9,206

Winchester, MA Homes

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  • 53 Bacon St, Winchester, MA 01890
    53 Bacon St, Winchester, MA 01890
    53 Bacon St, Winchester, MA 01890
    /34

    $1,392,500

    Sold Jan 09, 2026

    53 Bacon St, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,865 Sq Ft
    • Built 1959

    Last Sold Summary

    • 7% Below List Price
    • $486/SF
    • 37 Days On Market

    Current Estimated Value $1,488,915

    Last Listing Agent Taleen Chiofaro Leading Edge Real Estate

    53 Bacon St, Winchester, MA 01890
    • 49 Wendell St, Winchester, MA 01890
      49 Wendell St, Winchester, MA 01890
      49 Wendell St, Winchester, MA 01890
      /42

      Est $1,794,344

      Not Listed For Sale

      49 Wendell St, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 2,944 Sq Ft
      • Built 1942
      49 Wendell St, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Shawn Sullivan REMAX Andrew Realty Services

  • 10 Graystone Cir Unit 10, Winchester, MA 01890
    10 Graystone Cir Unit 10, Winchester, MA 01890
    10 Graystone Cir Unit 10, Winchester, MA 01890
    /32

    $1,825,000

    Sold Aug 03, 2026

    10 Graystone Cir Unit 10, Winchester, MA 01890

    • 2 Beds
    • 3.5 Baths
    • 3,874 Sq Ft
    • Built 2010

    Last Sold Summary

    • 1% Above List Price
    • $471/SF
    • 6 Days On Market

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    10 Graystone Cir Unit 10, Winchester, MA 01890
    • 118 Wendell St, Winchester, MA 01890
      118 Wendell St, Winchester, MA 01890
      118 Wendell St, Winchester, MA 01890
      /9

      Est $1,676,561

      Not Listed For Sale

      118 Wendell St, Winchester, MA 01890

      • 5 Beds
      • 3 Baths
      • 3,415 Sq Ft
      • Built 1955
      118 Wendell St, Winchester, MA 01890

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Mark Donnellan Gibson Sotheby's International Realty

  • 52 Salem St Unit 52, Winchester, MA 01890
    52 Salem St Unit 52, Winchester, MA 01890
    52 Salem St Unit 52, Winchester, MA 01890
    /28

    $1,160,000

    Sold Aug 27, 2026

    52 Salem St Unit 52, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,004 Sq Ft
    • Built 1880

    Last Sold Summary

    • 1% Above List Price
    • $579/SF
    • 7 Days On Market

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

    52 Salem St Unit 52, Winchester, MA 01890
    • 14 Hill St, Winchester, MA 01890
      14 Hill St, Winchester, MA 01890
      14 Hill St, Winchester, MA 01890
      /35

      Est $1,235,881

      Not Listed For Sale

      14 Hill St, Winchester, MA 01890

      • 4 Beds
      • 1.5 Baths
      • 1,910 Sq Ft
      • Built 1880
      14 Hill St, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Brian and Diana Segool Gibson Sotheby's International Realty

  • 87 Wendell St, Winchester, MA 01890
    87 Wendell St, Winchester, MA 01890
    87 Wendell St, Winchester, MA 01890
    /42

    $1,250,000

    Sold May 29, 2026

    87 Wendell St, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 2,046 Sq Ft
    • Built 1914

    Last Sold Summary

    • 4% Below List Price
    • $611/SF
    • 8 Days On Market

    Current Estimated Value $1,243,542

    Last Listing Agent Kim Covino Compass

    87 Wendell St, Winchester, MA 01890
    • 26 Arthur St, Winchester, MA 01890
      26 Arthur St, Winchester, MA 01890
      26 Arthur St, Winchester, MA 01890
      /29

      Est $1,317,134

      Not Listed For Sale

      26 Arthur St, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 2,002 Sq Ft
      • Built 2016
      26 Arthur St, Winchester, MA 01890

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Anna Mean AC Realty

  • 12 Ledgewood Rd, Winchester, MA 01890
    12 Ledgewood Rd, Winchester, MA 01890
    12 Ledgewood Rd, Winchester, MA 01890
    /41

