
    • $627/SF
    • 13 Days On Market

    Current Estimated Value $1,774,958

    Last Listing Agent Diane Basemera Coldwell Banker Realty - Newton

    85 Thornberry Rd, Winchester, MA 01890
    • /24

      Est $2,333,546 Not Listed For Sale

      38 Cabot St, Winchester, MA 01890

      • 5 Beds
      • 3.5 Baths
      • 3,516 Sq Ft
      • Built 1911
      38 Cabot St, Winchester, MA 01890

      Last Sold Summary

      • 33% Above List Price
      • $501/SF
      • 6 Days On Market
      • Last Sold Price $1,760,000
      • Sep 28, 2023

      Last Listing Agent Joseph Castro Compass

  • /19

    $1,820,000 Sold Aug 19, 2025

    109 Thornberry Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 3,784 Sq Ft
    • Built 1974

    Last Sold Summary

    • 1% Above List Price
    • $481/SF
    • 5 Days On Market

    Current Estimated Value $1,870,616

    Last Listing Agent Andrew Martini Compass

    109 Thornberry Rd, Winchester, MA 01890
    • /42

      Est $3,066,788 Not Listed For Sale

      44 Cabot St, Winchester, MA 01890

      • 4 Beds
      • 2 Baths
      • 3,691 Sq Ft
      • Built 1926
      44 Cabot St, Winchester, MA 01890

      Last Sold Summary

      • 92% Above List Price
      • $433/SF
      • 20 Days On Market
      • Last Sold Price $1,600,000
      • Oct 11, 2024

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  • /38

    $1,475,000 Sold Jun 05, 2025

    195 Mystic Valley Pkwy, Winchester, MA 01890

    • 4 Beds
    • 3 Baths
    • 2,897 Sq Ft
    • Built 1934

    Last Sold Summary

    • 2% Below List Price
    • $509/SF
    • 15 Days On Market

    Current Estimated Value $1,517,808

    Last Listing Agent Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

    195 Mystic Valley Pkwy, Winchester, MA 01890
    • /42

      Est $2,840,418 Not Listed For Sale

      27 Cabot St, Winchester, MA 01890

      • 4 Beds
      • 5 Baths
      • 4,215 Sq Ft
      • Built 1917
      27 Cabot St, Winchester, MA 01890

      Last Sold Summary

      • 2% Below List Price
      • $688/SF
      • 32 Days On Market
      • Last Sold Price $2,900,000
      • Dec 03, 2024

      Last Listing Agent The McLaren D'Agostino Team Compass

  • /2

    $1,070,000 Sold Dec 22, 2025

    26 North Gateway, Winchester, MA 01890

    • 2 Beds
    • 1 Bath
    • 1,666 Sq Ft
    • Built 1959

    Last Sold Summary

    • 7% Above List Price
    • $642/SF
    • 21 Days On Market

    Last Listing Agent Robert Dell Homes Unlimited

    26 North Gateway, Winchester, MA 01890
    • /42

      Est $1,824,251 Not Listed For Sale

      39 Wildwood St, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 2,131 Sq Ft
      • Built 1930
      39 Wildwood St, Winchester, MA 01890

      Last Sold Summary

      • 16% Above List Price
      • $737/SF
      • 10 Days On Market
      • Last Sold Price $1,570,000
      • Oct 04, 2023

      Last Listing Agent Kim Covino Compass

  • /24

    $1,084,000 Sold Jun 04, 2025

    160 Swanton St Unit 160, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,290 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $473/SF
    • 30 Days On Market

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    160 Swanton St Unit 160, Winchester, MA 01890
    • /42

      Est $2,162,834 Not Listed For Sale

      3 Fletcher St, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 4,031 Sq Ft
      • Built 1886
      3 Fletcher St, Winchester, MA 01890

      Last Sold Summary

      • 1% Above List Price
      • $533/SF
      • 3 Days On Market
      • Last Sold Price $2,150,000
      • Aug 26, 2024

      Last Listing Agent Kristine Welch Greater Metropolitan R. E.

  • /39

    $904,000 Sold Jun 23, 2025

    703 Washington St, Winchester, MA 01890

    • 2 Beds
    • 1 Bath
    • 1,528 Sq Ft
    • Built 1954

    Last Sold Summary

    • 6% Above List Price
    • $592/SF
    • 5 Days On Market

    Current Estimated Value $919,655

    Last Listing Agent Michael Barrett Barrett, Chris. J., REALTORS®

    703 Washington St, Winchester, MA 01890
    • /40

      Est $2,527,600 Not Listed For Sale

      10 Cabot St, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 4,347 Sq Ft
      • Built 1880
      10 Cabot St, Winchester, MA 01890

      Last Sold Summary

      • 10% Above List Price
      • $529/SF
      • 16 Days On Market
      • Last Sold Price $2,300,000
      • May 31, 2023

      Last Listing Agent Kim Covino Compass

  • /42

    $2,120,000 Sold Apr 28, 2026

    4 Leslie Rd, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 2,860 Sq Ft
    • Built 1964

    Last Sold Summary

    • 6% Above List Price
    • $741/SF
    • 6 Days On Market

    Current Estimated Value $2,028,608

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    4 Leslie Rd, Winchester, MA 01890
    • /41

