9,206

Winchester, MA Homes

Section Image
  • 11 Williams Cir, Winchester, MA 01890
    11 Williams Cir, Winchester, MA 01890
    11 Williams Cir, Winchester, MA 01890
    /39

    $1,350,000

    Sold Sep 02, 2026

    11 Williams Cir, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,392 Sq Ft
    • Built 2001

    Last Sold Summary

    • 17% Above List Price
    • $564/SF
    • 5 Days On Market

    Current Estimated Value $1,242,827

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    11 Williams Cir, Winchester, MA 01890
    • 68 Harvard St, Winchester, MA 01890
      68 Harvard St, Winchester, MA 01890
      68 Harvard St, Winchester, MA 01890
      /30

      Est $1,855,336

      Not Listed For Sale

      68 Harvard St, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 2,181 Sq Ft
      • Built 2024
      68 Harvard St, Winchester, MA 01890

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Bill Copithorne William F. Copithorne

  • 52 Middlesex St Unit 52, Winchester, MA 01890
    52 Middlesex St Unit 52, Winchester, MA 01890
    52 Middlesex St Unit 52, Winchester, MA 01890
    /41

    $1,200,000

    Sold Aug 17, 2026

    52 Middlesex St Unit 52, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,303 Sq Ft
    • Built 1920

    Last Sold Summary

    • $521/SF
    • 8 Days On Market

    Last Listing Agent The North Star Group Keller Williams Realty Evolution

    52 Middlesex St Unit 52, Winchester, MA 01890
    • 26 Olive St, Winchester, MA 01890
      26 Olive St, Winchester, MA 01890
      26 Olive St, Winchester, MA 01890
      /37

      Est $1,026,350

      Not Listed For Sale

      26 Olive St, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 1,977 Sq Ft
      • Built 1963
      26 Olive St, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  • 60 Harvard St, Winchester, MA 01890
    60 Harvard St, Winchester, MA 01890
    60 Harvard St, Winchester, MA 01890
    /16

    $899,000

    Sold Nov 25, 2025

    60 Harvard St, Winchester, MA 01890

    • 4 Beds
    • 3 Baths
    • 1,860 Sq Ft
    • Built 1914

    Last Sold Summary

    • 27% Below List Price
    • $483/SF
    • 93 Days On Market

    Current Estimated Value $911,487

    Last Listing Agent Mark Krasnyansky eXp Realty LLC

    60 Harvard St, Winchester, MA 01890
    • 246 Washington St, Winchester, MA 01890
      246 Washington St, Winchester, MA 01890
      246 Washington St, Winchester, MA 01890
      /39

      Est $1,298,155

      Not Listed For Sale

      246 Washington St, Winchester, MA 01890

      • 4 Beds
      • 1.5 Baths
      • 2,660 Sq Ft
      • Built 1935
      246 Washington St, Winchester, MA 01890

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Kim Covino Compass

  • 10 Farrow St, Winchester, MA 01890
    10 Farrow St, Winchester, MA 01890
    10 Farrow St, Winchester, MA 01890
    /35

    $1,660,000

    Sold Aug 07, 2026

    10 Farrow St, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 2,768 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Above List Price
    • $600/SF
    • 6 Days On Market

    Current Estimated Value $1,644,353

    Last Listing Agent Collin Bray Century 21 Cityside

    10 Farrow St, Winchester, MA 01890
    • 200 Swanton St Unit 728, Winchester, MA 01890
      200 Swanton St Unit 728, Winchester, MA 01890
      200 Swanton St Unit 728, Winchester, MA 01890
      /19

      Est $374,512

      Not Listed For Sale

      200 Swanton St Unit 728, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 613 Sq Ft
      • Built 1966
      200 Swanton St Unit 728, Winchester, MA 01890

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Adam Shore Charlesgate Realty Group, llc

  • 34 Robinhood Rd, Winchester, MA 01890
    34 Robinhood Rd, Winchester, MA 01890
    34 Robinhood Rd, Winchester, MA 01890
    /37

