60

Recently Sold West Side Homes

Section Image
  • /42

    $1,055,000

    Sold May 15, 2026

    15 Edward Dr Unit 15, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,082 Sq Ft
    • Built 1985

    Last Sold Summary

    • 10% Above List Price
    • $507/SF
    • 5 Days On Market

    Last Listing Agent Alina Wang Coldwell Banker Realty - Lexington

    15 Edward Dr Unit 15, 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 $1,234,197

    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 $2,140,394

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    1 Saint Augustine Ct, 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 $1,208,480

    Last Listing Agent Gayle Winters Compass

    7 Trinity 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 $1,574,903

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    10 Trinity Rd, 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 $1,436,052

    Last Listing Agent Dream Team Dreamega International Realty LLC

    26 Ridge St, 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 $2,042,361

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

    64 Westland Ave, 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 $1,825,321

    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 $1,569,630

    Last Listing Agent Stefanie Clifford Keller Williams Realty Boston Northwest

    21 Johnson Rd, Winchester, MA 01890
  • /40

    $3,150,000

    Sold May 28, 2026

    257 High St, Winchester, MA 01890

    • 5 Beds
    • 7 Baths
    • 7,101 Sq Ft
    • Built 1994

    Last Sold Summary

    • 3% Below List Price
    • $444/SF
    • 2 Days On Market

    Current Estimated Value $3,191,342

    Last Listing Agent Kim Covino Compass

    257 High 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 $1,872,868

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

    7 Wainwright Rd Unit 13, 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 $1,764,234

    Last Listing Agent Rosemary Kelleher LAER Realty Partners

    114 Johnson Rd, Winchester, MA 01890
  • /42

    $1,550,000

    Sold Oct 31, 2025

    205 Ridge St, Winchester, MA 01890

    • 5 Beds
    • 3 Baths
    • 2,995 Sq Ft
    • Built 1960

    Last Sold Summary

    • $518/SF
    • 5 Days On Market

    Current Estimated Value $1,607,783

    Last Listing Agent Debby Valdes eXp Realty

    205 Ridge St, Winchester, MA 01890
  • /16

    $1,050,000

    Sold Jul 11, 2025

    61 Westland Ave, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 2,621 Sq Ft
    • Built 1952

    Last Sold Summary

    • 16% Below List Price
    • $401/SF
    • 48 Days On Market

    Current Estimated Value $1,766,286

    Last Listing Agent Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

    61 Westland Ave, Winchester, MA 01890
  • /23

    $1,440,150

    Sold Jun 01, 2026

    65 High St, Winchester, MA 01890

    • 6 Beds
    • 3 Baths
    • 2,658 Sq Ft
    • Built 1949

    Last Sold Summary

    • 3% Above List Price
    • $542/SF
    • 5 Days On Market

    Current Estimated Value $1,452,931

    Last Listing Agent Anna Jung K Stadium Realty INC

    65 High St, Winchester, MA 01890
  • /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 $2,064,071

    Last Listing Agent Susan Kadilak Fiv Realty Co.

    10 Hawthorne Rd, Winchester, MA 01890
  • /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 $1,124,333

    Last Listing Agent Kim Covino Compass

    16 Ridge St, Winchester, MA 01890
  • /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 $1,393,567

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    28 Emerson Rd, Winchester, MA 01890
  • /41

    $1,810,000

    Sold May 18, 2026

    12 Wincrest Dr, Winchester, MA 01890

    • 6 Beds
    • 4.5 Baths
    • 3,833 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Above List Price
    • $472/SF
    • 5 Days On Market

    Current Estimated Value $1,751,466

    Last Listing Agent Kim Covino Compass

    12 Wincrest Dr, Winchester, MA 01890
  • /28

    $1,713,000

    Sold Sep 26, 2025

    44 Amberwood Dr, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 3,002 Sq Ft
    • Built 1983

    Last Sold Summary

    • 11% Below List Price
    • $571/SF
    • 53 Days On Market

    Current Estimated Value $1,820,326

    Last Listing Agent Hudson Santana Keller Williams Realty Boston Northwest

    44 Amberwood Dr, Winchester, MA 01890
  • /2

    $1,675,000

    Sold Jul 11, 2025

    7 Wainwright Rd Unit 55, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 4,228 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Above List Price
    • $396/SF
    • 8 Days On Market

