9,202

Winchester, MA Homes

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  • 166 Forest St, Winchester, MA 01890
    166 Forest St, Winchester, MA 01890
    166 Forest St, Winchester, MA 01890
    /37

    $1,610,000

    Sold Nov 10, 2025

    166 Forest St, Winchester, MA 01890

    • 5 Beds
    • 5 Baths
    • 3,508 Sq Ft
    • Built 2002

    Last Sold Summary

    • 2% Below List Price
    • $459/SF
    • 11 Days On Market

    Current Estimated Value $1,730,394

    Last Listing Agent Ning Sun United Real Estate, LLC

    166 Forest St, Winchester, MA 01890
    • 30 Swan Rd, Winchester, MA 01890
      30 Swan Rd, Winchester, MA 01890
      30 Swan Rd, Winchester, MA 01890
      /38

      Est $2,526,007

      Not Listed For Sale

      30 Swan Rd, Winchester, MA 01890

      • 6 Beds
      • 4.5 Baths
      • 4,323 Sq Ft
      • Built 1929
      30 Swan Rd, Winchester, MA 01890

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Jay Noble Lamacchia Realty, Inc.

  • 41 Sunset Rd, Winchester, MA 01890
    41 Sunset Rd, Winchester, MA 01890
    41 Sunset Rd, Winchester, MA 01890
    /42

    $1,700,000

    Sold Jul 31, 2026

    41 Sunset Rd, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 3,090 Sq Ft
    • Built 2023

    Last Sold Summary

    • 1% Above List Price
    • $550/SF
    • 8 Days On Market

    Current Estimated Value $1,663,172

    Last Listing Agent Kim Covino Compass

    41 Sunset Rd, Winchester, MA 01890
    • 34 Swan Rd, Winchester, MA 01890
      34 Swan Rd, Winchester, MA 01890
      34 Swan Rd, Winchester, MA 01890
      /42

      Est $2,711,462

      Not Listed For Sale

      34 Swan Rd, Winchester, MA 01890

      • 4 Beds
      • 4 Baths
      • 4,704 Sq Ft
      • Built 1954
      34 Swan Rd, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Laurie Cappuccio Classified Realty Group

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

    $3,450,000

    Sold Jun 26, 2026

    40 Foxcroft Rd, Winchester, MA 01890

    • 6 Beds
    • 4.5 Baths
    • 6,460 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Below List Price
    • $534/SF
    • 67 Days On Market

    Current Estimated Value $3,296,042

    Last Listing Agent The Boston ONE Team Serhant

    40 Foxcroft Rd, Winchester, MA 01890
    • 6 Robinson Park, Winchester, MA 01890
      6 Robinson Park, Winchester, MA 01890
      6 Robinson Park, Winchester, MA 01890
      /42

      Est $3,592,577

      Not Listed For Sale

      6 Robinson Park, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 6,900 Sq Ft
      • Built 1949
      6 Robinson Park, Winchester, MA 01890

      Last Sold Summary

      • 65 Days On Market

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

  • 11 Taft Dr, Winchester, MA 01890
    11 Taft Dr, Winchester, MA 01890
    11 Taft Dr, Winchester, MA 01890
    /36

    $2,750,000

    Sold Oct 29, 2025

    11 Taft Dr, Winchester, MA 01890

    • 5 Beds
    • 5.5 Baths
    • 4,627 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $594/SF
    • 30 Days On Market

    Current Estimated Value $2,493,188

    Last Listing Agent Rose Hall Blue Ocean Realty, LLC

    11 Taft Dr, Winchester, MA 01890
    • 9 Robinson Park, Winchester, MA 01890
      9 Robinson Park, Winchester, MA 01890
      9 Robinson Park, Winchester, MA 01890
      /42

      Est $1,771,908

      Not Listed For Sale

      9 Robinson Park, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 3,224 Sq Ft
      • Built 1945
      9 Robinson Park, Winchester, MA 01890

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Paul Reardon William Raveis R.E. & Home Services