    $1,450,000

    Sold Jun 12, 2026

    34 Robinhood Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 3,380 Sq Ft
    • Built 1959

    Last Sold Summary

    • 9% Below List Price
    • $429/SF
    • 23 Days On Market

    Current Estimated Value $1,500,976

    Last Listing Agent Janet Halloran RE/MAX Real Estate Center

    34 Robinhood Rd, Winchester, MA 01890
    • 200 Swanton St Unit 722, Winchester, MA 01890
      200 Swanton St Unit 722, Winchester, MA 01890
      200 Swanton St Unit 722, Winchester, MA 01890
      /31

      Est $370,511

      Not Listed For Sale

      200 Swanton St Unit 722, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 613 Sq Ft
      • Built 1966
      200 Swanton St Unit 722, Winchester, MA 01890

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Yang Liu Weston Realty LLC

  • 198 Pond St, Winchester, MA 01890
    198 Pond St, Winchester, MA 01890
    198 Pond St, Winchester, MA 01890
    /24

    $1,070,000

    Sold May 20, 2026

    198 Pond St, Winchester, MA 01890

    • 4 Beds
    • 1.5 Baths
    • 1,917 Sq Ft
    • Built 1947

    Last Sold Summary

    • 7% Above List Price
    • $558/SF
    • 5 Days On Market

    Current Estimated Value $1,066,220

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

    198 Pond St, Winchester, MA 01890
    • 200 Swanton St Unit 702, Winchester, MA 01890
      200 Swanton St Unit 702, Winchester, MA 01890
      200 Swanton St Unit 702, Winchester, MA 01890
      /30

      Est $291,323

      Not Listed For Sale

      200 Swanton St Unit 702, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 394 Sq Ft
      • Built 1966
      200 Swanton St Unit 702, Winchester, MA 01890

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Anita Voutsas RE/MAX 360

  • 6 Oakland Cir, Winchester, MA 01890
    6 Oakland Cir, Winchester, MA 01890
    6 Oakland Cir, Winchester, MA 01890
    /40

    $1,607,000

    Sold Jun 01, 2026

    6 Oakland Cir, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 3,298 Sq Ft
    • Built 1953

    Last Sold Summary

    • 4% Above List Price
    • $487/SF
    • 7 Days On Market

    Current Estimated Value $1,588,429

    Last Listing Agent Seeme Moreira Coldwell Banker Realty - Lexington

    6 Oakland Cir, Winchester, MA 01890
    • 200 Swanton St Unit 640, Winchester, MA 01890
      200 Swanton St Unit 640, Winchester, MA 01890
      200 Swanton St Unit 640, Winchester, MA 01890
      /26

      Est $281,462

      Not Listed For Sale

      200 Swanton St Unit 640, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 394 Sq Ft
      • Built 1966
      200 Swanton St Unit 640, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Vinnie Casazza Apex Realty Group, LLC

  • 216 Highland Ave, Winchester, MA 01890
    216 Highland Ave, Winchester, MA 01890
    216 Highland Ave, Winchester, MA 01890
    /42

    $2,400,000

    Sold Jun 30, 2026

    216 Highland Ave, Winchester, MA 01890

    • 5 Beds
    • 3.5 Baths
    • 4,822 Sq Ft
    • Built 1902

    Last Sold Summary

    • 4% Above List Price
    • $498/SF
    • 5 Days On Market

    Current Estimated Value $2,266,475

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

    216 Highland Ave, Winchester, MA 01890
    • 200 Swanton St Unit 627, Winchester, MA 01890
      200 Swanton St Unit 627, Winchester, MA 01890
      200 Swanton St Unit 627, Winchester, MA 01890
      /41

      Est $362,563

      Not Listed For Sale

      200 Swanton St Unit 627, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 613 Sq Ft
      • Built 1966
      200 Swanton St Unit 627, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Mary Lou Bigelow Gibson Sotheby's International Realty

  • 10 Edgehill Rd, Winchester, MA 01890
    10 Edgehill Rd, Winchester, MA 01890
    10 Edgehill Rd, Winchester, MA 01890
    /42

