9,206

Winchester, MA Homes

Section Image
  • 353-355 Washington St, Winchester, MA 01890
    353-355 Washington St, Winchester, MA 01890
    353-355 Washington St, Winchester, MA 01890
    /30

    $1,025,000

    Sold Apr 02, 2026

    353-355 Washington St, Winchester, MA 01890

    • 6 Beds
    • 2 Baths
    • 2,605 Sq Ft
    • Built 1926

    Last Sold Summary

    • $393/SF
    • 4 Days On Market

    Last Listing Agent Julie Gibson Gibson Sotheby's International Realty

    353-355 Washington St, Winchester, MA 01890
    • 61 Lake St, Winchester, MA 01890
      61 Lake St, Winchester, MA 01890
      61 Lake St, Winchester, MA 01890
      /41

      Est $1,188,442

      Not Listed For Sale

      61 Lake St, Winchester, MA 01890

      • 4 Beds
      • 1.5 Baths
      • 1,985 Sq Ft
      • Built 1931
      61 Lake St, Winchester, MA 01890

      Last Sold Summary

      • 10 Days On Market

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

  • 40 Lake St Unit I, Winchester, MA 01890
    40 Lake St Unit I, Winchester, MA 01890
    40 Lake St Unit I, Winchester, MA 01890
    /32

    $701,000

    Sold Jun 12, 2026

    40 Lake St Unit I, Winchester, MA 01890

    • 2 Beds
    • 1.5 Baths
    • 1,315 Sq Ft
    • Built 1976

    Last Sold Summary

    • $533/SF
    • 2 Days On Market

    Current Estimated Value $701,365

    Last Listing Agent Diane Plunkett Plunkett Properties

    40 Lake St Unit I, Winchester, MA 01890
    • 400 Cross St Unit 401, Winchester, MA 01890
      400 Cross St Unit 401, Winchester, MA 01890
      400 Cross St Unit 401, Winchester, MA 01890
      /31

      Est $746,101

      Not Listed For Sale

      400 Cross St Unit 401, Winchester, MA 01890

      • 2 Beds
      • 2.5 Baths
      • 1,523 Sq Ft
      • Built 2004
      400 Cross St Unit 401, Winchester, MA 01890

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Montivista Real Estate Group eXp Realty LLC - Corporate Office

  • 5 Emerson Ct, Winchester, MA 01890
    5 Emerson Ct, Winchester, MA 01890
    5 Emerson Ct, Winchester, MA 01890
    /30

    $1,185,000

    Sold Oct 08, 2025

    5 Emerson Ct, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,000 Sq Ft
    • Built 1870

    Last Sold Summary

    • 1% Below List Price
    • $592/SF
    • 5 Days On Market

    Current Estimated Value $1,202,502

    Last Listing Agent Elaine Song Coldwell Banker Realty - Lexington

    5 Emerson Ct, Winchester, MA 01890
    • 400 Cross St Unit 201, Winchester, MA 01890
      400 Cross St Unit 201, Winchester, MA 01890
      400 Cross St Unit 201, Winchester, MA 01890
      /31

      Est $736,491

      Not Listed For Sale

      400 Cross St Unit 201, Winchester, MA 01890

      • 2 Beds
      • 2.5 Baths
      • 1,346 Sq Ft
      • Built 2004
      400 Cross St Unit 201, Winchester, MA 01890

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Lucille Murray Better Homes and Gardens Real Estate - The Shanahan Group

  • 35 Harvard St, Winchester, MA 01890
    35 Harvard St, Winchester, MA 01890
    35 Harvard St, Winchester, MA 01890
    /36

    $1,250,000

    Sold Nov 14, 2025

    35 Harvard St, Winchester, MA 01890

    • 5 Beds
    • 2 Baths
    • 1,706 Sq Ft
    • Built 1880

    Last Sold Summary

    • 4% Below List Price
    • $733/SF
    • 17 Days On Market

    Current Estimated Value $1,286,795

    Last Listing Agent Joanne Mulkerin J. Mulkerin Realty

    35 Harvard St, Winchester, MA 01890
    • 22 Water St, Winchester, MA 01890
      22 Water St, Winchester, MA 01890
      22 Water St, Winchester, MA 01890
      /41

