9,208

Winchester, MA Homes

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  • /42

    $1,900,000 Sold Oct 17, 2025

    2 Lagrange St, Winchester, MA 01890

    • 7 Beds
    • 2.5 Baths
    • 3,413 Sq Ft
    • Built 1890

    Last Sold Summary

    • 5% Below List Price
    • $557/SF
    • 12 Days On Market

    Current Estimated Value $1,937,495

    Last Listing Agent Alison Lules-Cuccio Don Baker Real Estate

    2 Lagrange St, Winchester, MA 01890
    • /39

      Est $1,042,229 Not Listed For Sale

      29 Harvard St, Winchester, MA 01890

      • 4 Beds
      • 2 Baths
      • 2,065 Sq Ft
      • Built 1899
      29 Harvard St, Winchester, MA 01890

      Last Sold Summary

      • 32% Above List Price
      • $383/SF
      • 13 Days On Market
      • Last Sold Price $790,000
      • Aug 22, 2023

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  • /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 $1,010,170

    Last Listing Agent Kim Covino Compass

    9 Sylvester Ct, Winchester, MA 01890
    • /33

      Est $962,260 Not Listed For Sale

      316 Washington St, Winchester, MA 01890

      • 3 Beds
      • 1.5 Baths
      • 1,770 Sq Ft
      • Built 1910
      316 Washington St, Winchester, MA 01890

      Last Sold Summary

      • 28% Above List Price
      • $424/SF
      • 5 Days On Market
      • Last Sold Price $750,000
      • Jun 01, 2023

      Last Listing Agent Joe Bean Joe Bean Real Estate

  • /19

    $878,000 Sold Sep 26, 2025

    17 Baldwin St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,672 Sq Ft
    • Built 1890

    Last Sold Summary

    • 2% Below List Price
    • $525/SF
    • 2 Days On Market

    Current Estimated Value $964,276

    Last Listing Agent Dennis Oliveira JDS Realty Group

    17 Baldwin St, Winchester, MA 01890
    • /18

      Est $1,010,139 Not Listed For Sale

      22 Chester St, Winchester, MA 01890

      • 3 Beds
      • 1 Bath
      • 1,152 Sq Ft
      • Built 1910
      22 Chester St, Winchester, MA 01890

      Last Sold Summary

      • 31% Above List Price
      • $668/SF
      • 33 Days On Market
      • Last Sold Price $769,000
      • Apr 26, 2023

      Last Listing Agent Kelly Dimbat Lamacchia Realty, Inc.

  • /42

    $1,574,500 Sold Mar 30, 2026

    263 Highland Ave, Winchester, MA 01890

    • 4 Beds
    • 4 Baths
    • 3,343 Sq Ft
    • Built 1894

    Last Sold Summary

    • 7% Below List Price
    • $471/SF
    • 84 Days On Market

    Current Estimated Value $1,659,634

    Last Listing Agent Seeme Moreira Coldwell Banker Realty - Lexington

    263 Highland Ave, Winchester, MA 01890
    • /30

      Est $1,620,071 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

      • 34% Above List Price
      • $555/SF
      • 81 Days On Market
      • Last Sold Price $1,210,000
      • Aug 21, 2024

      Last Listing Agent Bill Copithorne Keller Williams Realty Boston Northwest

  • /41

    $1,500,000 Sold Jun 30, 2025

    7 Wainwright Rd Unit 117, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 4,214 Sq Ft
    • Built 1995

    Last Sold Summary

    • $356/SF
    • 4 Days On Market

    Current Estimated Value $1,677,482

    Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    7 Wainwright Rd Unit 117, Winchester, MA 01890
    • /19

      Est $899,095 Not Listed For Sale

      18 Olive St, Winchester, MA 01890

      • 3 Beds
      • 1 Bath
      • 1,292 Sq Ft
      • Built 1880
      18 Olive St, Winchester, MA 01890

      Last Sold Summary

      • 30% Above List Price
      • $534/SF
      • 6 Days On Market
      • Last Sold Price $690,000
      • Jun 02, 2023

      Last Listing Agent Paul Cirignano The Synergy Group

  • /33

    $680,000 Sold Mar 16, 2026

    7 Conant Rd Unit 33, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,532 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $444/SF
    • 23 Days On Market

    Current Estimated Value $698,506

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

    7 Conant Rd Unit 33, Winchester, MA 01890
    • /10

      Est $1,680,187 Not Listed For Sale

      30 Florence St, Winchester, MA 01890

      • 3 Beds
      • 1 Bath
      • 1,050 Sq Ft
      • Built 1915
      30 Florence St, Winchester, MA 01890

      Last Sold Summary

      • 108% Above List Price
      • $771/SF
      • 9 Days On Market
      • Last Sold Price $809,205
      • Jul 17, 2023

      Last Listing Agent Darin Thompson Stuart St James, Inc.

