9,208

Winchester, MA Homes

Section Image
    • 28 Henry St, Winchester, MA 01890
      28 Henry St, Winchester, MA 01890
      28 Henry St, Winchester, MA 01890
      /26

      Est $844,455 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,279 Sq Ft

      28 Henry St, Winchester, MA 01890

      28 Henry St, Winchester, MA 01890
  • 19 Laurel Hill Ln, Winchester, MA 01890
    19 Laurel Hill Ln, Winchester, MA 01890
    19 Laurel Hill Ln, Winchester, MA 01890
    /22

    $2,400,000 Sold Dec 18, 2025

    19 Laurel Hill Ln, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 3,700 Sq Ft
    • Built 1954

    Last Sold Summary

    • 4% Below List Price
    • $649/SF
    • 3 Days On Market

    Last Listing Agent Mark Donnellan Gibson Sotheby's International Realty

    19 Laurel Hill Ln, Winchester, MA 01890
    • 14 Henry St, Winchester, MA 01890
      14 Henry St, Winchester, MA 01890
      14 Henry St, Winchester, MA 01890
      /42

      Est $1,502,190 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 3,091 Sq Ft

      14 Henry St, Winchester, MA 01890

      14 Henry St, Winchester, MA 01890
  • 80 Harvard St, Winchester, MA 01890
    80 Harvard St, Winchester, MA 01890
    80 Harvard St, Winchester, MA 01890
    /32

    $1,250,000 Sold Jun 30, 2025

    80 Harvard St, Winchester, MA 01890

    • 4 Beds
    • 2 Baths
    • 2,759 Sq Ft
    • Built 1973

    Last Sold Summary

    • 4% Above List Price
    • $453/SF
    • 6 Days On Market

    Current Estimated Value $1,239,130

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

    80 Harvard St, Winchester, MA 01890
    • 14 Locke St, Winchester, MA 01890
      14 Locke St, Winchester, MA 01890
      14 Locke St, Winchester, MA 01890
      /20

      Est $1,095,672 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,432 Sq Ft

      14 Locke St, Winchester, MA 01890

      14 Locke St, Winchester, MA 01890
  • 30 Prospect St, Winchester, MA 01890
    30 Prospect St, Winchester, MA 01890
    30 Prospect St, Winchester, MA 01890
    /42

    $2,450,000 Sold Dec 16, 2025

    30 Prospect St, Winchester, MA 01890

    • 4 Beds
    • 3 Baths
    • 2,519 Sq Ft
    • Built 1934

    Last Sold Summary

    • 17% Above List Price
    • $973/SF
    • 3 Days On Market

    Last Listing Agent Karima Alami Compass

    30 Prospect St, Winchester, MA 01890
    • 21 Dunster Ln, Winchester, MA 01890
      21 Dunster Ln, Winchester, MA 01890
      21 Dunster Ln, Winchester, MA 01890
      /17

      Est $2,132,568 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,578 Sq Ft

      21 Dunster Ln, Winchester, MA 01890

      21 Dunster Ln, Winchester, MA 01890
  • 5 Cutting St, Winchester, MA 01890
    5 Cutting St, Winchester, MA 01890
    5 Cutting St, Winchester, MA 01890
    /40

    $1,100,000 Sold Sep 12, 2025

    5 Cutting St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,414 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Above List Price
    • $778/SF
    • 8 Days On Market

    Current Estimated Value $1,113,066

    Last Listing Agent Oliver Koester Compass

    5 Cutting St, Winchester, MA 01890
    • 18 Ridge St, Winchester, MA 01890
      18 Ridge St, Winchester, MA 01890
      18 Ridge St, Winchester, MA 01890
      /38

      Est $1,204,650 Not Listed For Sale

      • 5 Beds
      • 1.5 Baths
      • 2,383 Sq Ft

      18 Ridge St, Winchester, MA 01890

      18 Ridge St, Winchester, MA 01890
  • 7 Conant Rd Unit 20, Winchester, MA 01890
    7 Conant Rd Unit 20, Winchester, MA 01890
    7 Conant Rd Unit 20, Winchester, MA 01890
    /37

    $665,000 Sold Nov 14, 2025

    7 Conant Rd Unit 20, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,168 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Below List Price
    • $569/SF
    • 124 Days On Market

    Last Listing Agent Brian Woods Woods Properties Inc.

