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    125 Properties

    125 Properties Available

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    • 666 Main Street #207, Winchester, MA 01890
      1/27 27
      Open Sun 12PM-1:30PM

      $ 829,000

      2 Beds2 Baths1,170 SqFt

      666 Main Street #207, Winchester, MA 01890

      Condo

      Listed by Carolyn Vernaglia of Better Homes and Gardens Real Estate - The Shanahan Group

    • 50 Holland Street, Winchester, MA 01890
      1/42 42
      Open 8/9 11AM-12PM

      $ 1,549,000

      3 Beds2.5 Baths2,640 SqFt

      50 Holland Street, Winchester, MA 01890

      Single Family Home

      Listed by Kim Covino & Co. Team of Compass

    • 11 Viking Road, Winchester, MA 01890
      1/36 36
      Open Sun 1:30PM-2:30PM

      $ 3,600,000

      7 Beds7.5 Baths7,429 SqFt

      11 Viking Road, Winchester, MA 01890

      Single Family Home

      Listed by Post Advisory Group of Engel & Volkers Boston

    • 7 Wainwright Road #113, Winchester, MA 01890
      1/42 42
      Open Sun 1PM-2PM

      $ 2,100,000

      4 Beds3.5 Baths3,640 SqFt

      7 Wainwright Road #113, Winchester, MA 01890

      Condo

      Listed by Kim Covino & Co. Team of Compass

    • 1 Town Way, Winchester, MA 01890
      3D
      Open Sun 11:30AM-1PM

      $ 1,794,000

      3 Beds3.5 Baths3,010 SqFt

      1 Town Way, Winchester, MA 01890

      Single Family Home

      Listed by Vita Realty Group of Compass

    • 42 Wildwood Street, Winchester, MA 01890
      1/42 42
      Active Under Contract

      $ 2,299,000

      7 Beds4.5 Baths4,930 SqFt

      42 Wildwood Street, Winchester, MA 01890

      Single Family Home

      Listed by Carolyn Walsh of Better Homes and Gardens Real Estate - The Shanahan Group

    • 15 Clark St, Winchester, MA 01890
      1/22 22
      Open Sun 1PM-2:30PM

      $ 849,000

      3 Beds1.5 Baths1,340 SqFt

      15 Clark St, Winchester, MA 01890

      Single Family Home

      Listed by Jeffrey Hsu of Coldwell Banker Realty - Milton

    • 241 Ridge St, Winchester, MA 01890
      1/37 37
      Open Sun 11AM-1PM

      $ 1,599,000

      4 Beds3 Baths2,480 SqFt

      241 Ridge St, Winchester, MA 01890

      Single Family Home

      Listed by Team Lillian Montalto of Lillian Montalto Signature Properties

    • 15 Clark St #15, Winchester, MA 01890
      1/24 24
      Open Sun 1PM-2:30PM

      $ 849,000

      3 Beds1.5 Baths1,340 SqFt

      15 Clark St #15, Winchester, MA 01890

      Single Family Home

      Listed by Jeffrey Hsu of Coldwell Banker Realty - Milton

    • 47 Water Street, Winchester, MA 01890
      1/30 30
      Open Sun 12PM-2PM

      $ 950,000

      3 Beds1 Bath1,356 SqFt

      47 Water Street, Winchester, MA 01890

      Single Family Home

      Listed by The Mary Scimemi Team of Leading Edge Real Estate

    • 46 Clark St, Winchester, MA 01890
      3D
      Open Sun 2:30PM-3:30PM

      $ 1,064,000

      4 Beds1.5 Baths1,777 SqFt

      46 Clark St, Winchester, MA 01890

      Single Family Home

      Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

    • 79 Grove St, Winchester, MA 01890
      1/41 41
      Open Sun 12PM-1:30PM

      $ 1,899,000

      5 Beds3.5 Baths3,210 SqFt

      79 Grove St, Winchester, MA 01890

      Single Family Home

      Listed by Pirani & Wile Group of Gibson Sotheby's International Realty

    • 50 Middlesex Street #50, Winchester, MA 01890
      1/21 21
      Open Sun 1:30PM-2:30PM