    $2,200,000

    Sold May 05, 2026

    10 Edgehill Rd, Winchester, MA 01890

    • 7 Beds
    • 3.5 Baths
    • 3,926 Sq Ft
    • Built 1910

    Last Sold Summary

    • 2% Below List Price
    • $560/SF
    • 9 Days On Market

    Current Estimated Value $2,144,135

    Last Listing Agent Lynne Russo Better Homes and Gardens Real Estate - The Shanahan Group

    10 Edgehill Rd, Winchester, MA 01890
    • 200 Swanton St Unit 502, Winchester, MA 01890
      200 Swanton St Unit 502, Winchester, MA 01890
      200 Swanton St Unit 502, Winchester, MA 01890
      /24

      Est $287,489

      Not Listed For Sale

      200 Swanton St Unit 502, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 394 Sq Ft
      • Built 1966
      200 Swanton St Unit 502, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Pareene Group EXIT Premier Real Estate

  • 46-48 Swanton St, Winchester, MA 01890
    46-48 Swanton St, Winchester, MA 01890
    46-48 Swanton St, Winchester, MA 01890
    /41

    $1,290,000

    Sold Jan 29, 2026

    46-48 Swanton St, Winchester, MA 01890

    • 6 Beds
    • 3.5 Baths
    • 3,233 Sq Ft
    • Built 1887

    Last Sold Summary

    • 17% Above List Price
    • $399/SF
    • 6 Days On Market

    Last Listing Agent Leeman & Gately Compass

    46-48 Swanton St, Winchester, MA 01890
    • 200 Swanton St Unit 422, Winchester, MA 01890
      200 Swanton St Unit 422, Winchester, MA 01890
      200 Swanton St Unit 422, Winchester, MA 01890
      /22

      Est $361,566

      Not Listed For Sale

      200 Swanton St Unit 422, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 606 Sq Ft
      • Built 1966
      200 Swanton St Unit 422, Winchester, MA 01890

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Jack Bruneau Coldwell Banker Realty - Newton

  • 58 Jefferson Rd, Winchester, MA 01890
    58 Jefferson Rd, Winchester, MA 01890
    58 Jefferson Rd, Winchester, MA 01890
    /37

    $1,850,000

    Sold Apr 23, 2026

    58 Jefferson Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 2,910 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Above List Price
    • $636/SF
    • 5 Days On Market

    Current Estimated Value $1,840,018

    Last Listing Agent Stephanie Macfarland Wilson Wolfe Real Estate

    58 Jefferson Rd, Winchester, MA 01890
    • 200 Swanton St Unit 404, Winchester, MA 01890
      200 Swanton St Unit 404, Winchester, MA 01890
      200 Swanton St Unit 404, Winchester, MA 01890
      /22

      Est $266,030

      Not Listed For Sale

      200 Swanton St Unit 404, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 388 Sq Ft
      • Built 1966
      200 Swanton St Unit 404, Winchester, MA 01890

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Nancy Fudge Fudge Properties

  • 14 Bradford Rd Unit 14, Winchester, MA 01890
    14 Bradford Rd Unit 14, Winchester, MA 01890
    14 Bradford Rd Unit 14, Winchester, MA 01890
    /32

    $620,000

    Sold Jul 30, 2026

    14 Bradford Rd Unit 14, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,168 Sq Ft
    • Built 1963

    Last Sold Summary

    • 1% Below List Price
    • $531/SF
    • 3 Days On Market

    Last Listing Agent Janet Wu Cook Keller Williams Elite

    14 Bradford Rd Unit 14, Winchester, MA 01890
    • 200 Swanton St Unit 327, Winchester, MA 01890
      200 Swanton St Unit 327, Winchester, MA 01890
      200 Swanton St Unit 327, Winchester, MA 01890
      /21

      Est $373,620

      Not Listed For Sale

      200 Swanton St Unit 327, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 606 Sq Ft
      • Built 1966
      200 Swanton St Unit 327, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Judith Pedersen JPedersen