    7 Conant Rd Unit 20, Winchester, MA 01890
    • 280 High St, Winchester, MA 01890
      280 High St, Winchester, MA 01890
      280 High St, Winchester, MA 01890
      /40

      Est $2,466,781 Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 6,259 Sq Ft

      280 High St, Winchester, MA 01890

      280 High St, Winchester, MA 01890
  • 14 Grove St, Winchester, MA 01890
    14 Grove St, Winchester, MA 01890
    14 Grove St, Winchester, MA 01890
    /42

    $2,111,000 Sold Jun 05, 2025

    14 Grove St, Winchester, MA 01890

    • 5 Beds
    • 4 Baths
    • 4,744 Sq Ft
    • Built 1922

    Last Sold Summary

    • 8% Above List Price
    • $445/SF
    • 6 Days On Market

    Current Estimated Value $2,080,668

    Last Listing Agent Kim Covino Compass

    14 Grove St, Winchester, MA 01890
    • 31 Girard Rd, Winchester, MA 01890
      31 Girard Rd, Winchester, MA 01890
      31 Girard Rd, Winchester, MA 01890
      /38

      Est $1,728,077 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,158 Sq Ft

      31 Girard Rd, Winchester, MA 01890

      31 Girard Rd, Winchester, MA 01890
  • 20 Foxcroft Rd, Winchester, MA 01890
    20 Foxcroft Rd, Winchester, MA 01890
    20 Foxcroft Rd, Winchester, MA 01890
    /42

    $4,450,000 Sold Oct 24, 2025

    20 Foxcroft Rd, Winchester, MA 01890

    • 5 Beds
    • 7 Baths
    • 7,679 Sq Ft
    • Built 1937

    Last Sold Summary

    • 1% Above List Price
    • $580/SF
    • 1 Day On Market

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

    20 Foxcroft Rd, Winchester, MA 01890
    • 99 Ridge St, Winchester, MA 01890
      99 Ridge St, Winchester, MA 01890
      99 Ridge St, Winchester, MA 01890
      /40

      Est $2,162,652 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 4,567 Sq Ft

      99 Ridge St, Winchester, MA 01890

      99 Ridge St, Winchester, MA 01890
  • 20 Grayson Rd, Winchester, MA 01890
    20 Grayson Rd, Winchester, MA 01890
    20 Grayson Rd, Winchester, MA 01890
    /36

    $1,945,000 Sold Sep 16, 2025

    20 Grayson Rd, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 3,825 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Above List Price
    • $508/SF
    • 7 Days On Market

    Current Estimated Value $1,915,367

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    20 Grayson Rd, Winchester, MA 01890
    • 119 Ridge St, Winchester, MA 01890
      119 Ridge St, Winchester, MA 01890
      119 Ridge St, Winchester, MA 01890
      /42

      Est $1,237,718 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,542 Sq Ft

      119 Ridge St, Winchester, MA 01890

      119 Ridge St, Winchester, MA 01890
  • 25 Wedgemere Ave, Winchester, MA 01890
    25 Wedgemere Ave, Winchester, MA 01890
    25 Wedgemere Ave, Winchester, MA 01890
    /42

    $3,745,000 Sold Aug 08, 2025

    25 Wedgemere Ave, Winchester, MA 01890

    • 7 Beds
    • 8 Baths
    • 7,587 Sq Ft
    • Built 2010

    Last Sold Summary

    • 6% Below List Price
    • $494/SF
    • 44 Days On Market

    Current Estimated Value $3,874,708

    Last Listing Agent Prestige Homes Realty Team Prestige Homes Real Estate, LLC

    25 Wedgemere Ave, Winchester, MA 01890
    • 11 Viking Rd, Winchester, MA 01890
      11 Viking Rd, Winchester, MA 01890
      11 Viking Rd, Winchester, MA 01890
      /41

      Est $3,294,365 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,322 Sq Ft

      11 Viking Rd, Winchester, MA 01890

      11 Viking Rd, Winchester, MA 01890
  • 16 Wickham Rd, Winchester, MA 01890
    16 Wickham Rd, Winchester, MA 01890
    16 Wickham Rd, Winchester, MA 01890
    /42

    $2,825,000 Sold Feb 25, 2025

    16 Wickham Rd, Winchester, MA 01890

    • 5 Beds
    • 6 Baths
    • 5,850 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $483/SF
    • 8 Days On Market