  • 59 Johnson Rd, Winchester, MA 01890
    59 Johnson Rd, Winchester, MA 01890
    59 Johnson Rd, Winchester, MA 01890
    /24

    $1,165,000

    Sold Oct 14, 2025

    59 Johnson Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,458 Sq Ft
    • Built 1958

    Last Sold Summary

    • 10% Below List Price
    • $474/SF
    • 43 Days On Market

    Current Estimated Value $1,248,283

    Last Listing Agent Angela Zhang Greatland Real Estate LLC

    59 Johnson Rd, Winchester, MA 01890
    • 5 Woodside Rd, Winchester, MA 01890
      5 Woodside Rd, Winchester, MA 01890
      5 Woodside Rd, Winchester, MA 01890
      /39

      Est $2,159,465

      Not Listed For Sale

      5 Woodside Rd, Winchester, MA 01890

      • 6 Beds
      • 2.5 Baths
      • 3,487 Sq Ft
      • Built 1910
      5 Woodside Rd, Winchester, MA 01890

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Kim Covino Compass

  • 58 Bacon St, Winchester, MA 01890
    58 Bacon St, Winchester, MA 01890
    58 Bacon St, Winchester, MA 01890
    /40

    $2,030,000

    Sold Dec 01, 2025

    58 Bacon St, Winchester, MA 01890

    • 6 Beds
    • 5.5 Baths
    • 5,791 Sq Ft
    • Built 1925

    Last Sold Summary

    • 3% Below List Price
    • $351/SF
    • 8 Days On Market

    Current Estimated Value $2,188,459

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

    58 Bacon St, Winchester, MA 01890
    • 11 Chesterford Rd E, Winchester, MA 01890
      11 Chesterford Rd E, Winchester, MA 01890
      11 Chesterford Rd E, Winchester, MA 01890
      /34

      Est $1,965,259

      Not Listed For Sale

      11 Chesterford Rd E, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 3,039 Sq Ft
      • Built 1927
      11 Chesterford Rd E, Winchester, MA 01890

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Joseph Pollack Redfin Corp.

  • 7 Wainwright Rd Unit 72, Winchester, MA 01890
    7 Wainwright Rd Unit 72, Winchester, MA 01890
    7 Wainwright Rd Unit 72, Winchester, MA 01890
    /41

    $2,150,000

    Sold Nov 05, 2025

    7 Wainwright Rd Unit 72, Winchester, MA 01890

    • 4 Beds
    • 4.5 Baths
    • 3,512 Sq Ft
    • Built 1989

    Last Sold Summary

    • 10% Above List Price
    • $612/SF
    • 7 Days On Market

    Current Estimated Value $2,121,373

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

    7 Wainwright Rd Unit 72, Winchester, MA 01890
    • 10 Chesterford Rd E, Winchester, MA 01890
      10 Chesterford Rd E, Winchester, MA 01890
      10 Chesterford Rd E, Winchester, MA 01890
      /39

      Est $1,232,020

      Not Listed For Sale

      10 Chesterford Rd E, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 1,664 Sq Ft
      • Built 1927
      10 Chesterford Rd E, Winchester, MA 01890

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Kim Covino Compass

  • 200 Swanton St Unit 239, Winchester, MA 01890
    200 Swanton St Unit 239, Winchester, MA 01890
    200 Swanton St Unit 239, Winchester, MA 01890
    /32

    $505,000

    Sold Sep 15, 2025

    200 Swanton St Unit 239, Winchester, MA 01890

    • 2 Beds
    • 1 Bath
    • 822 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Above List Price
    • $614/SF
    • 18 Days On Market

    Current Estimated Value $518,058

    Last Listing Agent Joan Powell REMAX Andrew Realty Services

    200 Swanton St Unit 239, Winchester, MA 01890
    • 8 Chesterford Rd E, Winchester, MA 01890
      8 Chesterford Rd E, Winchester, MA 01890
      8 Chesterford Rd E, Winchester, MA 01890
      /42

      Est $1,200,802

      Not Listed For Sale

      8 Chesterford Rd E, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 1,657 Sq Ft
      • Built 1932
      8 Chesterford Rd E, Winchester, MA 01890

