309

Recently Sold Winchester, MA Homes

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  • /39

    $950,000 Sold Jul 17, 2025

    6 Francis Circuit Unit 6, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,540 Sq Ft
    • Built 1875

    Last Sold Summary

    • 1% Below List Price
    • $617/SF
    • 10 Days On Market

    Last Listing Agent Katherine Waters-Clark Compass

    6 Francis Circuit Unit 6, Winchester, MA 01890
  • /41

    $2,850,000 Sold Jun 09, 2025

    45 Brooks St, Winchester, MA 01890

    • 4 Beds
    • 4 Baths
    • 4,325 Sq Ft
    • Built 1953

    Last Sold Summary

    • 2% Below List Price
    • $659/SF
    • 8 Days On Market

    Current Estimated Value $2,800,479

    Last Listing Agent Kim Covino Compass

    45 Brooks St, Winchester, MA 01890
  • /31

    $1,240,000 Sold Apr 27, 2026

    12 Thornberry Rd, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 2,087 Sq Ft
    • Built 1957

    Last Sold Summary

    • 3% Above List Price
    • $594/SF
    • 6 Days On Market

    Current Estimated Value $1,215,721

    Last Listing Agent Kim Covino Compass

    12 Thornberry Rd, Winchester, MA 01890
  • /39

    $2,200,000 Sold Jun 30, 2025

    1 Saint Augustine Ct, Winchester, MA 01890

    • 4 Beds
    • 4 Baths
    • 3,818 Sq Ft
    • Built 1967

    Last Sold Summary

    • 10% Above List Price
    • $576/SF
    • 0 Days On Market

    Current Estimated Value $2,156,313

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    1 Saint Augustine Ct, Winchester, MA 01890
  • /35

    $1,379,000 Sold Jan 05, 2026

    6 Wyman Ct Unit 6, Winchester, MA 01890

    • 3 Beds
    • 4.5 Baths
    • 2,722 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $507/SF
    • 15 Days On Market

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    6 Wyman Ct Unit 6, Winchester, MA 01890
  • /33

    $699,900 Sold May 30, 2025

    32 Clark St, Winchester, MA 01890

    • 2 Beds
    • 1.5 Baths
    • 1,326 Sq Ft
    • Built 1890

    Last Sold Summary

    • $528/SF
    • 4 Days On Market

    Current Estimated Value $760,022

    Last Listing Agent Rodrigo Serrano Leading Edge Real Estate

    32 Clark St, Winchester, MA 01890
  • /42

    $1,255,000 Sold Jan 07, 2026

    104 Church St, Winchester, MA 01890

    • 4 Beds
    • 1.5 Baths
    • 2,696 Sq Ft
    • Built 1897

    Last Sold Summary

    • 10% Below List Price
    • $466/SF
    • 46 Days On Market

    Current Estimated Value $1,355,874

    Last Listing Agent Kim Covino Compass

    104 Church St, Winchester, MA 01890
  • /39

    $1,560,000 Sold Apr 30, 2026

    17 Cranston Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,578 Sq Ft
    • Built 1950

    Last Sold Summary

    • $605/SF
    • 5 Days On Market

    Current Estimated Value $1,625,568

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    17 Cranston Rd, Winchester, MA 01890
  • /42

    $1,055,000 Sold Feb 26, 2026

    7 Trinity Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,130 Sq Ft
    • Built 1963

    Last Sold Summary

    • 11% Below List Price
    • $495/SF
    • 24 Days On Market

    Current Estimated Value $1,138,443

    Last Listing Agent Gayle Winters Compass

    7 Trinity Rd, Winchester, MA 01890
  • /36

    $1,175,000 Sold Aug 18, 2025

    163 Main St, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,335 Sq Ft
    • Built 1961

    Last Sold Summary

    • 18% Above List Price
    • $503/SF
    • 8 Days On Market

    Current Estimated Value $1,205,499

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    163 Main St, Winchester, MA 01890
  • /3

    $1,930,000 Sold Jan 09, 2026

    8 Felsdale Close, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 3,658 Sq Ft
    • Built 1935

    Last Sold Summary

    • 7% Below List Price
    • $528/SF
    • 35 Days On Market

    Current Estimated Value $1,948,119

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    8 Felsdale Close, Winchester, MA 01890
  • /25

