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Recently Sold West Side Homes

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  • /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 $2,104,584

    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 $1,223,372

    Last Listing Agent Gayle Winters Compass

    7 Trinity Rd, 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 $1,832,690

    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 $1,375,802

    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 $1,397,590

    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 $2,007,230

    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 $1,551,835

    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 $1,527,107

    Last Listing Agent Stefanie Clifford Keller Williams Realty Boston Northwest

    21 Johnson Rd, 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 $1,733,105

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

    7 Wainwright Rd Unit 13, 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

    Current Estimated Value $1,982,501

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    31 Coolidge 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 $1,571,320

    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 $1,682,353

    Last Listing Agent Elizabeth Darby Berkshire Hathaway HomeServices Commonwealth Real Estate

    61 Westland Ave, 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 $1,975,704

    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 $1,152,991

    Last Listing Agent Kim Covino Compass

    16 Ridge St, 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 $1,771,510

    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 $1,713,383

    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 $1,218,489

    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 $2,056,738

    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 $1,516,689

    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 $1,323,229

    Last Listing Agent Kim Covino Compass

    7 Thornberry Rd, 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 $1,628,249

    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 $1,682,353

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

    61 Westland Ave, Winchester, MA 01890
  • /37

    $1,535,000 Sold Jun 12, 2025

    65 Thornberry Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,525 Sq Ft
    • Built 1965

    Last Sold Summary

    • 10% Above List Price
    • $608/SF
    • 5 Days On Market

    Current Estimated Value $1,524,240

    Last Listing Agent Jun Zhang HMW Real Estate, LLC

    65 Thornberry Rd, 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 $2,051,511

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    6 Samoset Rd, Winchester, MA 01890
  • /33

    $1,785,000 Sold May 22, 2025

    85 Thornberry Rd, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 2,848 Sq Ft
    • Built 1968

    Last Sold Summary

    • 1% Below List Price
    • $627/SF
    • 13 Days On Market

    Current Estimated Value $1,746,026

    Last Listing Agent Diane Basemera Coldwell Banker Realty - Newton

    85 Thornberry 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 $1,825,992

    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 $1,733,105

    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 $2,238,707

    Last Listing Agent Yifei Wang Dreamega International Realty LLC

    17 Wagon Wheel Rd, Winchester, MA 01890
  • /15

    $1,088,000 Sold May 08, 2025

    322 Cambridge St, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 2,172 Sq Ft
    • Built 1985

    Last Sold Summary

    • 18% Above List Price
    • $501/SF
    • 6 Days On Market

    Current Estimated Value $1,141,319

    Last Listing Agent Joanne McDonnell RE/MAX Real Estate Center

    322 Cambridge St, 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 $1,477,832

    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 $1,671,988

    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 $1,671,020

    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 $1,729,965

    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 $1,280,738

    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 $2,065,197

    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
  • /40

    $1,375,000 Sold Mar 20, 2026

    19 Cox Rd, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 2,351 Sq Ft
    • Built 1956

    Last Sold Summary

    • 8% Below List Price
    • $585/SF
    • 7 Days On Market

    Current Estimated Value $1,450,669

    Last Listing Agent Kim Covino Compass

    19 Cox Rd, Winchester, MA 01890
  • /36

    $1,950,000 Sold Sep 25, 2025

    4 Fieldstone Dr, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 4,378 Sq Ft
    • Built 1987

    Last Sold Summary

    • 11% Below List Price
    • $445/SF
    • 40 Days On Market

    Current Estimated Value $1,967,330

    Last Listing Agent Wenli Zheng Fairview Partners International LLC

    4 Fieldstone Dr, Winchester, MA 01890
  • /41

    $1,400,000 Sold Mar 06, 2026

    26 Berkshire Dr, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,316 Sq Ft
    • Built 1970

    Last Sold Summary

    • 5% Below List Price
    • $604/SF
    • 77 Days On Market

    Current Estimated Value $1,471,248

    Last Listing Agent DANIEL BEIRNE OpenDoor Brokerage LLC

    26 Berkshire Dr, Winchester, MA 01890
  • /33

    $1,650,000 Sold Jun 06, 2025

    34 Coolidge Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 3,338 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Above List Price
    • $494/SF
    • 7 Days On Market

    Current Estimated Value $1,682,580

    Last Listing Agent Pauline Marino Coldwell Banker Realty - Lexington

    34 Coolidge Rd, 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 22 days on the market.
What is the number of active homes for sale in West Side, MA?
There are 8 active homes for sale in West Side, MA.

Home Trends in West Side, MA

Housing Trends

Median Sale Price
$1,650,000
Median Single Family Sale Price
$1,695,750
Average Price Per Sq Ft
$522
Number of Homes for Sale
8
Last 12 months Home Sales
59
Months of Supply
1.60
Median List Price
$1,725,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
4%
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