9,208

Winchester, MA Homes

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  • /36

    $1,945,000 Sold Sep 16, 2025

    20 Grayson Rd, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 3,825 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Above List Price
    • $508/SF
    • 7 Days On Market

    Current Estimated Value $1,895,414

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    20 Grayson Rd, Winchester, MA 01890
    • /17

      Est $1,947,875 Not Listed For Sale

      21 Dunster Ln, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 3,578 Sq Ft
      • Built 1950
      21 Dunster Ln, Winchester, MA 01890

      Last Sold Summary

      • 3% Below List Price
      • $559/SF
      • 9 Days On Market
      • Last Sold Price $2,000,000
      • Jul 25, 2023

      Last Listing Agent Mark Donnellan Gibson Sotheby's International Realty

  • /42

    $3,745,000 Sold Aug 08, 2025

    25 Wedgemere Ave, Winchester, MA 01890

    • 7 Beds
    • 8 Baths
    • 7,587 Sq Ft
    • Built 2010

    Last Sold Summary

    • 6% Below List Price
    • $494/SF
    • 44 Days On Market

    Current Estimated Value $3,933,190

    Last Listing Agent Prestige Homes Realty Team Prestige Homes Real Estate, LLC

    25 Wedgemere Ave, Winchester, MA 01890
    • /38

      Est $1,234,471 Not Listed For Sale

      18 Ridge St, Winchester, MA 01890

      • 5 Beds
      • 1.5 Baths
      • 2,383 Sq Ft
      • Built 1840
      18 Ridge St, Winchester, MA 01890

      Last Sold Summary

      • 18% Above List Price
      • $441/SF
      • 15 Days On Market
      • Last Sold Price $1,050,000
      • Apr 04, 2024

      Last Listing Agent Gayle Winters Compass

  • /31

    $1,965,000 Sold Jan 27, 2026

    46 Church St, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 3,475 Sq Ft
    • Built 1960

    Last Sold Summary

    • 2% Below List Price
    • $565/SF
    • 13 Days On Market

    Current Estimated Value $1,968,913

    Last Listing Agent Joan Francis Sullivan Better Homes and Gardens Real Estate - The Shanahan Group

    46 Church St, Winchester, MA 01890
    • /40

      Est $2,368,607 Not Listed For Sale

      280 High St, Winchester, MA 01890

      • 6 Beds
      • 5 Baths
      • 6,259 Sq Ft
      • Built 1976
      280 High St, Winchester, MA 01890

      Last Sold Summary

      • 20% Above List Price
      • $316/SF
      • 136 Days On Market
      • Last Sold Price $1,980,000
      • Sep 30, 2024

      Last Listing Agent Anthony Marino The Marino Group Collection

  • /28

    $710,000 Sold Sep 10, 2025

    666 Main St Unit 206, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $607/SF
    • 50 Days On Market

    Current Estimated Value $709,665

    Last Listing Agent Sveta Vakhitova Berkshire Hathaway HomeServices Warren Residential

    666 Main St Unit 206, Winchester, MA 01890
    • /41

      Est $2,025,981 Not Listed For Sale

      31 Coolidge Rd, Winchester, MA 01890

      • 4 Beds
      • 4 Baths
      • 4,650 Sq Ft
      • Built 1980
      31 Coolidge Rd, Winchester, MA 01890

      Last Sold Summary

      • 1% Above List Price
      • $430/SF
      • 11 Days On Market
      • Last Sold Price $2,000,000
      • Apr 15, 2025

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • /35

    $1,100,000 Sold Jun 27, 2025

    63 Church St, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 3,157 Sq Ft
    • Built 1866

    Last Sold Summary

    • 24% Below List Price
    • $348/SF
    • 20 Days On Market

    Current Estimated Value $1,158,542

    Last Listing Agent Nancy McLaughlin Redfin Corp.