    $3,900,000

    Sold Oct 24, 2025

    12 Ledgewood Rd, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 5,069 Sq Ft
    • Built 2016

    Last Sold Summary

    • 1% Above List Price
    • $769/SF
    • 2 Days On Market

    Current Estimated Value $3,766,474

    Last Listing Agent Leigh Ventura Compass

    12 Ledgewood Rd, Winchester, MA 01890
    • 18 Forest St, Winchester, MA 01890
      18 Forest St, Winchester, MA 01890
      18 Forest St, Winchester, MA 01890
      /42

      Est $1,400,554

      Not Listed For Sale

      18 Forest St, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 2,365 Sq Ft
      • Built 2023
      18 Forest St, Winchester, MA 01890

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Kim Covino Compass

  • 10 Olde Lyme Rd, Winchester, MA 01890
    10 Olde Lyme Rd, Winchester, MA 01890
    10 Olde Lyme Rd, Winchester, MA 01890
    /33

    $1,600,000

    Sold Oct 10, 2025

    10 Olde Lyme Rd, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 3,478 Sq Ft
    • Built 1960

    Last Sold Summary

    • 18% Below List Price
    • $460/SF
    • 57 Days On Market

    Current Estimated Value $1,693,868

    Last Listing Agent Darryl Brian RE/MAX Bentley's

    10 Olde Lyme Rd, Winchester, MA 01890
    • 18 Brookside Ave, Winchester, MA 01890
      18 Brookside Ave, Winchester, MA 01890
      18 Brookside Ave, Winchester, MA 01890
      /30

      Est $1,212,553

      Not Listed For Sale

      18 Brookside Ave, Winchester, MA 01890

      • 3 Beds
      • 1.5 Baths
      • 1,573 Sq Ft
      • Built 1910
      18 Brookside Ave, Winchester, MA 01890

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Kim Covino Compass

  • 41 Squire Rd, Winchester, MA 01890
    41 Squire Rd, Winchester, MA 01890
    41 Squire Rd, Winchester, MA 01890
    /25

    $955,225

    Sold Jan 27, 2026

    41 Squire Rd, Winchester, MA 01890

    • 4 Beds
    • 1.5 Baths
    • 2,162 Sq Ft
    • Built 1958

    Last Sold Summary

    • 3% Below List Price
    • $442/SF
    • 33 Days On Market

    Current Estimated Value $1,061,192

    Last Listing Agent William Cordts Coldwell Banker Realty - Waltham

    41 Squire Rd, Winchester, MA 01890
    • 28 Garfield Ave, Winchester, MA 01890
      28 Garfield Ave, Winchester, MA 01890
      28 Garfield Ave, Winchester, MA 01890
      /41

      Est $1,132,535

      Not Listed For Sale

      28 Garfield Ave, Winchester, MA 01890

      • 4 Beds
      • 1.5 Baths
      • 1,696 Sq Ft
      • Built 1958
      28 Garfield Ave, Winchester, MA 01890

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

  • 200 Swanton St Unit 630, Winchester, MA 01890
    200 Swanton St Unit 630, Winchester, MA 01890
    200 Swanton St Unit 630, Winchester, MA 01890
    /26

    $340,000

    Sold Feb 02, 2026

    200 Swanton St Unit 630, Winchester, MA 01890

    • 1 Bed
    • 1 Bath
    • 613 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Below List Price
    • $555/SF
    • 15 Days On Market

    Current Estimated Value $341,443

    Last Listing Agent Angela Hirtle Lyv Realty

    200 Swanton St Unit 630, Winchester, MA 01890
    • 8 Garfield Ave, Winchester, MA 01890
      8 Garfield Ave, Winchester, MA 01890
      8 Garfield Ave, Winchester, MA 01890
      /38

      Est $1,084,748

      Not Listed For Sale

      8 Garfield Ave, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1940
      8 Garfield Ave, Winchester, MA 01890

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Kim Covino Compass

  • 20 Grove Place, Winchester, MA 01890
    20 Grove Place, Winchester, MA 01890
    20 Grove Place, Winchester, MA 01890
    /40

