283

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 $2,812,399

    Last Listing Agent Kim Covino Compass

    45 Brooks St, Winchester, MA 01890
  • /29

    $1,335,000 Sold Dec 27, 2024

    28 Thornberry Rd, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 2,245 Sq Ft
    • Built 1959

    Last Sold Summary

    • 14% Below List Price
    • $595/SF
    • 117 Days On Market

    Current Estimated Value $1,349,076

    Last Listing Agent Shaundize Moosavizadeh Coldwell Banker Realty - Boston

    28 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 $2,147,937

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    1 Saint Augustine Ct, 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 $714,471

    Last Listing Agent Rodrigo Serrano Leading Edge Real Estate

    32 Clark St, 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 $1,178,947

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    163 Main St, 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 $1,869,825

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

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

    $2,420,000 Sold Apr 25, 2025

    48 Wedgemere Ave, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 4,173 Sq Ft
    • Built 1914

    Last Sold Summary

    • 8% Above List Price
    • $580/SF
    • 8 Days On Market

    Current Estimated Value $2,410,915

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

    48 Wedgemere Ave, 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 $731,564

    Last Listing Agent Philip Vita Compass

    29 Vine St Unit 7, Winchester, MA 01890
  • /40

    $2,532,000 Sold Feb 18, 2025

    20 Bellevue Ave, Winchester, MA 01890

    • 6 Beds
    • 6.5 Baths
    • 6,300 Sq Ft
    • Built 2024

    Last Sold Summary

    • 6% Below List Price
    • $402/SF
    • 28 Days On Market

    Current Estimated Value $2,588,202

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    20 Bellevue Ave, 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 $3,176,929

    Last Listing Agent Philip Vita Compass

    18 Wickham Rd, Winchester, MA 01890
  • /42

    $2,025,000 Sold Feb 21, 2025

    23 Olde Village Dr, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 4,997 Sq Ft
    • Built 1975

    Last Sold Summary

    • 8% Above List Price
    • $405/SF
    • 8 Days On Market

    Current Estimated Value $2,110,839

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    23 Olde Village Dr, 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 $1,279,661

    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 $1,389,706

    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 $1,475,469

    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

    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 $720,406

    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 $737,071

    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 $1,564,810

    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 $1,534,250

    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 $1,538,981

    Last Listing Agent Andrea O'Reilly Keller Williams Realty Evolution

    24 Eugene Dr, Winchester, MA 01890
  • /42

    $3,250,000 Sold Mar 18, 2025

    23 Everett Ave, Winchester, MA 01890

    • 6 Beds
    • 6 Baths
    • 4,714 Sq Ft
    • Built 1909

    Last Sold Summary

    • 2% Above List Price
    • $689/SF
    • 9 Days On Market

    Current Estimated Value $3,204,434

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    23 Everett Ave, 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

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

    7 Wainwright Rd Unit 13, Winchester, MA 01890
  • /42

    $1,670,000 Sold Mar 18, 2025

    9 Robinson Park, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 3,224 Sq Ft
    • Built 1945

    Last Sold Summary

    • 6% Below List Price
    • $518/SF
    • 59 Days On Market

    Current Estimated Value $1,770,360

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

    9 Robinson Park, 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 $1,177,894

    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 $2,406,201

    Last Listing Agent Kim Covino Compass

    15 Churchill Rd, Winchester, MA 01890
  • /27

    $1,200,000 Sold Feb 28, 2025

    7 Wainwright Rd Unit 22, Winchester, MA 01890

    • 2 Beds
    • 2.5 Baths
    • 3,350 Sq Ft
    • Built 1989

    Last Sold Summary

    • 30% Below List Price
    • $358/SF
    • 183 Days On Market

    Current Estimated Value $1,223,646

    Last Listing Agent DeWolfe Group Gibson Sotheby's International Realty

    7 Wainwright Rd Unit 22, 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 $2,420,862

    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 $660,683

    Last Listing Agent Beiping Zhao Jack Gately Real Estate, LLC

    15 Charles Rd, Winchester, MA 01890
  • /41

    $2,000,000 Sold Apr 15, 2025

    31 Coolidge Rd, Winchester, MA 01890

    • 4 Beds
    • 4 Baths
    • 4,650 Sq Ft
    • Built 1980

    Last Sold Summary

    • 2% Below List Price
    • $430/SF
    • 11 Days On Market

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    31 Coolidge Rd, Winchester, MA 01890
  • /42

    $2,900,000 Sold Mar 07, 2025

    64 Wildwood St, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 4,400 Sq Ft
    • Built 1917

    Last Sold Summary

    • 3% Below List Price
    • $659/SF
    • 67 Days On Market

    Current Estimated Value $2,867,281

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

    64 Wildwood St, 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

    Last Listing Agent Andrea Mackey Barrett Sotheby's International Realty

    16 Park Ave Unit 1, Winchester, MA 01890
  • /39

    $4,650,000 Sold May 01, 2025

    19 Rangeley Rd, Winchester, MA 01890

    • 5 Beds
    • 7 Baths
    • 7,779 Sq Ft
    • Built 1915

    Last Sold Summary

    • 3% Below List Price
    • $598/SF
    • 5 Days On Market

    Current Estimated Value $4,622,895

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    19 Rangeley Rd, 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 $949,893

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

    48 Tremont St, Winchester, MA 01890
  • /2

    $2,222,500 Sold Mar 27, 2025

    41 Foxcroft Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 2,900 Sq Ft
    • Built 1932

    Last Sold Summary

    • 1% Above List Price
    • $766/SF
    • 0 Days On Market

    Current Estimated Value $2,096,440

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    41 Foxcroft Rd, 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 $1,690,161

    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 $2,872,914

    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

    Last Listing Agent Jonathan Radford Coldwell Banker Realty - Boston

    171 Swanton St Unit 5, Winchester, MA 01890
  • /32

    $868,000 Sold Sep 04, 2025

    235 Cross St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,931 Sq Ft
    • Built 1956

    Last Sold Summary

    • 16% Above List Price
    • $450/SF
    • 8 Days On Market

    Current Estimated Value $867,404

    Last Listing Agent Melanie Lentini Leading Edge Real Estate

    235 Cross St, Winchester, MA 01890
  • /2

    $2,050,000 Sold Jan 24, 2025

    9 South Gateway, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 3,450 Sq Ft
    • Built 1953

    Last Sold Summary

    • 9% Below List Price
    • $594/SF
    • 89 Days On Market

    Current Estimated Value $2,061,284

    Last Listing Agent Mark Donnellan Gibson Sotheby's International Realty

    9 South Gateway, 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 $1,875,660.
What is the average time to sell a house in Winchester, MA?
The houses for sale in Winchester, MA spend an average of 20 days on the market.
What is the number of active homes for sale in Winchester, MA?
There are 12 active homes for sale in Winchester, MA.
How many homes have sold over the last 12 months in Winchester, MA?
165 homes have sold in Winchester, MA over the last 12 months.

Home Trends in Winchester, MA

Housing Trends

Median Sale Price
$1,650,000
Median Single Family Sale Price
$1,780,000
Median Townhouse Sale Price
$1,424,500
Median 2 Bedroom Sale Price
$940,000
Median 1 Bedroom Sale Price
$425,000
Average Price Per Sq Ft
$565
Number of Homes for Sale
12
Last 12 months Home Sales
165
Months of Supply
0.90
Median List Price
$1,669,444
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
7%
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