9,206

Winchester, MA Homes

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  • 7 Wainwright Rd Unit 15, Winchester, MA 01890
    7 Wainwright Rd Unit 15, Winchester, MA 01890
    7 Wainwright Rd Unit 15, Winchester, MA 01890
    /37

    $1,427,000

    Sold Feb 26, 2026

    7 Wainwright Rd Unit 15, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,996 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Above List Price
    • $476/SF
    • 2 Days On Market

    Current Estimated Value $1,411,759

    Last Listing Agent Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

    7 Wainwright Rd Unit 15, Winchester, MA 01890
    • 63 Church St, Winchester, MA 01890
      63 Church St, Winchester, MA 01890
      63 Church St, Winchester, MA 01890
      /35

      Est $1,237,556

      Not Listed For Sale

      63 Church St, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 3,157 Sq Ft
      • Built 1866
      63 Church St, Winchester, MA 01890

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Nancy McLaughlin Redfin Corp.

  • 147 Highland Ave, Winchester, MA 01890
    147 Highland Ave, Winchester, MA 01890
    147 Highland Ave, Winchester, MA 01890
    /37

    $1,200,000

    Sold Sep 25, 2025

    147 Highland Ave, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 1,884 Sq Ft
    • Built 1919

    Last Sold Summary

    • 14% Below List Price
    • $637/SF
    • 103 Days On Market

    Current Estimated Value $1,295,586

    Last Listing Agent Kim Covino Compass

    147 Highland Ave, Winchester, MA 01890
    • 83 Church St Unit 6, Winchester, MA 01890
      83 Church St Unit 6, Winchester, MA 01890
      83 Church St Unit 6, Winchester, MA 01890
      /32

      Est $1,005,321

      Not Listed For Sale

      83 Church St Unit 6, Winchester, MA 01890

      • 2 Beds
      • 2 Baths
      • 1,493 Sq Ft
      • Built 1983
      83 Church St Unit 6, Winchester, MA 01890

      Last Sold Summary

      • 29 Days On Market

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

  • 10 Blossom Hill Rd, Winchester, MA 01890
    10 Blossom Hill Rd, Winchester, MA 01890
    10 Blossom Hill Rd, Winchester, MA 01890
    /42

    $1,678,500

    Sold Sep 25, 2025

    10 Blossom Hill Rd, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 3,838 Sq Ft
    • Built 1951

    Last Sold Summary

    • 1% Below List Price
    • $437/SF
    • 10 Days On Market

    Current Estimated Value $1,726,567

    Last Listing Agent Stephen DeConto Cameron Real Estate Group

    10 Blossom Hill Rd, Winchester, MA 01890
    • 5 Pine St, Winchester, MA 01890
      5 Pine St, Winchester, MA 01890
      5 Pine St, Winchester, MA 01890
      /41

      Est $2,323,170

      Not Listed For Sale

      5 Pine St, Winchester, MA 01890

      • 5 Beds
      • 3.5 Baths
      • 4,273 Sq Ft
      • Built 1910
      5 Pine St, Winchester, MA 01890

      Last Sold Summary

      • 7 Days On Market

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

  • 105 Thornberry Rd, Winchester, MA 01890
    105 Thornberry Rd, Winchester, MA 01890
    /2

    $1,899,000

    Sold Jul 09, 2026

    105 Thornberry Rd, Winchester, MA 01890

    • 5 Beds
    • 2.5 Baths
    • 3,278 Sq Ft
    • Built 1971

    Last Sold Summary

    • $579/SF
    • 10 Days On Market

    Current Estimated Value $1,881,845

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    105 Thornberry Rd, Winchester, MA 01890
    • 17 Dix St, Winchester, MA 01890
      17 Dix St, Winchester, MA 01890
      17 Dix St, Winchester, MA 01890
      /42

      Est $2,184,495

      Not Listed For Sale

      17 Dix St, Winchester, MA 01890

      • 5 Beds
      • 2 Baths
      • 3,059 Sq Ft
      • Built 1940
      17 Dix St, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Kim Covino Compass