    63 Church St, Winchester, MA 01890
    • /42

      Est $2,067,887 Not Listed For Sale

      23 Olde Village Dr, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 4,997 Sq Ft
      • Built 1975
      23 Olde Village Dr, Winchester, MA 01890

      Last Sold Summary

      • 2% Above List Price
      • $405/SF
      • 8 Days On Market
      • Last Sold Price $2,025,000
      • Feb 21, 2025

      Last Listing Agent Ngoc Anh Goldstein Leading Edge Real Estate

  • /40

    $2,895,000 Sold Oct 30, 2025

    6 Abby Rd, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 5,716 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $506/SF
    • 28 Days On Market

    Last Listing Agent Philip Vita Compass

    6 Abby Rd, Winchester, MA 01890
    • /38

      Est $1,648,420 Not Listed For Sale

      31 Girard Rd, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 3,158 Sq Ft
      • Built 1975
      31 Girard Rd, Winchester, MA 01890

      Last Sold Summary

      • $522/SF
      • 6 Days On Market
      • Last Sold Price $1,650,000
      • Dec 11, 2024

      Last Listing Agent Philip Vita Compass

  • /34

    $2,100,000 Sold Mar 19, 2026

    10 Hawthorne Rd, Winchester, MA 01890

    • 5 Beds
    • 6 Baths
    • 3,191 Sq Ft
    • Built 1961

    Last Sold Summary

    • 5% Above List Price
    • $658/SF
    • 7 Days On Market

    Current Estimated Value $1,974,960

    Last Listing Agent Susan Kadilak Fiv Realty Co.

    10 Hawthorne Rd, Winchester, MA 01890
    • /40

      Est $2,045,016 Not Listed For Sale

      99 Ridge St, Winchester, MA 01890

      • 5 Beds
      • 3.5 Baths
      • 4,567 Sq Ft
      • Built 2004
      99 Ridge St, Winchester, MA 01890

      Last Sold Summary

      • 7% Above List Price
      • $418/SF
      • 4 Days On Market
      • Last Sold Price $1,910,000
      • Jun 26, 2024

      Last Listing Agent Doug Hills Compass

  • /11

    $270,000 Sold Mar 02, 2026

    200 Swanton St Unit 636, Winchester, MA 01890

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

    Last Sold Summary

    • 10% Below List Price
    • $685/SF
    • 26 Days On Market

    Current Estimated Value $291,820

    Last Listing Agent Michael Masci North Atlantic Realty Group

    200 Swanton St Unit 636, Winchester, MA 01890
    • /42

      Est $1,232,951 Not Listed For Sale

      119 Ridge St, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 2,542 Sq Ft
      • Built 1956
      119 Ridge St, Winchester, MA 01890

      Last Sold Summary

      • 20% Above List Price
      • $403/SF
      • 31 Days On Market
      • Last Sold Price $1,025,000
      • Jul 31, 2024

      Last Listing Agent Charles Jolin Keller Williams Realty

  • /35

    $1,015,000 Sold Mar 20, 2026

    320 Washington St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,749 Sq Ft
    • Built 1850

    Last Sold Summary

    • 2% Above List Price
    • $580/SF
    • 6 Days On Market

    Current Estimated Value $1,007,035

    Last Listing Agent John Conroy East Coast Realty, Inc.

    320 Washington St, Winchester, MA 01890
    • /41

      Est $3,237,711 Not Listed For Sale

      11 Viking Rd, Winchester, MA 01890

      • 5 Beds
      • 4.5 Baths
      • 4,322 Sq Ft
      • Built 1980
      11 Viking Rd, Winchester, MA 01890

      Last Sold Summary

      • 118% Above List Price
      • $344/SF
      • 9 Days On Market
      • Last Sold Price $1,485,000
      • Sep 27, 2023

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  • /42

    $1,082,000 Sold May 01, 2026

    38 Pickering St Unit A, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,056 Sq Ft
    • Built 1890

    Last Sold Summary

    • 8% Above List Price
    • $526/SF
    • 5 Days On Market

    Current Estimated Value $1,003,423

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    38 Pickering St Unit A, Winchester, MA 01890
    • /40

      Est $1,358,625 Not Listed For Sale

      25 Lockeland Rd, Winchester, MA 01890

      • 3 Beds
      • 3 Baths
      • 2,456 Sq Ft
      • Built 1954
      25 Lockeland Rd, Winchester, MA 01890

      Last Sold Summary

      • 10% Above List Price
      • $501/SF
      • 12 Days On Market
      • Last Sold Price $1,230,000
      • Dec 21, 2023