      Est $953,432

      Not Listed For Sale

      22 Water St, Winchester, MA 01890

      • 4 Beds
      • 2 Baths
      • 1,932 Sq Ft
      • Built 1912
      22 Water St, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Kristin Weekley Leading Edge Real Estate

  • 4 Sargent Rd, Winchester, MA 01890
    4 Sargent Rd, Winchester, MA 01890
    4 Sargent Rd, Winchester, MA 01890
    /31

    $1,355,000

    Sold Nov 20, 2025

    4 Sargent Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,865 Sq Ft
    • Built 1945

    Last Sold Summary

    • 3% Below List Price
    • $473/SF
    • 10 Days On Market

    Current Estimated Value $1,455,100

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    4 Sargent Rd, Winchester, MA 01890
    • 25 Hemingway St, Winchester, MA 01890
      25 Hemingway St, Winchester, MA 01890
      25 Hemingway St, Winchester, MA 01890
      /24

      Est $1,014,701

      Not Listed For Sale

      25 Hemingway St, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 1,890 Sq Ft
      • Built 1969
      25 Hemingway St, Winchester, MA 01890

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  • 19 Cox Rd, Winchester, MA 01890
    19 Cox Rd, Winchester, MA 01890
    19 Cox Rd, 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 $1,378,104

    Last Listing Agent Kim Covino Compass

    19 Cox Rd, Winchester, MA 01890
    • 102 Sylvester Ave, Winchester, MA 01890
      102 Sylvester Ave, Winchester, MA 01890
      102 Sylvester Ave, Winchester, MA 01890
      /31

      Est $1,168,288

      Not Listed For Sale

      102 Sylvester Ave, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 1,968 Sq Ft
      • Built 1925
      102 Sylvester Ave, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

  • 14 Rangeley Ridge, Winchester, MA 01890
    14 Rangeley Ridge, Winchester, MA 01890
    14 Rangeley Ridge, Winchester, MA 01890
    /39

    $1,500,000

    Sold Aug 14, 2026

    14 Rangeley Ridge, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 2,387 Sq Ft
    • Built 1928

    Last Sold Summary

    • $628/SF
    • 4 Days On Market

    Current Estimated Value $1,498,304

    Last Listing Agent Peter Rooney Compass

    14 Rangeley Ridge, Winchester, MA 01890
    • 9 Upland Rd, Winchester, MA 01890
      9 Upland Rd, Winchester, MA 01890
      9 Upland Rd, Winchester, MA 01890
      /42

      Est $981,571

      Not Listed For Sale

      9 Upland Rd, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 1,468 Sq Ft
      • Built 1929
      9 Upland Rd, Winchester, MA 01890

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Anne Spry Barrett Sotheby's International Realty

  • 6 Marchant Rd, Winchester, MA 01890
    6 Marchant Rd, Winchester, MA 01890
    6 Marchant Rd, Winchester, MA 01890
    /42

    $1,325,000

    Sold Apr 22, 2026

    6 Marchant Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,153 Sq Ft
    • Built 1938

    Last Sold Summary

    • 2% Below List Price
    • $615/SF
    • 20 Days On Market

    Current Estimated Value $1,338,236

    Last Listing Agent Kim Covino Compass

    6 Marchant Rd, Winchester, MA 01890
    • 7 Upland Rd, Winchester, MA 01890
      7 Upland Rd, Winchester, MA 01890
      7 Upland Rd, Winchester, MA 01890
      /41

      Est $1,073,901

      Not Listed For Sale

      7 Upland Rd, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 1,810 Sq Ft
      • Built 1929
      7 Upland Rd, Winchester, MA 01890

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Anne Spry Barrett Sotheby's International Realty

  • 15 Cabot St, Winchester, MA 01890
    15 Cabot St, Winchester, MA 01890
    15 Cabot St, Winchester, MA 01890
    /34