  • 200 Swanton St Unit 538, Winchester, MA 01890
    200 Swanton St Unit 538, Winchester, MA 01890
    200 Swanton St Unit 538, Winchester, MA 01890
    /13

    $250,000

    Sold Jun 22, 2026

    200 Swanton St Unit 538, Winchester, MA 01890

    • 1 Bath
    • 394 Sq Ft
    • Built 1966

    Last Sold Summary

    • 13% Below List Price
    • $635/SF
    • 36 Days On Market

    Current Estimated Value $255,412

    Last Listing Agent Michael Masci North Atlantic Realty Group

    200 Swanton St Unit 538, Winchester, MA 01890
    • 7 Rangeley Rd, Winchester, MA 01890
      7 Rangeley Rd, Winchester, MA 01890
      7 Rangeley Rd, Winchester, MA 01890
      /42

      Est $2,381,450

      Not Listed For Sale

      7 Rangeley Rd, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 3,851 Sq Ft
      • Built 1936
      7 Rangeley Rd, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kim Covino Compass

  • 12 Canterbury Rd, Winchester, MA 01890
    12 Canterbury Rd, Winchester, MA 01890
    12 Canterbury Rd, Winchester, MA 01890
    /33

    $1,325,000

    Sold Dec 22, 2025

    12 Canterbury Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,942 Sq Ft
    • Built 1942

    Last Sold Summary

    • 10% Above List Price
    • $682/SF
    • 9 Days On Market

    Current Estimated Value $1,379,566

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

    12 Canterbury Rd, Winchester, MA 01890
    • 3 Ravine Rd, Winchester, MA 01890
      3 Ravine Rd, Winchester, MA 01890
      3 Ravine Rd, Winchester, MA 01890
      /42

      Est $3,744,228

      Not Listed For Sale

      3 Ravine Rd, Winchester, MA 01890

      • 6 Beds
      • 6.5 Baths
      • 8,178 Sq Ft
      • Built 2014
      3 Ravine Rd, Winchester, MA 01890

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Kim Covino Compass

  • 56 Yale St, Winchester, MA 01890
    56 Yale St, Winchester, MA 01890
    56 Yale St, Winchester, MA 01890
    /42

    $2,830,000

    Sold Jun 23, 2026

    56 Yale St, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 4,792 Sq Ft
    • Built 1923

    Last Sold Summary

    • 1% Above List Price
    • $591/SF
    • 7 Days On Market

    Current Estimated Value $2,775,033

    Last Listing Agent Patricia Fitzgerald Brad Hutchinson Real Estate

    56 Yale St, Winchester, MA 01890
    • 19 Rangeley Rd, Winchester, MA 01890
      19 Rangeley Rd, Winchester, MA 01890
      19 Rangeley Rd, Winchester, MA 01890
      /39

      Est $4,374,766

      Not Listed For Sale

      19 Rangeley Rd, Winchester, MA 01890

      • 5 Beds
      • 7 Baths
      • 7,779 Sq Ft
      • Built 1915
      19 Rangeley Rd, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • 162 Forest St, Winchester, MA 01890
    162 Forest St, Winchester, MA 01890
    162 Forest St, Winchester, MA 01890
    /33

    $1,280,000

    Sold Oct 03, 2025

    162 Forest St, Winchester, MA 01890

    • 4 Beds
    • 1.5 Baths
    • 1,900 Sq Ft
    • Built 1930

    Last Sold Summary

    • 2% Above List Price
    • $674/SF
    • 9 Days On Market

    Current Estimated Value $1,312,699

    Last Listing Agent Paul Cirignano The Synergy Group

    162 Forest St, Winchester, MA 01890
    • 82 Church St Unit 84, Winchester, MA 01890
      82 Church St Unit 84, Winchester, MA 01890
      82 Church St Unit 84, Winchester, MA 01890
      /38

      Not Listed For Sale

      82 Church St Unit 84, Winchester, MA 01890

      • 4 Beds
      • 4.5 Baths
      • 2,465 Sq Ft
      • Built 2023
      82 Church St Unit 84, Winchester, MA 01890

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Lorrie Gibris - Parajeckas Compass

