17

Recently Sold North Main Homes

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  • /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

    $1,330,000

    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 $1,258,226

    Last Listing Agent Timothy Haynes Keller Williams Realty Signature Properties

    40 Pickering St, Winchester, MA 01890
  • /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
  • /32

    $1,380,000

    Sold Feb 26, 2026

    36 Middlesex St Unit 38, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 2,259 Sq Ft
    • Built 2020

    Last Sold Summary

    • 6% Above List Price
    • $611/SF
    • 6 Days On Market

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

    36 Middlesex St Unit 38, Winchester, MA 01890
  • /42

    $2,400,000

    Sold Dec 23, 2025

    9 Norfolk Rd, Winchester, MA 01890

    • 6 Beds
    • 3.5 Baths
    • 4,320 Sq Ft
    • Built 1952

    Last Sold Summary

    • $556/SF
    • 6 Days On Market

    Current Estimated Value $2,367,427

    Last Listing Agent Jody Geany Citylight Homes LLC

    9 Norfolk Rd, Winchester, MA 01890
  • /22

    $1,641,000

    Sold Jan 30, 2026

    149 Horn Pond Brook Rd, Winchester, MA 01890

    • 5 Beds
    • 2 Baths
    • 2,331 Sq Ft
    • Built 1954

    Last Sold Summary

    • 3% Above List Price
    • $704/SF
    • 0 Days On Market

    Current Estimated Value $1,182,534

    Last Listing Agent Nancy McLaughlin Redfin Corp.

    149 Horn Pond Brook Rd, Winchester, MA 01890
  • /36

    $1,156,000

    Sold Feb 25, 2026

    136 Sylvester Ave, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,608 Sq Ft
    • Built 1925

    Last Sold Summary

    • 16% Above List Price
    • $719/SF
    • 6 Days On Market

    Current Estimated Value $1,145,318

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    136 Sylvester Ave, Winchester, MA 01890
  • /40

    $1,635,000

    Sold Jul 11, 2025

    35 Rumford St Unit 35, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,470 Sq Ft
    • Built 2012

    Last Sold Summary

    • 12% Above List Price
    • $662/SF
    • 6 Days On Market

    Last Listing Agent Elena Langlois Compass

    35 Rumford St Unit 35, Winchester, MA 01890
  • /34

    $2,000,000

    Sold Jun 02, 2025

    11 Chesterford Rd E, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 3,039 Sq Ft
    • Built 1927

    Last Sold Summary

    • 9% Below List Price
    • $658/SF
    • 7 Days On Market

    Current Estimated Value $2,039,742

    Last Listing Agent Joseph Pollack Redfin Corp.

    11 Chesterford Rd E, Winchester, MA 01890
  • /32

    $1,280,000

    Sold Jul 16, 2025

    18 Hemingway St, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 2,137 Sq Ft
    • Built 2015

    Last Sold Summary

    • 6% Below List Price
    • $599/SF
    • 21 Days On Market

    Current Estimated Value $1,341,934

    Last Listing Agent Julia Xie Keller Williams Realty-Merrimack

    18 Hemingway St, Winchester, MA 01890
  • /39

    $2,200,000

    Sold Jul 14, 2025

    4 Fairfield Place, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 3,896 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Below List Price
    • $565/SF
    • 11 Days On Market

    Current Estimated Value $2,200,591

    Last Listing Agent Kim Covino Compass

    4 Fairfield Place, Winchester, MA 01890
  • /25

    $1,080,000

    Sold May 12, 2026

    76 Woodside Rd, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 1,552 Sq Ft
    • Built 1920

    Last Sold Summary

    • 8% Above List Price
    • $696/SF
    • 5 Days On Market

    Current Estimated Value $1,017,755

    Last Listing Agent Michael Pierce Mystic Properties Real Estate

    76 Woodside Rd, Winchester, MA 01890
  • /34

    $1,015,000

    Sold Dec 01, 2025

    9 Sylvester Ct, Winchester, MA 01890

    • 4 Beds
    • 1.5 Baths
    • 2,001 Sq Ft
    • Built 1963

    Last Sold Summary

    • 2% Above List Price
    • $507/SF
    • 9 Days On Market

    Current Estimated Value $1,020,482

    Last Listing Agent Kim Covino Compass

    9 Sylvester Ct, Winchester, MA 01890
  • /39

    $1,149,000

    Sold Jul 31, 2025

    83 Canal St Unit 85, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • Built 2017

    Last Sold Summary

    • $500/SF
    • 4 Days On Market

    Last Listing Agent Mary O'Hagan Barrett Sotheby's International Realty

    83 Canal St Unit 85, Winchester, MA 01890
  • /40

    $1,200,000

    Sold Aug 27, 2025

    70 Woodside Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,566 Sq Ft
    • Built 1930

    Last Sold Summary

    • $468/SF
    • 5 Days On Market

    Current Estimated Value $1,281,519

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

    70 Woodside Rd, Winchester, MA 01890
  • /42

    $1,549,000

    Sold Dec 15, 2025

    32 Woodside Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,587 Sq Ft
    • Built 1933

    Last Sold Summary

    • $599/SF
    • 6 Days On Market

    Current Estimated Value $1,550,416

    Last Listing Agent Kim Covino Compass

    32 Woodside Rd, Winchester, MA 01890
  • /31

    $948,000

    Sold May 29, 2025

    79 Sylvester Ave, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft
    • Built 1928

    Last Sold Summary

    • 9% Above List Price
    • $645/SF
    • 5 Days On Market

    Current Estimated Value $944,311

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    79 Sylvester Ave, Winchester, MA 01890

Frequently Asked Questions

What is the average time to sell a house in North Main, MA?
The houses for sale in North Main, MA spend an average of 7 days on the market.
What is the number of active homes for sale in North Main, MA?
There are 4 active homes for sale in North Main, MA.

Home Trends in North Main, MA

Housing Trends

Median Sale Price
$1,280,000
Median Single Family Sale Price
$1,330,000
Median Townhouse Sale Price
$1,392,000
Average Price Per Sq Ft
$579
Number of Homes for Sale
4
Last 12 months Home Sales
17
Months of Supply
2.80
Median List Price
$1,329,450
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
-12%
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