    $1,850,000

    Sold Mar 26, 2026

    20 Grove Place, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 3,294 Sq Ft
    • Built 1910

    Last Sold Summary

    • 1% Below List Price
    • $562/SF
    • 40 Days On Market

    Current Estimated Value $1,854,870

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    20 Grove Place, Winchester, MA 01890
    • 44 Forest St, Winchester, MA 01890
      44 Forest St, Winchester, MA 01890
      44 Forest St, Winchester, MA 01890
      /42

      Est $1,207,247

      Not Listed For Sale

      44 Forest St, Winchester, MA 01890

      • 3 Beds
      • 1.5 Baths
      • 1,906 Sq Ft
      • Built 1926
      44 Forest St, Winchester, MA 01890

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Kim Covino Compass

  • 29 Shepard Ct, Winchester, MA 01890
    29 Shepard Ct, Winchester, MA 01890
    29 Shepard Ct, Winchester, MA 01890
    /40

    $2,450,000

    Sold Jan 09, 2026

    29 Shepard Ct, Winchester, MA 01890

    • 6 Beds
    • 5 Baths
    • 4,594 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Above List Price
    • $533/SF
    • 6 Days On Market

    Current Estimated Value $2,337,157

    Last Listing Agent Pirani & Wile Group Gibson Sotheby's International Realty

    29 Shepard Ct, Winchester, MA 01890
    • 518 Washington St, Winchester, MA 01890
      518 Washington St, Winchester, MA 01890
      518 Washington St, Winchester, MA 01890
      /40

      Est $1,231,718

      Not Listed For Sale

      518 Washington St, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 2,302 Sq Ft
      • Built 1915
      518 Washington St, Winchester, MA 01890

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Rodrigo Serrano Leading Edge Real Estate

  • 42 Wildwood St, Winchester, MA 01890
    42 Wildwood St, Winchester, MA 01890
    42 Wildwood St, Winchester, MA 01890
    /42

    $2,142,000

    Sold Sep 22, 2026

    42 Wildwood St, Winchester, MA 01890

    • 7 Beds
    • 4.5 Baths
    • 4,930 Sq Ft
    • Built 1880

    Last Sold Summary

    • 7% Below List Price
    • $434/SF
    • 36 Days On Market

    Current Estimated Value $2,245,867

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

    42 Wildwood St, Winchester, MA 01890
    • 25 Marion St, Winchester, MA 01890
      25 Marion St, Winchester, MA 01890
      25 Marion St, Winchester, MA 01890
      /38

      Est $2,033,984

      Not Listed For Sale

      25 Marion St, Winchester, MA 01890

      • 5 Beds
      • 5 Baths
      • 4,234 Sq Ft
      • Built 1900
      25 Marion St, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Anne Spry Barrett Sotheby's International Realty

  • 47 Yale St, Winchester, MA 01890
    47 Yale St, Winchester, MA 01890
    47 Yale St, Winchester, MA 01890
    /35

    $2,600,000

    Sold Jul 15, 2026

    47 Yale St, Winchester, MA 01890

    • 6 Beds
    • 5 Baths
    • 4,540 Sq Ft
    • Built 1920

    Last Sold Summary

    • 5% Below List Price
    • $573/SF
    • 29 Days On Market

    Current Estimated Value $2,630,731

    Last Listing Agent Molly Nolan Byrne Coldwell Banker Realty - Belmont

    47 Yale St, Winchester, MA 01890
    • 17 Cross St, Winchester, MA 01890
      17 Cross St, Winchester, MA 01890
      17 Cross St, Winchester, MA 01890
      /33

      Est $1,200,725

      Not Listed For Sale

      17 Cross St, Winchester, MA 01890

      • 4 Beds
      • 1.5 Baths
      • 2,490 Sq Ft
      • Built 1927
      17 Cross St, Winchester, MA 01890