    $2,200,000

    Sold Aug 14, 2026

    15 Cabot St, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 3,123 Sq Ft
    • Built 1904

    Last Sold Summary

    • 2% Above List Price
    • $704/SF
    • 6 Days On Market

    Current Estimated Value $2,124,153

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    15 Cabot St, Winchester, MA 01890
    • 18 Hemingway St, Winchester, MA 01890
      18 Hemingway St, Winchester, MA 01890
      18 Hemingway St, Winchester, MA 01890
      /32

      Est $1,352,710

      Not Listed For Sale

      18 Hemingway St, Winchester, MA 01890

      • 5 Beds
      • 3.5 Baths
      • 2,137 Sq Ft
      • Built 2015
      18 Hemingway St, Winchester, MA 01890

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Julia Xie Keller Williams Realty-Merrimack

  • 18 Grayson Rd, Winchester, MA 01890
    18 Grayson Rd, Winchester, MA 01890
    18 Grayson Rd, Winchester, MA 01890
    /37

    $1,738,000

    Sold Jul 28, 2026

    18 Grayson Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,992 Sq Ft
    • Built 1931

    Last Sold Summary

    • 2% Above List Price
    • $581/SF
    • 5 Days On Market

    Current Estimated Value $1,670,238

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    18 Grayson Rd, Winchester, MA 01890
    • 5 Sylvester Ct, Winchester, MA 01890
      5 Sylvester Ct, Winchester, MA 01890
      5 Sylvester Ct, Winchester, MA 01890
      /37

      Est $1,342,545

      Not Listed For Sale

      5 Sylvester Ct, Winchester, MA 01890

      • 4 Beds
      • 2 Baths
      • 2,280 Sq Ft
      • Built 1963
      5 Sylvester Ct, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Philip Vita Compass

  • 205 Washington St, Winchester, MA 01890
    205 Washington St, Winchester, MA 01890
    205 Washington St, Winchester, MA 01890
    /37

    $1,400,000

    Sold May 21, 2026

    205 Washington St, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 2,355 Sq Ft
    • Built 1880

    Last Sold Summary

    • 4% Above List Price
    • $594/SF
    • 5 Days On Market

    Current Estimated Value $1,356,468

    Last Listing Agent Jayne Zeamer Coldwell Banker Realty - Boston

    205 Washington St, Winchester, MA 01890
    • 79 Sylvester Ave, Winchester, MA 01890
      79 Sylvester Ave, Winchester, MA 01890
      79 Sylvester Ave, Winchester, MA 01890
      /31

      Est $938,127

      Not Listed For Sale

      79 Sylvester Ave, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 1,469 Sq Ft
      • Built 1928
      79 Sylvester Ave, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Anne Spry Barrett Sotheby's International Realty

  • 200 Swanton St Unit T28, Winchester, MA 01890
    200 Swanton St Unit T28, Winchester, MA 01890
    200 Swanton St Unit T28, Winchester, MA 01890
    /34

    $355,000

    Sold May 15, 2026

    200 Swanton St Unit T28, Winchester, MA 01890

    • 1 Bed
    • 1 Bath
    • 634 Sq Ft
    • Built 1966

    Last Sold Summary

    • 8% Below List Price
    • $560/SF
    • 130 Days On Market

    Current Estimated Value $358,363

    Last Listing Agent Joan Powell REMAX Andrew Realty Services

    200 Swanton St Unit T28, Winchester, MA 01890
    • 83 Canal St Unit 85, Winchester, MA 01890
      83 Canal St Unit 85, Winchester, MA 01890
      83 Canal St Unit 85, Winchester, MA 01890
      /39

      Not Listed For Sale

      83 Canal St Unit 85, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 2,300 Sq Ft
      • Built 2017
      83 Canal St Unit 85, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

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

  • 54 Johnson Rd, Winchester, MA 01890
    54 Johnson Rd, Winchester, MA 01890
    54 Johnson Rd, Winchester, MA 01890
    /42