    Current Estimated Value $1,821,703

    Last Listing Agent Ngoc Anh Goldstein Leading Edge Real Estate

    7 Wainwright Rd Unit 55, 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 $1,261,615

    Last Listing Agent Angela Zhang Greatland Real Estate LLC

    59 Johnson Rd, 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 $2,054,447

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

    7 Wainwright Rd Unit 72, 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 $1,573,246

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

    7 Wainwright Rd Unit 118, 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 $1,366,872

    Last Listing Agent Kim Covino Compass

    7 Thornberry Rd, 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 $1,360,973

    Last Listing Agent Kim Covino Compass

    7 Wainwright Rd Unit 107, Winchester, MA 01890
  • /42

    $1,650,000

    Sold Jul 30, 2025

    50 Johnson Rd, Winchester, MA 01890

    • 3 Beds
    • 4 Baths
    • 2,646 Sq Ft
    • Built 1957

    Last Sold Summary

    • 3% Below List Price
    • $624/SF
    • 18 Days On Market

    Current Estimated Value $1,695,991

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

    50 Johnson Rd, Winchester, MA 01890
  • /41

    $1,800,000

    Sold Feb 24, 2026

    61 Westland Ave, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,785 Sq Ft
    • Built 1952

    Last Sold Summary

    • 3% Above List Price
    • $646/SF
    • 6 Days On Market

    Current Estimated Value $1,766,286

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

    61 Westland Ave, Winchester, MA 01890
  • /35

    $2,325,000

    Sold Jun 18, 2026

    15 Gershon Way Unit 15, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 4,087 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $569/SF
    • 13 Days On Market

    Current Estimated Value $2,173,778

    Last Listing Agent Moira Lown Coldwell Banker Realty - Wellesley

    15 Gershon Way Unit 15, Winchester, MA 01890
  • /42

    $1,987,000

    Sold Nov 18, 2025

    6 Samoset Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 4,731 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Below List Price
    • $420/SF
    • 16 Days On Market

    Current Estimated Value $2,123,706

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    6 Samoset Rd, Winchester, MA 01890
  • /19

    $1,820,000

    Sold Aug 19, 2025

    109 Thornberry Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 3,784 Sq Ft
    • Built 1974

    Last Sold Summary

    • 1% Above List Price
    • $481/SF
    • 5 Days On Market

    Current Estimated Value $1,906,170

    Last Listing Agent Andrew Martini Compass

    109 Thornberry Rd, Winchester, MA 01890
  • /40

    $1,551,000

    Sold Jul 15, 2025

    7 Wainwright Rd Unit 13, Winchester, MA 01890

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

    Last Sold Summary

    • 7% Above List Price
    • $487/SF
    • 5 Days On Market

    Current Estimated Value $1,872,868

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

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

    $2,218,500

    Sold Aug 29, 2025

    17 Wagon Wheel Rd, Winchester, MA 01890

    • 5 Beds
    • 5 Baths
    • 3,940 Sq Ft
    • Built 1983

    Last Sold Summary

    • 6% Below List Price
    • $563/SF
    • 74 Days On Market

    Current Estimated Value $2,293,946

    Last Listing Agent Yifei Wang Dreamega International Realty LLC

    17 Wagon Wheel Rd, 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 $1,460,676

    Last Listing Agent Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

    7 Wainwright Rd Unit 15, 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 $1,727,946

    Last Listing Agent Stephen DeConto Cameron Real Estate Group

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

    $1,725,000

    Sold Sep 19, 2025

    9 Pilgrim Dr, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,541 Sq Ft
    • Built 1960

    Last Sold Summary

    • 8% Above List Price
    • $679/SF
    • 6 Days On Market

    Current Estimated Value $1,745,598

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

    9 Pilgrim Dr, 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 $1,828,455

    Last Listing Agent The McLaren D'Agostino Team Compass

    4 Aricia Ln, Winchester, MA 01890
  • /33

    $1,240,000

    Sold Aug 20, 2025

    3 Socrates Way, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,570 Sq Ft
    • Built 1966

    Last Sold Summary

    • 5% Below List Price
    • $482/SF
    • 9 Days On Market

    Current Estimated Value $1,318,473

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

    3 Socrates Way, 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 $1,901,699

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    5 Squire Rd, 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

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What is the average time to sell a house in West Side, MA?
The houses for sale in West Side, MA spend an average of 23 days on the market.
What is the number of active homes for sale in West Side, MA?
There are 12 active homes for sale in West Side, MA.

Home Prices in West Side, MA

Home Price Trends

Median Sale Price
$1,627,000
Median Single Family Sale Price
$1,706,500
Median Townhouse Sale Price
$1,055,000
Average Price Per Sq Ft
$529
Number of Homes for Sale
12
Last 12 months Home Sales
59
Months of Supply
2.40
Median List Price
$1,725,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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