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

  • /38

    $1,558,200 Sold Jan 05, 2026

    82 Hillcrest Pkwy, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,882 Sq Ft
    • Built 1936

    Last Sold Summary

    • 6% Below List Price
    • $828/SF
    • 8 Days On Market

    Current Estimated Value $1,566,846

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

    82 Hillcrest Pkwy, Winchester, MA 01890
    • /42

      Est $1,929,491 Not Listed For Sale

      7 Plymouth Rd, Winchester, MA 01890

      • 4 Beds
      • 4 Baths
      • 2,770 Sq Ft
      • Built 1959
      7 Plymouth Rd, Winchester, MA 01890

      Last Sold Summary

      • 8% Below List Price
      • $756/SF
      • 0 Days On Market
      • Last Sold Price $2,095,000
      • Jul 26, 2024

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • /42

    $1,199,000 Sold Nov 21, 2025

    162 Swanton St Unit 162, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,459 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $488/SF
    • 73 Days On Market

    Last Listing Agent Kim Covino Compass

    162 Swanton St Unit 162, Winchester, MA 01890
    • /42

      Est $3,026,267 Not Listed For Sale

      6 Pocahontas Dr, Winchester, MA 01890

      • 5 Beds
      • 5.5 Baths
      • 5,600 Sq Ft
      • Built 2022
      6 Pocahontas Dr, Winchester, MA 01890

      Last Sold Summary

      • 2% Below List Price
      • $554/SF
      • 24 Days On Market
      • Last Sold Price $3,100,000
      • Oct 03, 2024

      Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

  • /42

    $1,350,000 Sold May 30, 2025

    34 Fells Rd, Winchester, MA 01890

    • 3 Beds
    • 4 Baths
    • 3,351 Sq Ft
    • Built 1946

    Last Sold Summary

    • 16% Below List Price
    • $403/SF
    • 38 Days On Market

    Current Estimated Value $1,499,936

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    34 Fells Rd, Winchester, MA 01890
    • /36

      Est $1,618,552 Not Listed For Sale

      43 Mayflower Rd, Winchester, MA 01890

      • 4 Beds
      • 3 Baths
      • 4,190 Sq Ft
      • Built 1970
      43 Mayflower Rd, Winchester, MA 01890

      Last Sold Summary

      • 10% Above List Price
      • $351/SF
      • 48 Days On Market
      • Last Sold Price $1,470,000
      • Jun 04, 2024

      Last Listing Agent Annie Youssoufian Boston Brownstones Realty PLLC

  • /42

    $1,090,000 Sold Feb 06, 2026

    16 Ridge St, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,844 Sq Ft
    • Built 1965

    Last Sold Summary

    • 9% Below List Price
    • $591/SF
    • 82 Days On Market

    Current Estimated Value $1,126,549

    Last Listing Agent Kim Covino Compass

    16 Ridge St, Winchester, MA 01890
    • /38

      Est $1,988,779 Not Listed For Sale

      11 Plymouth Rd, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 3,611 Sq Ft
      • Built 1984
      11 Plymouth Rd, Winchester, MA 01890

      Last Sold Summary

      • 5% Above List Price
      • $526/SF
      • 50 Days On Market
      • Last Sold Price $1,900,000
      • Jan 29, 2025

      Last Listing Agent Darryl Brian RE/MAX

  • /32

    $1,475,000 Sold Apr 29, 2026

    28 Emerson Rd, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 2,344 Sq Ft
    • Built 1952

    Last Sold Summary

    • 9% Above List Price
    • $629/SF
    • 4 Days On Market

    Current Estimated Value $1,354,631

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    28 Emerson Rd, Winchester, MA 01890
    • /35

      Est $1,989,058 Not Listed For Sale

      34 Mayflower Rd, Winchester, MA 01890

      • 4 Beds
      • 4.5 Baths
      • 4,439 Sq Ft
      • Built 1970
      34 Mayflower Rd, Winchester, MA 01890

      Last Sold Summary

      • 4% Above List Price
      • $433/SF
      • 5 Days On Market
      • Last Sold Price $1,920,000
      • Aug 30, 2024