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Kim Covino Compass

  • 2 Lagrange St, Winchester, MA 01890
    2 Lagrange St, Winchester, MA 01890
    2 Lagrange St, Winchester, MA 01890
    /42

    $1,900,000

    Sold Oct 17, 2025

    2 Lagrange St, Winchester, MA 01890

    • 7 Beds
    • 2.5 Baths
    • 3,413 Sq Ft
    • Built 1890

    Last Sold Summary

    • 5% Below List Price
    • $557/SF
    • 12 Days On Market

    Current Estimated Value $2,045,742

    Last Listing Agent Alison Lules-Cuccio Don Baker Real Estate

    2 Lagrange St, Winchester, MA 01890
    • 80 Harvard St, Winchester, MA 01890
      80 Harvard St, Winchester, MA 01890
      80 Harvard St, Winchester, MA 01890
      /32

      Est $1,283,638

      Not Listed For Sale

      80 Harvard St, Winchester, MA 01890

      • 4 Beds
      • 2 Baths
      • 2,759 Sq Ft
      • Built 1973
      80 Harvard St, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

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

  • 9 Sylvester Ct, Winchester, MA 01890
    9 Sylvester Ct, Winchester, MA 01890
    9 Sylvester Ct, Winchester, MA 01890
    /34

    $1,015,000

    Sold Dec 01, 2025

    9 Sylvester Ct, Winchester, MA 01890

    • 4 Beds
    • 1.5 Baths
    • 2,001 Sq Ft
    • Built 1963

    Last Sold Summary

    • 2% Above List Price
    • $507/SF
    • 9 Days On Market

    Current Estimated Value $1,060,820

    Last Listing Agent Kim Covino Compass

    9 Sylvester Ct, Winchester, MA 01890
    • 39 Nathaniel Rd, Winchester, MA 01890
      39 Nathaniel Rd, Winchester, MA 01890
      39 Nathaniel Rd, Winchester, MA 01890
      /38

      Est $1,378,806

      Not Listed For Sale

      39 Nathaniel Rd, Winchester, MA 01890

      • 3 Beds
      • 1.5 Baths
      • 2,799 Sq Ft
      • Built 1950
      39 Nathaniel Rd, Winchester, MA 01890

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Michaela Mahtani Leading Edge Real Estate

  • 17 Baldwin St, Winchester, MA 01890
    17 Baldwin St, Winchester, MA 01890
    17 Baldwin St, Winchester, MA 01890
    /19

    $878,000

    Sold Sep 26, 2025

    17 Baldwin St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,672 Sq Ft
    • Built 1890

    Last Sold Summary

    • 2% Below List Price
    • $525/SF
    • 2 Days On Market

    Current Estimated Value $953,495

    Last Listing Agent Dennis Oliveira JDS Realty Group

    17 Baldwin St, Winchester, MA 01890
    • 6 Nathaniel Rd, Winchester, MA 01890
      6 Nathaniel Rd, Winchester, MA 01890
      6 Nathaniel Rd, Winchester, MA 01890
      /38

      Est $1,230,414

      Not Listed For Sale

      6 Nathaniel Rd, Winchester, MA 01890

      • 4 Beds
      • 2 Baths
      • 2,217 Sq Ft
      • Built 1960
      6 Nathaniel Rd, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Kim Covino Compass

  • 263 Highland Ave, Winchester, MA 01890
    263 Highland Ave, Winchester, MA 01890
    263 Highland Ave, Winchester, MA 01890
    /42

    $1,574,500

    Sold Mar 30, 2026

    263 Highland Ave, Winchester, MA 01890

    • 4 Beds
    • 4 Baths
    • 3,343 Sq Ft
    • Built 1894

    Last Sold Summary

    • 7% Below List Price
    • $471/SF
    • 84 Days On Market

    Current Estimated Value $1,656,599

    Last Listing Agent Seeme Moreira Coldwell Banker Realty - Lexington

    263 Highland Ave, Winchester, MA 01890
    • 37 Tufts Rd, Winchester, MA 01890
      37 Tufts Rd, Winchester, MA 01890
      37 Tufts Rd, Winchester, MA 01890
      /39