    $1,881,900 Sold May 30, 2025

    4 Olde Lyme Rd, Winchester, MA 01890

    • 4 Beds
    • 4 Baths
    • 3,488 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Below List Price
    • $540/SF
    • 34 Days On Market

    Current Estimated Value $1,881,317

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    4 Olde Lyme Rd, Winchester, MA 01890
  • /42

    $1,580,000 Sold Feb 26, 2026

    10 Trinity Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • Built 1963

    Last Sold Summary

    • 11% Above List Price
    • $748/SF
    • 5 Days On Market

    Current Estimated Value $1,547,016

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    10 Trinity Rd, Winchester, MA 01890
  • /2

    $720,000 Sold Aug 26, 2025

    29 Vine St Unit 7, Winchester, MA 01890

    • 2 Beds
    • 1.5 Baths
    • 1,300 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Above List Price
    • $554/SF
    • 4 Days On Market

    Current Estimated Value $723,575

    Last Listing Agent Philip Vita Compass

    29 Vine St Unit 7, Winchester, MA 01890
  • /42

    $3,174,500 Sold Sep 02, 2025

    18 Wickham Rd, Winchester, MA 01890

    • 6 Beds
    • 5 Baths
    • 7,005 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $453/SF
    • 9 Days On Market

    Current Estimated Value $3,235,619

    Last Listing Agent Philip Vita Compass

    18 Wickham Rd, Winchester, MA 01890
  • /18

    $452,500 Sold Mar 30, 2026

    22 Oak St, Winchester, MA 01890

    • 3 Beds
    • 1 Bath
    • 1,573 Sq Ft
    • Built 1910

    Last Sold Summary

    • $288/SF
    • 2 Days On Market

    Current Estimated Value $542,552

    Last Listing Agent Rameel Rana Advise Realty

    22 Oak St, Winchester, MA 01890
  • /28

    $1,260,000 Sold Jun 30, 2025

    261 Cambridge St Unit 261 G, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,705 Sq Ft
    • Built 1885

    Last Sold Summary

    • 3% Below List Price
    • $466/SF
    • 41 Days On Market

    Current Estimated Value $1,351,233

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

    261 Cambridge St Unit 261 G, Winchester, MA 01890
  • /37

    $1,390,000 Sold Jul 15, 2025

    26 Ridge St, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,388 Sq Ft
    • Built 1963

    Last Sold Summary

    • 1% Above List Price
    • $582/SF
    • 6 Days On Market

    Current Estimated Value $1,422,456

    Last Listing Agent Dream Team Dreamega International Realty LLC

    26 Ridge St, Winchester, MA 01890
  • /41

    $1,510,000 Sold Sep 02, 2025

    155 Highland Ave, Winchester, MA 01890

    • 5 Beds
    • 2.5 Baths
    • 1,965 Sq Ft
    • Built 1900

    Last Sold Summary

    • 13% Above List Price
    • $768/SF
    • 8 Days On Market

    Current Estimated Value $1,489,705

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

    155 Highland Ave, Winchester, MA 01890
  • /39

    $2,050,000 Sold Oct 15, 2025

    64 Westland Ave, Winchester, MA 01890

    • 4 Beds
    • 5 Baths
    • 3,716 Sq Ft
    • Built 1931

    Last Sold Summary

    • $552/SF
    • 2 Days On Market

    Current Estimated Value $2,014,153

    Last Listing Agent The Murphy Group Lexington William Raveis R.E. & Home Services