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Mei Zhou Coldwell Banker Realty - Andovers/Readings Regional

  • 5 Bacon St, Winchester, MA 01890
    5 Bacon St, Winchester, MA 01890
    5 Bacon St, Winchester, MA 01890
    /42

    $2,090,000

    Sold Jan 06, 2026

    5 Bacon St, Winchester, MA 01890

    • 6 Beds
    • 4 Baths
    • 4,385 Sq Ft
    • Built 1910

    Last Sold Summary

    • 9% Below List Price
    • $477/SF
    • 72 Days On Market

    Current Estimated Value $2,141,775

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    5 Bacon St, Winchester, MA 01890
    • 16 Ardley Place, Winchester, MA 01890
      16 Ardley Place, Winchester, MA 01890
      16 Ardley Place, Winchester, MA 01890
      /42

      Est $2,462,141

      Not Listed For Sale

      16 Ardley Place, Winchester, MA 01890

      • 5 Beds
      • 6 Baths
      • 4,324 Sq Ft
      • Built 1938
      16 Ardley Place, Winchester, MA 01890

      Last Sold Summary

      • 68 Days On Market

      Last Listing Agent Ann Norberg Coldwell Banker Realty - Lexington

  • 26 Swan Rd, Winchester, MA 01890
    26 Swan Rd, Winchester, MA 01890
    26 Swan Rd, Winchester, MA 01890
    /42

    $2,900,000

    Sold Dec 01, 2025

    26 Swan Rd, Winchester, MA 01890

    • 6 Beds
    • 6.5 Baths
    • 8,463 Sq Ft
    • Built 2006

    Last Sold Summary

    • 19% Below List Price
    • $343/SF
    • 83 Days On Market

    Current Estimated Value $3,291,640

    Last Listing Agent Kim Covino Compass

    26 Swan Rd, Winchester, MA 01890
    • 12 Ardley Place, Winchester, MA 01890
      12 Ardley Place, Winchester, MA 01890
      12 Ardley Place, Winchester, MA 01890
      /35

      Est $1,869,486

      Not Listed For Sale

      12 Ardley Place, Winchester, MA 01890

      • 3 Beds
      • 4 Baths
      • 2,846 Sq Ft
      • Built 1940
      12 Ardley Place, Winchester, MA 01890

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Kim Covino Compass

  • 7 Wainwright Rd Unit 118, Winchester, MA 01890
    7 Wainwright Rd Unit 118, Winchester, MA 01890
    7 Wainwright Rd Unit 118, Winchester, MA 01890
    /33

    $1,502,500

    Sold Jan 10, 2026

    7 Wainwright Rd Unit 118, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 3,807 Sq Ft
    • Built 1995

    Last Sold Summary

    • $395/SF
    • 5 Days On Market

    Current Estimated Value $1,565,871

    Last Listing Agent Giordana Fiorvanti-Smith Berkshire Hathaway HomeServices Commonwealth Real Estate

    7 Wainwright Rd Unit 118, Winchester, MA 01890
    • 6 Ardley Place, Winchester, MA 01890
      6 Ardley Place, Winchester, MA 01890
      6 Ardley Place, Winchester, MA 01890
      /42

      Est $2,154,974

      Not Listed For Sale

      6 Ardley Place, Winchester, MA 01890

      • 5 Beds
      • 3.5 Baths
      • 3,676 Sq Ft
      • Built 1940
      6 Ardley Place, Winchester, MA 01890

      Last Sold Summary

      • 12 Days On Market

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

  • 19 Glengarry Rd, Winchester, MA 01890
    19 Glengarry Rd, Winchester, MA 01890
    19 Glengarry Rd, Winchester, MA 01890
    /42

    $1,825,000

    Sold Dec 08, 2025

    19 Glengarry Rd, Winchester, MA 01890

    • 6 Beds
    • 3.5 Baths
    • 3,521 Sq Ft
    • Built 1897

    Last Sold Summary

    • 13% Below List Price
    • $518/SF
    • 86 Days On Market

    Current Estimated Value $1,899,030

    Last Listing Agent Kim Covino Compass

    19 Glengarry Rd, Winchester, MA 01890
    • 7 Ardley Rd, Winchester, MA 01890
      7 Ardley Rd, Winchester, MA 01890
      7 Ardley Rd, Winchester, MA 01890
      /26