    Current Estimated Value $2,918,185

    Last Listing Agent Rodrigo Serrano Leading Edge Real Estate

    16 Wickham Rd, Winchester, MA 01890
    • 25 Lockeland Rd, Winchester, MA 01890
      25 Lockeland Rd, Winchester, MA 01890
      25 Lockeland Rd, Winchester, MA 01890
      /40

      Est $1,350,547 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,456 Sq Ft

      25 Lockeland Rd, Winchester, MA 01890

      25 Lockeland Rd, Winchester, MA 01890
  • 46 Church St, Winchester, MA 01890
    46 Church St, Winchester, MA 01890
    46 Church St, Winchester, MA 01890
    /31

    $1,965,000 Sold Jan 27, 2026

    46 Church St, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 3,475 Sq Ft
    • Built 1960

    Last Sold Summary

    • 2% Below List Price
    • $565/SF
    • 13 Days On Market

    Last Listing Agent Joan Francis Sullivan Better Homes and Gardens Real Estate - The Shanahan Group

    46 Church St, Winchester, MA 01890
    • 7 Plymouth Rd, Winchester, MA 01890
      7 Plymouth Rd, Winchester, MA 01890
      7 Plymouth Rd, Winchester, MA 01890
      /42

      Est $2,043,641 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,770 Sq Ft

      7 Plymouth Rd, Winchester, MA 01890

      7 Plymouth 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

    $682,000 Sold Mar 28, 2025

    7 Conant Rd Unit 24, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 2000

    Last Sold Summary

    • 5% Below List Price
    • $570/SF
    • 68 Days On Market

    Current Estimated Value $680,863

    Last Listing Agent Paul Bettencourt Beaudoin & Associates, REALTOR®

    7 Conant Rd Unit 24, Winchester, MA 01890
    • 6 Pocahontas Dr, Winchester, MA 01890
      6 Pocahontas Dr, Winchester, MA 01890
      6 Pocahontas Dr, Winchester, MA 01890
      /42

      Est $3,214,285 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 5,600 Sq Ft

      6 Pocahontas Dr, Winchester, MA 01890

      6 Pocahontas Dr, Winchester, MA 01890
  • 666 Main St Unit 206, Winchester, MA 01890
    666 Main St Unit 206, Winchester, MA 01890
    666 Main St Unit 206, Winchester, MA 01890
    /28

    $710,000 Sold Sep 10, 2025

    666 Main St Unit 206, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $607/SF
    • 50 Days On Market

    Current Estimated Value $708,559

    Last Listing Agent Sveta Vakhitova Berkshire Hathaway HomeServices Warren Residential

    666 Main St Unit 206, Winchester, MA 01890
    • 43 Mayflower Rd, Winchester, MA 01890
      43 Mayflower Rd, Winchester, MA 01890
      43 Mayflower Rd, Winchester, MA 01890
      /36

      Est $1,625,909 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 4,190 Sq Ft

      43 Mayflower Rd, Winchester, MA 01890

      43 Mayflower Rd, Winchester, MA 01890
  • 63 Church St, Winchester, MA 01890
    63 Church St, Winchester, MA 01890
    63 Church St, Winchester, MA 01890
    /35

    $1,100,000 Sold Jun 27, 2025

    63 Church St, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 3,157 Sq Ft
    • Built 1866

    Last Sold Summary

    • 24% Below List Price
    • $348/SF
    • 20 Days On Market

    Current Estimated Value $1,133,759

    Last Listing Agent Nancy McLaughlin Redfin Corp.

    63 Church St, Winchester, MA 01890
    • 34 Mayflower Rd, Winchester, MA 01890
      34 Mayflower Rd, Winchester, MA 01890
      34 Mayflower Rd, Winchester, MA 01890
      /35

      Est $2,076,591 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,439 Sq Ft

      34 Mayflower Rd, Winchester, MA 01890

      34 Mayflower Rd, Winchester, MA 01890
  • 6 Abby Rd, Winchester, MA 01890
    6 Abby Rd, Winchester, MA 01890
    6 Abby Rd, Winchester, MA 01890
    /40

    $2,895,000 Sold Oct 30, 2025

    6 Abby Rd, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 5,716 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $506/SF
    • 28 Days On Market

    Last Listing Agent Philip Vita Compass

    6 Abby Rd, Winchester, MA 01890
    • 57 Hutchinson Rd, Winchester, MA 01890
      57 Hutchinson Rd, Winchester, MA 01890
      57 Hutchinson Rd, Winchester, MA 01890
      /40