      Est $1,306,509

      Not Listed For Sale

      37 Tufts Rd, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 1,969 Sq Ft
      • Built 1950
      37 Tufts Rd, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Amanda Armstrong Compass

  • 7 Conant Rd Unit 33, Winchester, MA 01890
    7 Conant Rd Unit 33, Winchester, MA 01890
    7 Conant Rd Unit 33, Winchester, MA 01890
    /33

    $680,000

    Sold Mar 16, 2026

    7 Conant Rd Unit 33, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,532 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $444/SF
    • 23 Days On Market

    Current Estimated Value $688,948

    Last Listing Agent Pirani & Wile Group Gibson Sotheby's International Realty

    7 Conant Rd Unit 33, Winchester, MA 01890
    • 32 Tufts Rd, Winchester, MA 01890
      32 Tufts Rd, Winchester, MA 01890
      32 Tufts Rd, Winchester, MA 01890
      /24

      Est $1,177,613

      Not Listed For Sale

      32 Tufts Rd, Winchester, MA 01890

      • 3 Beds
      • 1.5 Baths
      • 2,139 Sq Ft
      • Built 1950
      32 Tufts Rd, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Rose Hall Blue Ocean Realty, LLC

  • 40 Englewood Rd, Winchester, MA 01890
    40 Englewood Rd, Winchester, MA 01890
    40 Englewood Rd, Winchester, MA 01890
    /42

    $1,218,000

    Sold May 20, 2026

    40 Englewood Rd, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 1,841 Sq Ft
    • Built 1939

    Last Sold Summary

    • 11% Above List Price
    • $662/SF
    • 6 Days On Market

    Current Estimated Value $1,199,883

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    40 Englewood Rd, Winchester, MA 01890
    • 5 Bates Rd, Winchester, MA 01890
      5 Bates Rd, Winchester, MA 01890
      5 Bates Rd, Winchester, MA 01890
      /34

      Est $1,105,775

      Not Listed For Sale

      5 Bates Rd, Winchester, MA 01890

      • 5 Beds
      • 2 Baths
      • 1,918 Sq Ft
      • Built 1959
      5 Bates Rd, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Stephanie Johnson Premium Realty Group LLC

  • 36 Elmwood Ave Unit 2, Winchester, MA 01890
    36 Elmwood Ave Unit 2, Winchester, MA 01890
    36 Elmwood Ave Unit 2, Winchester, MA 01890
    /34

    $1,200,000

    Sold Dec 08, 2025

    36 Elmwood Ave Unit 2, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,342 Sq Ft
    • Built 2021

    Last Sold Summary

    • 2% Below List Price
    • $894/SF
    • 6 Days On Market

    Current Estimated Value $1,195,755

    Last Listing Agent Charles Ginsberg Coldwell Banker Realty - Lexington

    36 Elmwood Ave Unit 2, Winchester, MA 01890
    • 30 Irving St Unit 32, Winchester, MA 01890
      30 Irving St Unit 32, Winchester, MA 01890
      30 Irving St Unit 32, Winchester, MA 01890
      /34

      Est $1,134,677

      Not Listed For Sale

      30 Irving St Unit 32, Winchester, MA 01890

      • 4 Beds
      • 2 Baths
      • 2,477 Sq Ft
      • Built 1930
      30 Irving St Unit 32, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Martha Delaney Coldwell Banker Realty - Belmont

  • 10 Viking Rd, Winchester, MA 01890
    10 Viking Rd, Winchester, MA 01890
    10 Viking Rd, Winchester, MA 01890
    /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
    • 9 Emerson Ct, Winchester, MA 01890
      9 Emerson Ct, Winchester, MA 01890
      9 Emerson Ct, Winchester, MA 01890
      /41

      Est $851,600

      Not Listed For Sale

      9 Emerson Ct, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 1,441 Sq Ft
      • Built 1901
      9 Emerson Ct, Winchester, MA 01890

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Rodrigo Serrano Leading Edge Real Estate

Showing Results 521 - 560, Page 14 of 18

Massachusetts Middlesex County

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