  • 4 Aricia Ln, Winchester, MA 01890
    4 Aricia Ln, Winchester, MA 01890
    4 Aricia Ln, Winchester, MA 01890
    /42

    $1,656,000

    Sold Oct 31, 2025

    4 Aricia Ln, Winchester, MA 01890

    • 4 Beds
    • 5 Baths
    • 5,361 Sq Ft
    • Built 1984

    Last Sold Summary

    • 13% Below List Price
    • $309/SF
    • 88 Days On Market

    Current Estimated Value $1,825,836

    Last Listing Agent The McLaren D'Agostino Team Compass

    4 Aricia Ln, Winchester, MA 01890
    • 3 Lagrange St, Winchester, MA 01890
      3 Lagrange St, Winchester, MA 01890
      3 Lagrange St, Winchester, MA 01890
      /38

      Est $2,296,429

      Not Listed For Sale

      3 Lagrange St, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 4,060 Sq Ft
      • Built 1912
      3 Lagrange St, Winchester, MA 01890

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Mark Donnellan Gibson Sotheby's International Realty

  • 16 Park Ave Unit 2, Winchester, MA 01890
    16 Park Ave Unit 2, Winchester, MA 01890
    16 Park Ave Unit 2, Winchester, MA 01890
    /32

    $999,999

    Sold Nov 21, 2025

    16 Park Ave Unit 2, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft
    • Built 1915

    Last Sold Summary

    • 5% Above List Price
    • $569/SF
    • 9 Days On Market

    Current Estimated Value $1,009,971

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

    16 Park Ave Unit 2, Winchester, MA 01890
    • 73 Bacon St, Winchester, MA 01890
      73 Bacon St, Winchester, MA 01890
      73 Bacon St, Winchester, MA 01890
      /35

      Est $2,447,831

      Not Listed For Sale

      73 Bacon St, Winchester, MA 01890

      • 6 Beds
      • 3.5 Baths
      • 4,453 Sq Ft
      • Built 1912
      73 Bacon St, Winchester, MA 01890

      Last Sold Summary

      • 82 Days On Market

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

  • 89 Main St, Winchester, MA 01890
    89 Main St, Winchester, MA 01890
    89 Main St, Winchester, MA 01890
    /41

    $1,150,000

    Sold Nov 14, 2025

    89 Main St, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,648 Sq Ft
    • Built 1932

    Last Sold Summary

    • 2% Above List Price
    • $434/SF
    • 8 Days On Market

    Current Estimated Value $1,214,450

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    89 Main St, Winchester, MA 01890
    • 59 Bacon St, Winchester, MA 01890
      59 Bacon St, Winchester, MA 01890
      59 Bacon St, Winchester, MA 01890
      /35

      Est $3,073,727

      Not Listed For Sale

      59 Bacon St, Winchester, MA 01890

      • 5 Beds
      • 5.5 Baths
      • 5,981 Sq Ft
      • Built 2023
      59 Bacon St, Winchester, MA 01890

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • 19 Town Way, Winchester, MA 01890
    19 Town Way, Winchester, MA 01890
    19 Town Way, Winchester, MA 01890
    /42

    $2,750,000

    Sold Apr 03, 2026

    19 Town Way, Winchester, MA 01890

    • 5 Beds
    • 5.5 Baths
    • 5,257 Sq Ft
    • Built 2025

    Last Sold Summary

    • 8% Below List Price
    • $523/SF
    • 105 Days On Market

    Current Estimated Value $2,636,040

    Last Listing Agent Philip Vita Compass

    19 Town Way, Winchester, MA 01890
    • 34 Rangeley Rd, Winchester, MA 01890
      34 Rangeley Rd, Winchester, MA 01890
      34 Rangeley Rd, Winchester, MA 01890
      /42

      Est $2,676,968

      Not Listed For Sale

      34 Rangeley Rd, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 3,708 Sq Ft
      • Built 1929
      34 Rangeley Rd, Winchester, MA 01890