      $ 799,000

      2 Beds2 Baths1,036 SqFt

      50 Middlesex Street #50, Winchester, MA 01890

      Condo

      Listed by The North Star Group of Keller Williams Realty Evolution

    • 53 Winford Way, Winchester, MA 01890
      1/24 24
      Open 8/9 10AM-11AM

      $ 2,399,000

      5 Beds4 Baths5,083 SqFt

      53 Winford Way, Winchester, MA 01890

      Single Family Home

      Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

    • 129 Washington St #129, Winchester, MA 01890
      1/30 30
      Open 8/9 10AM-11:30AM

      $ 1,099,000

      3 Beds3.5 Baths2,420 SqFt

      129 Washington St #129, Winchester, MA 01890

      Condo

      Listed by The Mary Scimemi Team of Leading Edge Real Estate

    • 200 Swanton Street #T35, Winchester, MA 01890
      1/39 39
      Open Sun 12PM-2PM

      $ 400,000

      2 Beds1 Bath810 SqFt

      200 Swanton Street #T35, Winchester, MA 01890

      Condo

      Listed by Nuri Tirana of Tirana Real Estate Group

    • 666 Main Street #315, Winchester, MA 01890
      1/37 37
      New

      $ 3,300

      2 Beds2 Baths1,025 SqFt

      666 Main Street #315, Winchester, MA 01890

      Condo

      Listed by Kim Covino & Co. Team of Compass

    • 7 Ridge Street #0, Winchester, MA 01890
      1/30 30
      New

      $ 3,200

      2 Beds1.5 Baths1,200 SqFt

      7 Ridge Street #0, Winchester, MA 01890

      Multi-Family, Townhouse

      Listed by Shannon Jenkins of RE/MAX Realty Experts

    • 79 Bacon St #79, Winchester, MA 01890
      1/41 41
      New

      $ 4,950

      5 Beds2 Baths2,174 SqFt

      79 Bacon St #79, Winchester, MA 01890

      Multi-Family, Townhouse

      Listed by Gayle Winters & Co. Team of Compass

    • 5 Forest Cir, Winchester, MA 01890
      1/10 10
      New

      $ 2,999,000

      4 Beds3.5 Baths4,500 SqFt

      5 Forest Cir, Winchester, MA 01890

      Single Family Home

      Listed by Pirani & Wile Group of Gibson Sotheby's International Realty

    • 28 East St #28, Winchester, MA 01890
      1/12 12
      New

      $ 3,500

      3 Beds2 Baths1,620 SqFt

      28 East St #28, Winchester, MA 01890

      Multi-Family, Townhouse

      Listed by Jennifer Zhao of HMW Real Estate, LLC

    • 58 Oak St #58, Winchester, MA 01890
      1/18 18
      New

      $ 2,750

      2 Beds1 Bath1,300 SqFt

      58 Oak St #58, Winchester, MA 01890

      Condo

      Listed by Marika & Associates Group of Hammond Residential Real Estate

    • 10-12 Webster St #1, Winchester, MA 01890
      1/30 30
      New

      $ 3,700

      4 Beds2 Baths1,967 SqFt

      10-12 Webster St #1, Winchester, MA 01890

      Condo

      Listed by Ryan Kelly of Real Broker MA, LLC

    • 159 Cross St #159, Winchester, MA 01890
      1/19 19
      New

      $ 3,900

      3 Beds2 Baths1,900 SqFt

      159 Cross St #159, Winchester, MA 01890

      Single Family Home

      Listed by Catherine Albiani of Better Homes and Gardens Real Estate - The Shanahan Group

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    LPT Realty

    Jocelyn Maggi

    +1(413) 461-5042 joeandjocelynsoldours@gmail.com

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    LPT Realty

    Jocelyn Maggi

    +1(413) 461-5042 joeandjocelynsoldours@gmail.com

      • Home
        Connect
        1. Contact Us
      • Buy
        1. All Listings
        2. Featured Listings
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        1. Sell My Home
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    Get My App

    TREC Consumer Protection Notice

    TREC Information About Brokerage Services

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.