      Last Listing Agent Janice Vazquez United Brokers

  • /42

    $1,350,000 Sold Mar 06, 2026

    95 Irving St, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 2,490 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Below List Price
    • $542/SF
    • 61 Days On Market

    Current Estimated Value $1,373,040

    Last Listing Agent Kim Covino Compass

    95 Irving St, Winchester, MA 01890
    • /40

      Est $1,467,207 Not Listed For Sale

      57 Hutchinson Rd, Winchester, MA 01890

      • 2 Beds
      • 3 Baths
      • 2,874 Sq Ft
      • Built 1952
      57 Hutchinson Rd, Winchester, MA 01890

      Last Sold Summary

      • 2% Below List Price
      • $522/SF
      • 6 Days On Market
      • Last Sold Price $1,500,000
      • Nov 01, 2024

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

  • /27

    $1,225,000 Sold Nov 14, 2025

    10 Winchester Place Unit 301, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • Built 2002

    Last Sold Summary

    • 14% Above List Price
    • $800/SF
    • 1 Day On Market

    Current Estimated Value $1,173,240

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    10 Winchester Place Unit 301, Winchester, MA 01890
    • /33

      Est $1,342,213 Not Listed For Sale

      132 Cambridge St, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 1,636 Sq Ft
      • Built 1980
      132 Cambridge St, Winchester, MA 01890

      Last Sold Summary

      • 5% Above List Price
      • $779/SF
      • 30 Days On Market
      • Last Sold Price $1,275,000
      • Apr 18, 2024

      Last Listing Agent Emmanuel Garcia Elia Realty Group, Inc

  • /42

    $2,750,000 Sold May 19, 2025

    35 Lawson Rd, Winchester, MA 01890

    • 6 Beds
    • 6 Baths
    • 5,263 Sq Ft
    • Built 1920

    Last Sold Summary

    • $523/SF
    • 12 Days On Market

    Current Estimated Value $2,789,874

    Last Listing Agent Kim Covino Compass

    35 Lawson Rd, Winchester, MA 01890
    • /42

      Est $2,381,014 Not Listed For Sale

      7 Russett Ln, Winchester, MA 01890

      • 5 Beds
      • 7 Baths
      • 7,292 Sq Ft
      • Built 1974
      7 Russett Ln, Winchester, MA 01890

      Last Sold Summary

      • 15% Above List Price
      • $284/SF
      • 39 Days On Market
      • Last Sold Price $2,070,000
      • Jul 11, 2024

      Last Listing Agent Reliable Results Realty Coldwell Banker Realty - Westford

  • /41

    $815,000 Sold Mar 09, 2026

    49 Spruce St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,710 Sq Ft
    • Built 1860

    Last Sold Summary

    • 2% Below List Price
    • $477/SF
    • 16 Days On Market

    Current Estimated Value $837,199

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    49 Spruce St, Winchester, MA 01890
    • /42

      Est $2,147,779 Not Listed For Sale

      8 Johnson Rd, Winchester, MA 01890

      • 6 Beds
      • 5.5 Baths
      • 5,800 Sq Ft
      • Built 2016
      8 Johnson Rd, Winchester, MA 01890

      Last Sold Summary

      • 10% Above List Price
      • $338/SF
      • 24 Days On Market
      • Last Sold Price $1,960,000
      • Jul 15, 2024

      Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

  • /29

    $1,300,000 Sold Jul 30, 2025

    49 Lincoln St, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 2,238 Sq Ft
    • Built 1905

    Last Sold Summary

    • 3% Below List Price
    • $581/SF
    • 9 Days On Market

    Current Estimated Value $1,304,658

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

    49 Lincoln St, Winchester, MA 01890
    • /40

      Est $2,912,493 Not Listed For Sale

      50 Emerson Rd, Winchester, MA 01890

      • 4 Beds
      • 5 Baths
      • 4,051 Sq Ft
      • Built 2005
      50 Emerson Rd, Winchester, MA 01890

      Last Sold Summary

      • 16% Above List Price
      • $617/SF
      • 39 Days On Market
      • Last Sold Price $2,500,000
      • Nov 14, 2023

      Last Listing Agent Steve Leavey Keller Williams Realty

Showing Results 201 - 240, Page 6 of 18

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