      Est $1,843,033

      Not Listed For Sale

      7 Ardley Rd, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 3,143 Sq Ft
      • Built 1939
      7 Ardley Rd, Winchester, MA 01890

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent Vantage Point Team William Raveis R.E. & Home Services

  • 7 Thornberry Rd, Winchester, MA 01890
    7 Thornberry Rd, Winchester, MA 01890
    7 Thornberry Rd, Winchester, MA 01890
    /35

    $1,310,000

    Sold Dec 24, 2025

    7 Thornberry Rd, Winchester, MA 01890

    • 5 Beds
    • 2 Baths
    • 3,033 Sq Ft
    • Built 1957

    Last Sold Summary

    • 5% Below List Price
    • $432/SF
    • 73 Days On Market

    Current Estimated Value $1,350,775

    Last Listing Agent Kim Covino Compass

    7 Thornberry Rd, Winchester, MA 01890
    • 71 Woodside Rd, Winchester, MA 01890
      71 Woodside Rd, Winchester, MA 01890
      71 Woodside Rd, Winchester, MA 01890
      /40

      Est $1,194,803

      Not Listed For Sale

      71 Woodside Rd, Winchester, MA 01890

      • 4 Beds
      • 1.5 Baths
      • 2,202 Sq Ft
      • Built 1927
      71 Woodside Rd, Winchester, MA 01890

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Kim Covino Compass

  • 6 Highland Ave, Winchester, MA 01890
    6 Highland Ave, Winchester, MA 01890
    6 Highland Ave, Winchester, MA 01890
    /31

    $1,465,000

    Sold Sep 18, 2025

    6 Highland Ave, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,506 Sq Ft
    • Built 1974

    Last Sold Summary

    • 2% Below List Price
    • $585/SF
    • 5 Days On Market

    Current Estimated Value $1,541,374

    Last Listing Agent Peter Rooney Compass

    6 Highland Ave, Winchester, MA 01890
    • 10 Norfolk Rd, Winchester, MA 01890
      10 Norfolk Rd, Winchester, MA 01890
      10 Norfolk Rd, Winchester, MA 01890
      /42

      Est $2,491,146

      Not Listed For Sale

      10 Norfolk Rd, Winchester, MA 01890

      • 5 Beds
      • 5.5 Baths
      • 4,659 Sq Ft
      • Built 2024
      10 Norfolk Rd, Winchester, MA 01890

      Last Sold Summary

      • 70 Days On Market

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

  • 50 Oxford St, Winchester, MA 01890
    50 Oxford St, Winchester, MA 01890
    50 Oxford St, Winchester, MA 01890
    /42

    $3,500,000

    Sold Jun 26, 2026

    50 Oxford St, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 5,128 Sq Ft
    • Built 1917

    Last Sold Summary

    • 1% Above List Price
    • $683/SF
    • 1 Day On Market

    Current Estimated Value $3,399,726

    Last Listing Agent Kim Covino Compass

    50 Oxford St, Winchester, MA 01890
    • 64 Woodside Rd, Winchester, MA 01890
      64 Woodside Rd, Winchester, MA 01890
      64 Woodside Rd, Winchester, MA 01890
      /42

      Est $1,657,939

      Not Listed For Sale

      64 Woodside Rd, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 2,887 Sq Ft
      • Built 1931
      64 Woodside Rd, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kim Covino Compass

  • 1 Orient St, Winchester, MA 01890
    1 Orient St, Winchester, MA 01890
    1 Orient St, Winchester, MA 01890
    /39