  • 9 Charles Rd, Winchester, MA 01890
    9 Charles Rd, Winchester, MA 01890
    9 Charles Rd, Winchester, MA 01890
    /33

    $681,888

    Sold Mar 25, 2026

    9 Charles Rd, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 973 Sq Ft
    • Built 1963

    Last Sold Summary

    • 14% Above List Price
    • $701/SF
    • 6 Days On Market

    Current Estimated Value $673,575

    Last Listing Agent Kim Covino Compass

    9 Charles Rd, Winchester, MA 01890
    • 200 Swanton St Unit 322, Winchester, MA 01890
      200 Swanton St Unit 322, Winchester, MA 01890
      200 Swanton St Unit 322, Winchester, MA 01890
      /22

      Est $361,414

      Not Listed For Sale

      200 Swanton St Unit 322, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 606 Sq Ft
      • Built 1966
      200 Swanton St Unit 322, Winchester, MA 01890

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Matthew Basteri Flow Realty, Inc.

  • 71 Sargent Rd, Winchester, MA 01890
    71 Sargent Rd, Winchester, MA 01890
    71 Sargent Rd, Winchester, MA 01890
    /42

    $1,399,000

    Sold Jun 30, 2026

    71 Sargent Rd, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,936 Sq Ft
    • Built 1985

    Last Sold Summary

    • $476/SF
    • 9 Days On Market

    Current Estimated Value $1,416,085

    Last Listing Agent Bob Bittelari Berkshire Hathaway HomeServices Commonwealth Real Estate

    71 Sargent Rd, Winchester, MA 01890
    • 200 Swanton St Unit T26, Winchester, MA 01890
      200 Swanton St Unit T26, Winchester, MA 01890
      200 Swanton St Unit T26, Winchester, MA 01890
      /19

      Est $365,464

      Not Listed For Sale

      200 Swanton St Unit T26, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 634 Sq Ft
      • Built 1966
      200 Swanton St Unit T26, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Gretchen Chingris ERA Metropolitan Homes

  • 62 Richardson St, Winchester, MA 01890
    62 Richardson St, Winchester, MA 01890
    62 Richardson St, Winchester, MA 01890
    /35

    $1,060,000

    Sold Jun 09, 2026

    62 Richardson St, Winchester, MA 01890

    • 5 Beds
    • 2.5 Baths
    • 2,849 Sq Ft
    • Built 1870

    Last Sold Summary

    • $372/SF
    • 7 Days On Market

    Current Estimated Value $1,224,062

    Last Listing Agent Frank Ventresca Strategy Street

    62 Richardson St, Winchester, MA 01890
    • 200 Swanton St Unit T8, Winchester, MA 01890
      200 Swanton St Unit T8, Winchester, MA 01890
      200 Swanton St Unit T8, Winchester, MA 01890
      /19

      Est $282,639

      Not Listed For Sale

      200 Swanton St Unit T8, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 450 Sq Ft
      • Built 1966
      200 Swanton St Unit T8, Winchester, MA 01890

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Kim Covino Compass

  • 2 Olde Lyme Rd, Winchester, MA 01890
    2 Olde Lyme Rd, Winchester, MA 01890
    2 Olde Lyme Rd, Winchester, MA 01890
    /42

    $1,857,000

    Sold Sep 15, 2026

    2 Olde Lyme Rd, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,513 Sq Ft
    • Built 1960

    Last Sold Summary

    • 9% Above List Price
    • $739/SF
    • 8 Days On Market

    Current Estimated Value $1,640,948

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

    2 Olde Lyme Rd, Winchester, MA 01890
    • 200 Swanton St Unit T4, Winchester, MA 01890
      200 Swanton St Unit T4, Winchester, MA 01890
      200 Swanton St Unit T4, Winchester, MA 01890
      /17

      Est $288,249

      Not Listed For Sale

      200 Swanton St Unit T4, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 450 Sq Ft
      • Built 1966
      200 Swanton St Unit T4, Winchester, MA 01890

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Michael Masci North Atlantic Realty Group