  • /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
    • /39

      Est $1,213,567 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

      • 21% Above List Price
      • $376/SF
      • 10 Days On Market
      • Last Sold Price $1,000,000
      • Mar 18, 2024

      Last Listing Agent Kim Covino Compass

  • /42

    $2,635,000 Sold Jul 31, 2025

    8 Chestnut St, Winchester, MA 01890

    • 5 Beds
    • 6 Baths
    • 5,354 Sq Ft
    • Built 1850

    Last Sold Summary

    • 12% Below List Price
    • $492/SF
    • 117 Days On Market

    Current Estimated Value $2,689,495

    Last Listing Agent The McLaren D'Agostino Team Compass

    8 Chestnut St, Winchester, MA 01890
    • /19

      Est $370,102 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

      • 1% Above List Price
      • $595/SF
      • 22 Days On Market
      • Last Sold Price $365,000
      • Apr 09, 2024

      Last Listing Agent Adam Shore Charlesgate Realty Group, llc

  • /27

    $690,000 Sold Sep 03, 2025

    50 Lake St Unit B, Winchester, MA 01890

    • 2 Beds
    • 1.5 Baths
    • 1,554 Sq Ft
    • Built 1976

    Last Sold Summary

    • 10% Above List Price
    • $444/SF
    • 49 Days On Market

    Current Estimated Value $695,886

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    50 Lake St Unit B, Winchester, MA 01890
    • /30

      Est $382,703 Not Listed For Sale

      200 Swanton St Unit 721, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 700 Sq Ft
      • Built 1966
      200 Swanton St Unit 721, Winchester, MA 01890

      Last Sold Summary

      • 6% Above List Price
      • $514/SF
      • 50 Days On Market
      • Last Sold Price $360,000
      • Jul 11, 2023

      Last Listing Agent Danny Zheng Keller Williams Realty

  • /42

    $2,359,000 Sold Jun 30, 2025

    57 Jefferson Rd, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 3,274 Sq Ft
    • Built 1985

    Last Sold Summary

    • 15% Above List Price
    • $721/SF
    • 8 Days On Market

    Current Estimated Value $2,331,097

    Last Listing Agent McGlynn Splaine Team Berkshire Hathaway HomeServices Commonwealth Real Estate

    57 Jefferson Rd, Winchester, MA 01890
    • /42

      Est $370,776 Not Listed For Sale

      200 Swanton St Unit 713, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 613 Sq Ft
      • Built 1966
      200 Swanton St Unit 713, Winchester, MA 01890

      Last Sold Summary

      • 3% Above List Price
      • $587/SF
      • 5 Days On Market
      • Last Sold Price $360,000
      • Jul 20, 2023

      Last Listing Agent Rebeka Thomas Keller Williams Coastal and Lakes & Mountains Realty

  • /34

    $1,200,000 Sold Dec 08, 2025

    36 Elmwood Ave Unit 2, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,342 Sq Ft
    • Built 2021

    Last Sold Summary

    • 2% Below List Price
    • $894/SF
    • 6 Days On Market

    Current Estimated Value $1,202,237

    Last Listing Agent Charles Ginsberg Coldwell Banker Realty - Lexington

    36 Elmwood Ave Unit 2, Winchester, MA 01890
    • /30

      Est $294,711 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

      • 1% Above List Price
      • $744/SF
      • 45 Days On Market
      • Last Sold Price $293,000
      • Feb 29, 2024

      Last Listing Agent Anita Voutsas RE/MAX 360

  • /37

    $1,450,000 Sold May 30, 2025

    7 Wainwright Rd Unit 8, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 3,763 Sq Ft
    • Built 1988

    Last Sold Summary

    • 9% Below List Price
    • $385/SF
    • 34 Days On Market

    Current Estimated Value $1,521,039

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

    7 Wainwright Rd Unit 8, Winchester, MA 01890
    • /26

      Est $286,212 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

      • 3% Below List Price
      • $751/SF
      • 5 Days On Market
      • Last Sold Price $296,000
      • Aug 27, 2024