    64 Westland Ave, Winchester, MA 01890
  • /25

    $715,000 Sold Jun 27, 2025

    7 Conant Rd Unit 37, Winchester, MA 01890

    • 2 Beds
    • 2.5 Baths
    • 1,539 Sq Ft
    • Built 1999

    Last Sold Summary

    • 5% Below List Price
    • $465/SF
    • 33 Days On Market

    Current Estimated Value $725,799

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

    7 Conant Rd Unit 37, Winchester, MA 01890
  • /19

    $690,000 Sold Jun 06, 2025

    7 Conant Rd Unit 60, Winchester, MA 01890

    • 2 Beds
    • 2.5 Baths
    • 1,634 Sq Ft
    • Built 1999

    Last Sold Summary

    • 6% Below List Price
    • $422/SF
    • 20 Days On Market

    Current Estimated Value $733,937

    Last Listing Agent Irene Novia Loka Matahari Real Estate LLC

    7 Conant Rd Unit 60, Winchester, MA 01890
  • /38

    $1,525,000 Sold Sep 12, 2025

    5 Thornton Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 2,755 Sq Ft
    • Built 1929

    Last Sold Summary

    • 12% Below List Price
    • $554/SF
    • 30 Days On Market

    Current Estimated Value $1,760,461

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

    5 Thornton Rd, Winchester, MA 01890
  • /42

    $1,540,000 Sold Jul 11, 2025

    21 Johnson Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,814 Sq Ft
    • Built 1970

    Last Sold Summary

    • 1% Above List Price
    • $547/SF
    • 5 Days On Market

    Current Estimated Value $1,540,767

    Last Listing Agent Stefanie Clifford Keller Williams Realty Boston Northwest

    21 Johnson Rd, Winchester, MA 01890
  • /42

    $1,558,000 Sold May 29, 2025

    24 Eugene Dr, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,792 Sq Ft
    • Built 1993

    Last Sold Summary

    • 18% Above List Price
    • $558/SF
    • 9 Days On Market

    Current Estimated Value $1,545,960

    Last Listing Agent Andrea O'Reilly Keller Williams Realty Evolution

    24 Eugene Dr, Winchester, MA 01890
  • /42

    $1,850,000 Sold Jan 15, 2026

    77A Brooks St, Winchester, MA 01890

    • 6 Beds
    • 3.5 Baths
    • 4,122 Sq Ft
    • Built 1890

    Last Sold Summary

    • 19% Below List Price
    • $449/SF
    • 35 Days On Market

    Current Estimated Value $1,918,259

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    77A Brooks St, Winchester, MA 01890
  • /24

    $2,155,000 Sold Oct 21, 2025

    7 Wainwright Rd Unit 13, Winchester, MA 01890

    • 3 Beds
    • 4.5 Baths
    • 3,186 Sq Ft
    • Built 1988

    Last Sold Summary

    • $676/SF
    • 1 Day On Market

    Current Estimated Value $1,923,907

    Last Listing Agent Isabella Bruno William Raveis R.E. & Home Services

    7 Wainwright Rd Unit 13, Winchester, MA 01890
  • /40

    $1,160,000 Sold Aug 14, 2025

    518 Washington St, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,302 Sq Ft
    • Built 1915

    Last Sold Summary

    • 3% Below List Price
    • $504/SF
    • 22 Days On Market

    Current Estimated Value $1,212,020

    Last Listing Agent Rodrigo Serrano Leading Edge Real Estate

    518 Washington St, Winchester, MA 01890
  • /41

    $2,425,000 Sold Jul 31, 2025

    15 Churchill Rd, Winchester, MA 01890

    • 4 Beds
    • 4.5 Baths
    • 5,501 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Below List Price
    • $441/SF
    • 61 Days On Market