  • 2 Canterbury Rd, Winchester, MA 01890
    2 Canterbury Rd, Winchester, MA 01890
    2 Canterbury Rd, Winchester, MA 01890
    /33

    $1,470,000

    Sold Mar 25, 2026

    2 Canterbury Rd, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 2,370 Sq Ft
    • Built 1940

    Last Sold Summary

    • 5% Above List Price
    • $620/SF
    • 8 Days On Market

    Current Estimated Value $1,469,135

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

    2 Canterbury Rd, Winchester, MA 01890
    • 200 Swanton St Unit L32, Winchester, MA 01890
      200 Swanton St Unit L32, Winchester, MA 01890
      200 Swanton St Unit L32, Winchester, MA 01890
      /12

      Est $348,207

      Not Listed For Sale

      200 Swanton St Unit L32, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 602 Sq Ft
      • Built 1966
      200 Swanton St Unit L32, Winchester, MA 01890

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Paul Cirignano The Synergy Group

  • 14 Grant Rd, Winchester, MA 01890
    14 Grant Rd, Winchester, MA 01890
    14 Grant Rd, Winchester, MA 01890
    /40

    $2,250,000

    Sold Dec 11, 2025

    14 Grant Rd, Winchester, MA 01890

    • 6 Beds
    • 4.5 Baths
    • 4,200 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $536/SF
    • 26 Days On Market

    Current Estimated Value $2,257,909

    Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    14 Grant Rd, Winchester, MA 01890
    • 200 Swanton St Unit L30, Winchester, MA 01890
      200 Swanton St Unit L30, Winchester, MA 01890
      200 Swanton St Unit L30, Winchester, MA 01890
      /32

      Est $352,023

      Not Listed For Sale

      200 Swanton St Unit L30, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 602 Sq Ft
      • Built 1966
      200 Swanton St Unit L30, Winchester, MA 01890

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Mary Lou Bigelow Gibson Sotheby's International Realty

  • 39 Town Way, Winchester, MA 01890
    39 Town Way, Winchester, MA 01890
    39 Town Way, Winchester, MA 01890
    /13

    $3,200,000

    Sold May 13, 2026

    39 Town Way, Winchester, MA 01890

    • 6 Beds
    • 7 Baths
    • 5,709 Sq Ft
    • Built 2025

    Last Sold Summary

    • $561/SF
    • 21 Days On Market

    Last Listing Agent Kim Covino Compass

    39 Town Way, Winchester, MA 01890
    • 200 Swanton St Unit L25, Winchester, MA 01890
      200 Swanton St Unit L25, Winchester, MA 01890
      200 Swanton St Unit L25, Winchester, MA 01890
      /23

      Est $359,214

      Not Listed For Sale

      200 Swanton St Unit L25, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 602 Sq Ft
      • Built 1966
      200 Swanton St Unit L25, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Domingo Medina Coldwell Banker Realty - Lexington

  • 171 Swanton St Unit 73, Winchester, MA 01890
    171 Swanton St Unit 73, Winchester, MA 01890
    171 Swanton St Unit 73, Winchester, MA 01890
    /32

    $722,500

    Sold Apr 10, 2026

    171 Swanton St Unit 73, Winchester, MA 01890

    • 2 Beds
    • 2.5 Baths
    • 1,596 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Above List Price
    • $453/SF
    • 152 Days On Market

    Current Estimated Value $727,449

    Last Listing Agent John and Maria Reilly JMR Real Estate Group LLC

    171 Swanton St Unit 73, Winchester, MA 01890
    • 158 Swanton St Unit 160, Winchester, MA 01890
      158 Swanton St Unit 160, Winchester, MA 01890
      158 Swanton St Unit 160, Winchester, MA 01890
      /11

      Est $1,251,835

      Not Listed For Sale

      158 Swanton St Unit 160, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 2,136 Sq Ft
      • Built 2025
      158 Swanton St Unit 160, Winchester, MA 01890

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

Showing Results 561 - 600, Page 15 of 18

Massachusetts Middlesex County

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