      Last Listing Agent Vinnie Casazza Apex Realty Group, LLC

  • /42

    $2,500,000 Sold Aug 27, 2025

    12 Olde Lyme Rd, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 4,215 Sq Ft
    • Built 1955

    Last Sold Summary

    • 4% Above List Price
    • $593/SF
    • 4 Days On Market

    Current Estimated Value $2,423,020

    Last Listing Agent Mary Beth McGillicuddy Engel & Völkers , South Shore

    12 Olde Lyme Rd, Winchester, MA 01890
    • /41

      Est $363,722 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

      • 1% Below List Price
      • $602/SF
      • 6 Days On Market
      • Last Sold Price $369,000
      • Oct 20, 2023

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

  • /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 $894,120

    Last Listing Agent Mark Krasnyansky eXp Realty

    60 Harvard St, Winchester, MA 01890
    • /17

      Est $370,656 Not Listed For Sale

      200 Swanton St Unit 514, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 618 Sq Ft
      • Built 1966
      200 Swanton St Unit 514, Winchester, MA 01890

      Last Sold Summary

      • 6% Above List Price
      • $566/SF
      • 22 Days On Market
      • Last Sold Price $350,000
      • Jun 15, 2023

      Last Listing Agent Danielle Storella Berkshire Hathaway HomeServices Commonwealth Real Estate

  • /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 $2,144,684

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

    10 Edgehill Rd, Winchester, MA 01890
    • /24

      Est $281,673 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

      • 5% Below List Price
      • $749/SF
      • 6 Days On Market
      • Last Sold Price $295,000
      • Sep 09, 2024

      Last Listing Agent Susan Murie Aikenhead Real Estate, Inc.

  • /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
    • /11

      Est $363,827 Not Listed For Sale

      200 Swanton St Unit 430, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 606 Sq Ft
      • Built 1966
      200 Swanton St Unit 430, Winchester, MA 01890

      Last Sold Summary

      • 9% Above List Price
      • $553/SF
      • 8 Days On Market
      • Last Sold Price $335,000
      • May 17, 2023

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  • /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 $1,843,804

    Last Listing Agent Stephanie Macfarland Wilson Wolfe Real Estate

    58 Jefferson Rd, Winchester, MA 01890
    • /22

      Est $367,258 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

      • 2% Above List Price
      • $594/SF
      • 20 Days On Market
      • Last Sold Price $360,000
      • Oct 31, 2024

      Last Listing Agent Jack Bruneau Coldwell Banker Realty - Newton

  • /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 $603,792

    Last Listing Agent Kim Covino Compass

    9 Charles Rd, Winchester, MA 01890
    • /42

      Est $369,018 Not Listed For Sale

      200 Swanton St Unit 416, Winchester, MA 01890

      • 1 Bed
      • 1 Bath
      • 606 Sq Ft
      • Built 1966
      200 Swanton St Unit 416, Winchester, MA 01890

      Last Sold Summary

      • 1% Above List Price
      • $602/SF
      • 8 Days On Market
      • Last Sold Price $365,000
      • Sep 19, 2024

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

  • /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 $1,279,537

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

    70 Woodside Rd, Winchester, MA 01890
    • /22

      Est $263,914 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

      • 4% Above List Price
      • $657/SF
      • 2 Days On Market
      • Last Sold Price $254,900
      • Aug 08, 2024

      Last Listing Agent Nancy Fudge Fudge Properties

  • /37

    $1,000,000 Sold Aug 01, 2025

    26 Olive St, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 1,977 Sq Ft
    • Built 1963

    Last Sold Summary

    • 8% Above List Price
    • $506/SF
    • 5 Days On Market

    Current Estimated Value $1,016,931

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    26 Olive St, Winchester, MA 01890
    • /21

      Est $370,418 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

      • 1% Below List Price
      • $619/SF
      • 4 Days On Market
      • Last Sold Price $375,000
      • Sep 16, 2024

      Last Listing Agent Judith Pedersen JPedersen

Showing Results 521 - 560, Page 14 of 18

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