      Est $1,496,214 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 2,874 Sq Ft

      57 Hutchinson Rd, Winchester, MA 01890

      57 Hutchinson Rd, Winchester, MA 01890
  • 82 Hillcrest Pkwy, Winchester, MA 01890
    82 Hillcrest Pkwy, Winchester, MA 01890
    82 Hillcrest Pkwy, Winchester, MA 01890
    /38

    $1,558,200 Sold Jan 05, 2026

    82 Hillcrest Pkwy, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,882 Sq Ft
    • Built 1936

    Last Sold Summary

    • 6% Below List Price
    • $828/SF
    • 8 Days On Market

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

    82 Hillcrest Pkwy, Winchester, MA 01890
    • 132 Cambridge St, Winchester, MA 01890
      132 Cambridge St, Winchester, MA 01890
      132 Cambridge St, Winchester, MA 01890
      /33

      Est $1,378,489 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,636 Sq Ft

      132 Cambridge St, Winchester, MA 01890

      132 Cambridge St, Winchester, MA 01890
  • 36 Lebanon St, Winchester, MA 01890
    36 Lebanon St, Winchester, MA 01890
    36 Lebanon St, Winchester, MA 01890
    /30

    $1,200,000 Sold Apr 30, 2025

    36 Lebanon St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 2,060 Sq Ft
    • Built 1926

    Last Sold Summary

    • $583/SF
    • 8 Days On Market

    Current Estimated Value $1,194,753

    Last Listing Agent Kim Covino Compass

    36 Lebanon St, Winchester, MA 01890
    • 7 Russett Ln, Winchester, MA 01890
      7 Russett Ln, Winchester, MA 01890
      7 Russett Ln, Winchester, MA 01890
      /42

      Est $2,332,243 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 7,292 Sq Ft

      7 Russett Ln, Winchester, MA 01890

      7 Russett Ln, Winchester, MA 01890
  • 299 Cross St Unit 299, Winchester, MA 01890
    299 Cross St Unit 299, Winchester, MA 01890
    299 Cross St Unit 299, Winchester, MA 01890
    /33

    $615,000 Sold Mar 24, 2025

    299 Cross St Unit 299, Winchester, MA 01890

    • 2 Beds
    • 1.5 Baths
    • 1,452 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Above List Price
    • $424/SF
    • 5 Days On Market

    Last Listing Agent Patricia Nunez Redfin Corp.

    299 Cross St Unit 299, Winchester, MA 01890
    • 8 Johnson Rd, Winchester, MA 01890
      8 Johnson Rd, Winchester, MA 01890
      8 Johnson Rd, Winchester, MA 01890
      /42

      Est $2,279,018 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 5,800 Sq Ft

      8 Johnson Rd, Winchester, MA 01890

      8 Johnson Rd, Winchester, MA 01890
  • 162 Swanton St Unit 162, Winchester, MA 01890
    162 Swanton St Unit 162, Winchester, MA 01890
    162 Swanton St Unit 162, Winchester, MA 01890
    /42

    $1,199,000 Sold Nov 21, 2025

    162 Swanton St Unit 162, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,459 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $488/SF
    • 73 Days On Market

    Last Listing Agent Kim Covino Compass

    162 Swanton St Unit 162, Winchester, MA 01890
    • 50 Emerson Rd, Winchester, MA 01890
      50 Emerson Rd, Winchester, MA 01890
      50 Emerson Rd, Winchester, MA 01890
      /40

      Est $2,854,331 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,051 Sq Ft

      50 Emerson Rd, Winchester, MA 01890

      50 Emerson Rd, Winchester, MA 01890
  • 34 Fells Rd, Winchester, MA 01890
    34 Fells Rd, Winchester, MA 01890
    34 Fells Rd, Winchester, MA 01890
    /42

    $1,350,000 Sold May 30, 2025

    34 Fells Rd, Winchester, MA 01890

    • 3 Beds
    • 4 Baths
    • 3,351 Sq Ft
    • Built 1946

    Last Sold Summary

    • 16% Below List Price
    • $403/SF
    • 38 Days On Market

    Current Estimated Value $1,422,072

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    34 Fells Rd, Winchester, MA 01890

Showing Results 161 - 200, Page 5 of 18

Massachusetts Middlesex County Winchester

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