    $3,100,000

    Sold May 29, 2026

    54 Johnson Rd, Winchester, MA 01890

    • 5 Beds
    • 7.5 Baths
    • 6,899 Sq Ft
    • Built 2024

    Last Sold Summary

    • 11% Below List Price
    • $449/SF
    • 90 Days On Market

    Current Estimated Value $3,152,269

    Last Listing Agent Kim Covino Compass

    54 Johnson Rd, Winchester, MA 01890
    • 24 Water St, Winchester, MA 01890
      24 Water St, Winchester, MA 01890
      24 Water St, Winchester, MA 01890
      /36

      Est $1,549,919

      Not Listed For Sale

      24 Water St, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 2,809 Sq Ft
      • Built 2004
      24 Water St, Winchester, MA 01890

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Domingo Medina Coldwell Banker Realty - Lexington

  • 4 Fieldstone Dr, Winchester, MA 01890
    4 Fieldstone Dr, Winchester, MA 01890
    4 Fieldstone Dr, 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 $1,993,333

    Last Listing Agent Wenli Zheng Fairview Partners International LLC

    4 Fieldstone Dr, Winchester, MA 01890
    • 48 Water St Unit 50, Winchester, MA 01890
      48 Water St Unit 50, Winchester, MA 01890
      48 Water St Unit 50, Winchester, MA 01890
      /25

      Not Listed For Sale

      48 Water St Unit 50, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 2,632 Sq Ft
      • Built 1911
      48 Water St Unit 50, Winchester, MA 01890

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Chris Kostopoulos Keller Williams Realty

  • 38 Salem St Unit 40, Winchester, MA 01890
    38 Salem St Unit 40, Winchester, MA 01890
    38 Salem St Unit 40, Winchester, MA 01890
    /39

    $1,610,000

    Sold Jun 05, 2026

    38 Salem St Unit 40, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 3,362 Sq Ft
    • Built 2014

    Last Sold Summary

    • 7% Above List Price
    • $479/SF
    • 7 Days On Market

    Current Estimated Value $1,538,414

    Last Listing Agent Dara Singleton Better Homes and Gardens Real Estate - The Shanahan Group

    38 Salem St Unit 40, Winchester, MA 01890
    • 21 Shepard Ct, Winchester, MA 01890
      21 Shepard Ct, Winchester, MA 01890
      21 Shepard Ct, Winchester, MA 01890
      /36

      Est $662,193

      Not Listed For Sale

      21 Shepard Ct, Winchester, MA 01890

      • 2 Beds
      • 1 Bath
      • 1,393 Sq Ft
      • Built 1890
      21 Shepard Ct, Winchester, MA 01890

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Abe Guillen

  • 26 Berkshire Dr, Winchester, MA 01890
    26 Berkshire Dr, Winchester, MA 01890
    26 Berkshire 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 $1,431,866

    Last Listing Agent Daniel Beirne OpenDoor Brokerage LLC

    26 Berkshire Dr, Winchester, MA 01890
    • 15 Charles Rd, Winchester, MA 01890
      15 Charles Rd, Winchester, MA 01890
      15 Charles Rd, Winchester, MA 01890
      /13

      Est $644,181

      Not Listed For Sale

      15 Charles Rd, Winchester, MA 01890

      • 2 Beds
      • 2 Baths
      • 968 Sq Ft
      • Built 1963
      15 Charles Rd, Winchester, MA 01890

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Beiping Zhao Jack Gately Real Estate, LLC

  • 12 Salisbury St, Winchester, MA 01890
    12 Salisbury St, Winchester, MA 01890
    12 Salisbury St, Winchester, MA 01890
    /42

    $3,100,000

    Sold Jun 01, 2026

    12 Salisbury St, Winchester, MA 01890

    • 6 Beds
    • 4.5 Baths
    • 5,107 Sq Ft
    • Built 1918

    Last Sold Summary

    • 3% Below List Price
    • $607/SF
    • 7 Days On Market

    Current Estimated Value $3,124,579

    Last Listing Agent Karen Garrett Better Homes and Gardens Real Estate - The Shanahan Group