      Est $2,885,485 Not Listed For Sale

      30 Wedgemere Ave, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 4,263 Sq Ft
      • Built 1905
      30 Wedgemere Ave, Winchester, MA 01890

      Last Sold Summary

      • 7% Above List Price
      • $633/SF
      • 121 Days On Market
      • Last Sold Price $2,700,000
      • Nov 20, 2023

      Last Listing Agent Kim Covino Compass

  • /40

    $1,635,000 Sold Jul 11, 2025

    35 Rumford St Unit 35, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,470 Sq Ft
    • Built 2012

    Last Sold Summary

    • 12% Above List Price
    • $662/SF
    • 6 Days On Market

    Last Listing Agent Elena Langlois Compass

    35 Rumford St Unit 35, Winchester, MA 01890
    • /33

      Est $1,686,455 Not Listed For Sale

      133 Cambridge St, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 2,938 Sq Ft
      • Built 1946
      133 Cambridge St, Winchester, MA 01890

      Last Sold Summary

      • 20% Above List Price
      • $480/SF
      • 14 Days On Market
      • Last Sold Price $1,410,000
      • Aug 02, 2023

      Last Listing Agent Elena Langlois Compass

  • /42

    $2,218,500 Sold Aug 29, 2025

    17 Wagon Wheel Rd, Winchester, MA 01890

    • 5 Beds
    • 5 Baths
    • 3,940 Sq Ft
    • Built 1983

    Last Sold Summary

    • 6% Below List Price
    • $563/SF
    • 74 Days On Market

    Current Estimated Value $2,285,847

    Last Listing Agent Yifei Wang Dreamega International Realty LLC

    17 Wagon Wheel Rd, Winchester, MA 01890
    • /41

      Est $2,503,154 Not Listed For Sale

      24 Calumet Rd, Winchester, MA 01890

      • 5 Beds
      • 5 Baths
      • 4,182 Sq Ft
      • Built 1927
      24 Calumet Rd, Winchester, MA 01890

      Last Sold Summary

      • 16% Above List Price
      • $514/SF
      • 8 Days On Market
      • Last Sold Price $2,150,000
      • Oct 04, 2024

      Last Listing Agent Kim Covino Compass

  • /41

    $1,335,000 Sold Feb 04, 2026

    112 Wendell St, Winchester, MA 01890

    • 4 Beds
    • 3 Baths
    • 2,854 Sq Ft
    • Built 1952

    Last Sold Summary

    • 4% Below List Price
    • $468/SF
    • 9 Days On Market

    Current Estimated Value $1,352,506

    Last Listing Agent Steve McKenna Gibson Sotheby's International Realty

    112 Wendell St, Winchester, MA 01890
    • /31

      Not Listed For Sale

      127 Church St, Winchester, MA 01890

      • 7 Beds
      • 5.5 Baths
      • 4,636 Sq Ft
      • Built 1895
      127 Church St, Winchester, MA 01890

      Last Sold Summary

      • $339/SF
      • 7 Days On Market
      • Last Sold Price $1,570,000
      • May 09, 2024

      Last Listing Agent Meredith Caci Mondejar The Carroll Team

  • /42

    $2,450,000 Sold Nov 17, 2025

    382 S Border Rd, Winchester, MA 01890

    • 6 Beds
    • 5.5 Baths
    • 4,563 Sq Ft
    • Built 2025

    Last Sold Summary

    • 9% Below List Price
    • $537/SF
    • 8 Days On Market

    Last Listing Agent Lucille Murray Gibson Sotheby's International Realty

    382 S Border Rd, Winchester, MA 01890
    • /42

      Est $1,420,759 Not Listed For Sale

      62 Bacon St, Winchester, MA 01890

      • 5 Beds
      • 3.5 Baths
      • 2,863 Sq Ft
      • Built 1890
      62 Bacon St, Winchester, MA 01890

      Last Sold Summary

      • 7% Above List Price
      • $465/SF
      • 76 Days On Market
      • Last Sold Price $1,330,000
      • Aug 07, 2023

      Last Listing Agent Kim Covino Compass

  • /42

    $2,350,000 Sold Jun 16, 2025

    19 Yale St, Winchester, MA 01890

    • 6 Beds
    • 3.5 Baths
    • 4,212 Sq Ft
    • Built 1880

    Last Sold Summary

    • 6% Below List Price
    • $558/SF
    • 15 Days On Market

    Current Estimated Value $2,439,622

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    19 Yale St, Winchester, MA 01890
    • /35

      Est $1,619,399 Not Listed For Sale

      97 Cambridge St, Winchester, MA 01890

      • 5 Beds
      • 2.5 Baths
      • 2,430 Sq Ft
      • Built 1889
      97 Cambridge St, Winchester, MA 01890

      Last Sold Summary

      • 25% Above List Price
      • $535/SF
      • 9 Days On Market
      • Last Sold Price $1,300,000
      • Apr 02, 2024

      Last Listing Agent Ellen Koswick RE/MAX

Showing Results 321 - 360, Page 9 of 18

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