    $1,330,000

    Sold May 28, 2026

    1 Orient St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 2,222 Sq Ft
    • Built 1932

    Last Sold Summary

    • 2% Above List Price
    • $599/SF
    • 7 Days On Market

    Current Estimated Value $1,325,889

    Last Listing Agent Julie Gibson Gibson Sotheby's International Realty

    1 Orient St, Winchester, MA 01890
    • 67 Wildwood St, Winchester, MA 01890
      67 Wildwood St, Winchester, MA 01890
      67 Wildwood St, Winchester, MA 01890
      /41

      Est $1,925,909

      Not Listed For Sale

      67 Wildwood St, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 3,011 Sq Ft
      • Built 1950
      67 Wildwood St, Winchester, MA 01890

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Dorothea Feffer Churchill Properties

  • 4 Oakland Cir, Winchester, MA 01890
    4 Oakland Cir, Winchester, MA 01890
    4 Oakland Cir, Winchester, MA 01890
    /38

    $1,651,000

    Sold Oct 17, 2025

    4 Oakland Cir, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 2,368 Sq Ft
    • Built 1951

    Last Sold Summary

    • 3% Above List Price
    • $697/SF
    • 4 Days On Market

    Current Estimated Value $1,666,112

    Last Listing Agent Surabhi Rathi Redfin Corp.

    4 Oakland Cir, Winchester, MA 01890
    • 79 Yale St, Winchester, MA 01890
      79 Yale St, Winchester, MA 01890
      79 Yale St, Winchester, MA 01890
      /41

      Est $2,423,758

      Not Listed For Sale

      79 Yale St, Winchester, MA 01890

      • 4 Beds
      • 4 Baths
      • 3,676 Sq Ft
      • Built 1942
      79 Yale St, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • 4 Lawrence St, Winchester, MA 01890
    4 Lawrence St, Winchester, MA 01890
    4 Lawrence St, Winchester, MA 01890
    /40

    $3,070,000

    Sold Jul 07, 2026

    4 Lawrence St, Winchester, MA 01890

    • 6 Beds
    • 8 Baths
    • 7,168 Sq Ft
    • Built 1903

    Last Sold Summary

    • 1% Below List Price
    • $428/SF
    • 8 Days On Market

    Current Estimated Value $3,080,312

    Last Listing Agent Burbs To Boston Compass

    4 Lawrence St, Winchester, MA 01890
    • 76 Yale St, Winchester, MA 01890
      76 Yale St, Winchester, MA 01890
      76 Yale St, Winchester, MA 01890
      /42

      Est $2,397,464

      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

      • 5 Days On Market

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • 7 Wainwright Rd Unit 107, Winchester, MA 01890
    7 Wainwright Rd Unit 107, Winchester, MA 01890
    7 Wainwright Rd Unit 107, Winchester, MA 01890
    /40

    $1,515,000

    Sold May 22, 2026

    7 Wainwright Rd Unit 107, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,907 Sq Ft
    • Built 1995

    Last Sold Summary

    • 12% Above List Price
    • $521/SF
    • 8 Days On Market

    Current Estimated Value $1,437,863

    Last Listing Agent Kim Covino Compass

    7 Wainwright Rd Unit 107, Winchester, MA 01890
    • 114 Pond St, Winchester, MA 01890
      114 Pond St, Winchester, MA 01890
      114 Pond St, Winchester, MA 01890
      /32

      Est $1,279,896

      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

      • 7 Days On Market

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

  • 73 Grove St, Winchester, MA 01890
    73 Grove St, Winchester, MA 01890
    73 Grove St, Winchester, MA 01890
    /36

    $1,627,000

    Sold Dec 01, 2025

    73 Grove St, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 3,279 Sq Ft
    • Built 1942

    Last Sold Summary

    • 2% Above List Price
    • $496/SF
    • 4 Days On Market

    Current Estimated Value $1,688,199

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    73 Grove St, Winchester, MA 01890
    • 56 Salisbury St, Winchester, MA 01890
      56 Salisbury St, Winchester, MA 01890
      56 Salisbury St, Winchester, MA 01890
      /37

      Est $2,672,043

      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

      • 21 Days On Market

      Last Listing Agent The McLaren D'Agostino Team Compass

Showing Results 281 - 320, Page 8 of 18

Massachusetts Middlesex County

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