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Kim Covino Compass

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

    $1,100,000

    Sold May 28, 2026

    104 Wendell St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,675 Sq Ft
    • Built 1951

    Last Sold Summary

    • 12% Above List Price
    • $657/SF
    • 6 Days On Market

    Current Estimated Value $1,043,545

    Last Listing Agent Kim Covino Compass

    104 Wendell St, Winchester, MA 01890
    • 2 Fairfield Place, Winchester, MA 01890
      2 Fairfield Place, Winchester, MA 01890
      2 Fairfield Place, Winchester, MA 01890
      /42

      Est $2,040,415

      Not Listed For Sale

      2 Fairfield Place, Winchester, MA 01890

      • 5 Beds
      • 2.5 Baths
      • 3,746 Sq Ft
      • Built 2005
      2 Fairfield Place, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Kim Covino Compass

  • 5 Squire Rd, Winchester, MA 01890
    5 Squire Rd, Winchester, MA 01890
    /2

    $1,875,000

    Sold Mar 06, 2026

    5 Squire Rd, Winchester, MA 01890

    • 6 Beds
    • 3.5 Baths
    • 4,696 Sq Ft
    • Built 1958

    Last Sold Summary

    • 1% Below List Price
    • $399/SF
    • 13 Days On Market

    Current Estimated Value $1,902,031

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    5 Squire Rd, Winchester, MA 01890
    • 60 Lake St Unit I, Winchester, MA 01890
      60 Lake St Unit I, Winchester, MA 01890
      60 Lake St Unit I, Winchester, MA 01890
      /30

      Est $666,331

      Not Listed For Sale

      60 Lake St Unit I, Winchester, MA 01890

      • 2 Beds
      • 1.5 Baths
      • 1,464 Sq Ft
      • Built 1976
      60 Lake St Unit I, Winchester, MA 01890

      Last Sold Summary

      • 8 Days On Market

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

  • 446 Highland Ave, Winchester, MA 01890
    446 Highland Ave, Winchester, MA 01890
    446 Highland Ave, Winchester, MA 01890
    /38

    $940,000

    Sold Dec 23, 2025

    446 Highland Ave, Winchester, MA 01890

    • 2 Beds
    • 1.5 Baths
    • 2,033 Sq Ft
    • Built 1926

    Last Sold Summary

    • 6% Below List Price
    • $462/SF
    • 14 Days On Market

    Current Estimated Value $1,069,063

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    446 Highland Ave, Winchester, MA 01890
    • 50 Lake St Unit I, Winchester, MA 01890
      50 Lake St Unit I, Winchester, MA 01890
      50 Lake St Unit I, Winchester, MA 01890
      /38

      Est $682,324

      Not Listed For Sale

      50 Lake St Unit I, Winchester, MA 01890

      • 2 Beds
      • 1.5 Baths
      • 1,461 Sq Ft
      • Built 1976
      50 Lake St Unit I, Winchester, MA 01890

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Diane Plunkett Plunkett Properties

  • 5 Stratford Rd, Winchester, MA 01890
    5 Stratford Rd, Winchester, MA 01890
    5 Stratford Rd, Winchester, MA 01890
    /39

    $3,599,000

    Sold Nov 20, 2025

    5 Stratford Rd, Winchester, MA 01890

    • 6 Beds
    • 4.5 Baths
    • 5,876 Sq Ft
    • Built 1870

    Last Sold Summary

    • $612/SF
    • 27 Days On Market

    Current Estimated Value $3,603,326

    Last Listing Agent Kim Covino Compass

    5 Stratford Rd, Winchester, MA 01890
    • 50 Lake St Unit B, Winchester, MA 01890
      50 Lake St Unit B, Winchester, MA 01890
      50 Lake St Unit B, Winchester, MA 01890
      /27

      Est $711,836

      Not Listed For Sale

      50 Lake St Unit B, Winchester, MA 01890

      • 2 Beds
      • 1.5 Baths
      • 1,554 Sq Ft
      • Built 1976
      50 Lake St Unit B, Winchester, MA 01890

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  • 19 Gershon Way Unit 1, Winchester, MA 01890
    19 Gershon Way Unit 1, Winchester, MA 01890
    19 Gershon Way Unit 1, Winchester, MA 01890
    /42