    12 Salisbury St, Winchester, MA 01890
    • 7 Conant Rd Unit 27, Winchester, MA 01890
      7 Conant Rd Unit 27, Winchester, MA 01890
      7 Conant Rd Unit 27, Winchester, MA 01890
      /28

      Est $701,440

      Not Listed For Sale

      7 Conant Rd Unit 27, Winchester, MA 01890

      • 2 Beds
      • 2 Baths
      • 1,160 Sq Ft
      • Built 2000
      7 Conant Rd Unit 27, Winchester, MA 01890

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Alyssa Vozzella Cameron Real Estate Group

  • 12 Cox Rd, Winchester, MA 01890
    12 Cox Rd, Winchester, MA 01890
    12 Cox Rd, Winchester, MA 01890
    /41

    $1,699,000

    Sold Aug 06, 2026

    12 Cox Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,818 Sq Ft
    • Built 1955

    Last Sold Summary

    • 6% Below List Price
    • $603/SF
    • 25 Days On Market

    Current Estimated Value $1,681,763

    Last Listing Agent Darryl Brian RE/MAX Bentley's

    12 Cox Rd, Winchester, MA 01890
    • 7 Conant Rd Unit 24, Winchester, MA 01890
      7 Conant Rd Unit 24, Winchester, MA 01890
      7 Conant Rd Unit 24, Winchester, MA 01890
      /42

      Est $677,946

      Not Listed For Sale

      7 Conant Rd Unit 24, Winchester, MA 01890

      • 2 Beds
      • 2 Baths
      • 1,196 Sq Ft
      • Built 2000
      7 Conant Rd Unit 24, Winchester, MA 01890

      Last Sold Summary

      • 68 Days On Market

      Last Listing Agent Paul Bettencourt Beaudoin & Associates, REALTOR®

  • 2 Priscilla Ln, Winchester, MA 01890
    2 Priscilla Ln, Winchester, MA 01890
    2 Priscilla Ln, Winchester, MA 01890
    /26

    $2,649,000

    Sold May 29, 2026

    2 Priscilla Ln, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 4,255 Sq Ft
    • Built 2026

    Last Sold Summary

    • 2% Below List Price
    • $623/SF
    • 5 Days On Market

    Current Estimated Value $2,612,726

    Last Listing Agent Kim Covino Compass

    2 Priscilla Ln, Winchester, MA 01890
    • 7 Conant Rd Unit 23, Winchester, MA 01890
      7 Conant Rd Unit 23, Winchester, MA 01890
      7 Conant Rd Unit 23, Winchester, MA 01890
      /34

      Est $693,607

      Not Listed For Sale

      7 Conant Rd Unit 23, Winchester, MA 01890

      • 2 Beds
      • 2 Baths
      • 1,160 Sq Ft
      • Built 2000
      7 Conant Rd Unit 23, Winchester, MA 01890

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Xin Cui Hooli Homes Boston

  • 171 Swanton St Unit 21, Winchester, MA 01890
    171 Swanton St Unit 21, Winchester, MA 01890
    171 Swanton St Unit 21, Winchester, MA 01890
    /40

    $770,000

    Sold May 05, 2026

    171 Swanton St Unit 21, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,834 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Above List Price
    • $420/SF
    • 5 Days On Market

    Current Estimated Value $776,448

    Last Listing Agent Jesse Mason Colby Hunter Realty

    171 Swanton St Unit 21, Winchester, MA 01890
    • 7 Conant Rd Unit 45, Winchester, MA 01890
      7 Conant Rd Unit 45, Winchester, MA 01890
      7 Conant Rd Unit 45, Winchester, MA 01890
      /41

      Est $745,652

      Not Listed For Sale

      7 Conant Rd Unit 45, Winchester, MA 01890

      • 2 Beds
      • 2.5 Baths
      • 1,510 Sq Ft
      • Built 1999
      7 Conant Rd Unit 45, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Nicole Brodeur Keller Williams Realty-Merrimack

Showing Results 441 - 480, Page 12 of 18

Massachusetts Middlesex County

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