    Current Estimated Value $2,428,084

    Last Listing Agent Kim Covino Compass

    15 Churchill Rd, Winchester, MA 01890
  • /42

    $2,499,000 Sold May 19, 2025

    50 Winford Way, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 4,270 Sq Ft
    • Built 2024

    Last Sold Summary

    • $585/SF
    • 0 Days On Market

    Current Estimated Value $2,447,889

    Last Listing Agent Kim Covino Compass

    50 Winford Way, Winchester, MA 01890
  • /13

    $680,000 Sold May 15, 2025

    15 Charles Rd, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 968 Sq Ft
    • Built 1963

    Last Sold Summary

    • 4% Above List Price
    • $702/SF
    • 12 Days On Market

    Current Estimated Value $648,900

    Last Listing Agent Beiping Zhao Jack Gately Real Estate, LLC

    15 Charles Rd, Winchester, MA 01890
  • /23

    $950,000 Sold Dec 04, 2025

    16 Park Ave Unit 1, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 1,535 Sq Ft
    • Built 1915

    Last Sold Summary

    • 5% Below List Price
    • $619/SF
    • 26 Days On Market

    Current Estimated Value $952,320

    Last Listing Agent Andrea Mackey The Agency Boston

    16 Park Ave Unit 1, Winchester, MA 01890
  • /42

    $2,650,000 Sold Apr 21, 2026

    45 Bacon St, Winchester, MA 01890

    • 7 Beds
    • 8 Baths
    • 7,043 Sq Ft
    • Built 2011

    Last Sold Summary

    • 11% Below List Price
    • $376/SF
    • 29 Days On Market

    Current Estimated Value $3,073,647

    Last Listing Agent Kim Covino Compass

    45 Bacon St, Winchester, MA 01890
  • /42

    $1,700,000 Sold May 01, 2026

    114 Johnson Rd, Winchester, MA 01890

    • 3 Beds
    • 3 Baths
    • 3,182 Sq Ft
    • Built 1880

    Last Sold Summary

    • 5% Below List Price
    • $534/SF
    • 22 Days On Market

    Current Estimated Value $1,760,520

    Last Listing Agent Rosemary Kelleher LAER Realty Partners

    114 Johnson Rd, Winchester, MA 01890
  • /42

    $1,830,000 Sold Feb 26, 2026

    35 Glen Green, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 3,509 Sq Ft
    • Built 1934

    Last Sold Summary

    • 8% Below List Price
    • $522/SF
    • 36 Days On Market

    Current Estimated Value $1,873,301

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    35 Glen Green, Winchester, MA 01890
  • /15

    $930,000 Sold Jun 20, 2025

    48 Tremont St, Winchester, MA 01890

    • 4 Beds
    • 3 Baths
    • 2,333 Sq Ft
    • Built 1959

    Last Sold Summary

    • 7% Below List Price
    • $399/SF
    • 25 Days On Market

    Current Estimated Value $991,932

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

    48 Tremont St, Winchester, MA 01890
  • /42

    $1,330,000 Sold Apr 14, 2026

    40 Pickering St, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,454 Sq Ft
    • Built 1870

    Last Sold Summary

    • 6% Above List Price
    • $542/SF
    • 0 Days On Market

    Current Estimated Value $1,232,664

    Last Listing Agent Timothy Haynes Keller Williams Realty Signature Properties

    40 Pickering St, Winchester, MA 01890
  • /35

    $1,750,000 Sold Jun 17, 2025

    18 Englewood Rd, Winchester, MA 01890

    • 5 Beds
    • 2.5 Baths
    • 2,597 Sq Ft
    • Built 1925

    Last Sold Summary

    • 6% Above List Price
    • $674/SF
    • 2 Days On Market

    Current Estimated Value $1,661,866

    Last Listing Agent Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

    18 Englewood Rd, Winchester, MA 01890
  • /42

    $2,890,000 Sold Aug 14, 2025

    21 Fernway, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 5,386 Sq Ft
    • Built 1963

    Last Sold Summary

    • $537/SF
    • 9 Days On Market

    Current Estimated Value $2,899,664

    Last Listing Agent Kim Covino Compass

    21 Fernway, Winchester, MA 01890
  • /30

    $900,000 Sold Oct 20, 2025

    171 Swanton St Unit 5, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,843 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Above List Price
    • $488/SF
    • 8 Days On Market

    Current Estimated Value $899,804

    Last Listing Agent Jonathan Radford Coldwell Banker Realty - Boston

    171 Swanton St Unit 5, Winchester, MA 01890

Showing Results 1 - 40, Page 1 of 8

Frequently Asked Questions

What is the average home price in Winchester, MA?
Homes for sale in Winchester, MA have an average home price of $1,895,642.
What is the average time to sell a house in Winchester, MA?
The houses for sale in Winchester, MA spend an average of 22 days on the market.
What is the number of active homes for sale in Winchester, MA?
There are 29 active homes for sale in Winchester, MA.
How many homes have sold over the last 12 months in Winchester, MA?
178 homes have sold in Winchester, MA over the last 12 months.

Home Trends in Winchester, MA

Housing Trends

Median Sale Price
$1,554,500
Median Single Family Sale Price
$1,750,000
Median Townhouse Sale Price
$1,475,000
Median 2 Bedroom Sale Price
$935,000
Average Price Per Sq Ft
$560
Number of Homes for Sale
29
Last 12 months Home Sales
178
Months of Supply
2.00
Median List Price
$1,649,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-8%
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