    $2,175,000

    Sold Jan 16, 2026

    19 Gershon Way Unit 1, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 3,953 Sq Ft
    • Built 2020

    Last Sold Summary

    • 5% Below List Price
    • $550/SF
    • 19 Days On Market

    Last Listing Agent Philip Vita Compass

    19 Gershon Way Unit 1, Winchester, MA 01890
    • 47 Clark St Unit 49, Winchester, MA 01890
      47 Clark St Unit 49, Winchester, MA 01890
      47 Clark St Unit 49, Winchester, MA 01890
      /31

      Est $1,150,083

      Not Listed For Sale

      47 Clark St Unit 49, Winchester, MA 01890

      • 6 Beds
      • 2.5 Baths
      • 2,170 Sq Ft
      • Built 1890
      47 Clark St Unit 49, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kristi Connors - Taylor Coldwell Banker Realty - Lexington

  • 237 Swanton St, Winchester, MA 01890
    237 Swanton St, Winchester, MA 01890
    237 Swanton St, Winchester, MA 01890
    /34

    $1,850,000

    Sold May 29, 2026

    237 Swanton St, Winchester, MA 01890

    • 5 Beds
    • 4 Baths
    • 4,334 Sq Ft
    • Built 2020

    Last Sold Summary

    • 7% Below List Price
    • $427/SF
    • 23 Days On Market

    Current Estimated Value $1,910,898

    Last Listing Agent Kim Covino Compass

    237 Swanton St, Winchester, MA 01890
    • 32 Clark St, Winchester, MA 01890
      32 Clark St, Winchester, MA 01890
      32 Clark St, Winchester, MA 01890
      /33

      Est $822,220

      Not Listed For Sale

      32 Clark St, Winchester, MA 01890

      • 2 Beds
      • 1.5 Baths
      • 1,326 Sq Ft
      • Built 1890
      32 Clark St, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Rodrigo Serrano Leading Edge Real Estate

  • 54 Wedgemere Ave, Winchester, MA 01890
    54 Wedgemere Ave, Winchester, MA 01890
    54 Wedgemere Ave, Winchester, MA 01890
    /42

    $2,862,500

    Sold Oct 10, 2025

    54 Wedgemere Ave, Winchester, MA 01890

    • 6 Beds
    • 3.5 Baths
    • 5,238 Sq Ft
    • Built 1915

    Last Sold Summary

    • 4% Below List Price
    • $546/SF
    • 6 Days On Market

    Current Estimated Value $2,985,846

    Last Listing Agent Kim Covino Compass

    54 Wedgemere Ave, Winchester, MA 01890
    • 63 Middlesex St, Winchester, MA 01890
      63 Middlesex St, Winchester, MA 01890
      63 Middlesex St, Winchester, MA 01890
      /28

      Est $996,696

      Not Listed For Sale

      63 Middlesex St, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 1,614 Sq Ft
      • Built 1948
      63 Middlesex St, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent HMW Team HMW Real Estate, LLC

  • 1 Copley St, Winchester, MA 01890
    1 Copley St, Winchester, MA 01890
    1 Copley St, Winchester, MA 01890
    /32

    $1,865,000

    Sold Dec 30, 2025

    1 Copley St, Winchester, MA 01890

    • 7 Beds
    • 2.5 Baths
    • 2,998 Sq Ft
    • Built 1913

    Last Sold Summary

    • 8% Above List Price
    • $622/SF
    • 4 Days On Market

    Current Estimated Value $1,940,185

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

    1 Copley St, Winchester, MA 01890
    • 78 Middlesex St, Winchester, MA 01890
      78 Middlesex St, Winchester, MA 01890
      78 Middlesex St, Winchester, MA 01890
      /34

      Est $1,449,361

      Not Listed For Sale

      78 Middlesex St, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 2,650 Sq Ft
      • Built 1900
      78 Middlesex St, Winchester, MA 01890

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Marjie and Phil Gibson Sotheby's International Realty

Showing Results 401 - 440, Page 11 of 18

Massachusetts Middlesex County

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