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    2.2K Properties
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    2,152 Sold Properties

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    • 400 Cross Street #401, Winchester, MA 01890
      2 Beds2.5 Baths1,523 SqFt
      1/31 31
      $755,000 $759,000 0.5%

      400 Cross Street #401, Winchester, MA 01890

      Listed by Montivista Real Estate Group of Keller Williams Realty

    • 1 Marshall Rd, Winchester, MA 01890
      4 Beds3.5 Baths3,380 SqFt
      1/31 31
      $1,899,000 $1,899,000

      1 Marshall Rd, Winchester, MA 01890

      Listed by Mark Donnellan of Better Homes and Gardens Real Estate - The Shanahan Group

    • 75 Dunster Lane, Winchester, MA 01890
      3 Beds2.5 Baths1,826 SqFt
      1/26 26
      $970,000 $949,000 2.2%

      75 Dunster Lane, Winchester, MA 01890

      Listed by The Varano Realty Group of Keller Williams Realty

    • 15 Pilgrim Dr, Winchester, MA 01890
      4 Beds3 Baths4,256 SqFt
      3D
      $1,875,000 $1,949,000 3.8%

      15 Pilgrim Dr, Winchester, MA 01890

      Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

    • 75 Dunster Lane, Winchester, MA 01890
      3 Beds2.5 Baths1,826 SqFt
      1/30 30
      $815,000 $799,000 2.0%

      75 Dunster Lane, Winchester, MA 01890

      Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate

    • 7 Bridge St #7, Winchester, MA 01890
      3 Beds1.5 Baths1,596 SqFt
      1/29 29
      $599,000 $599,000

      7 Bridge St #7, Winchester, MA 01890

      Listed by The Lorrie Parajeckas Group of Compass

    • 54 Wedgemere Avenue, Winchester, MA 01890
      6 Beds3.5 Baths5,238 SqFt
      1/42 42
      $2,862,500 $2,975,000 3.8%

      54 Wedgemere Avenue, Winchester, MA 01890

      Listed by Kim Covino & Co. Team of Compass

    • 10 Olde Lyme Road, Winchester, MA 01890
      5 Beds3.5 Baths3,478 SqFt
      1/33 33
      $1,600,000 $1,769,000 9.6%

      10 Olde Lyme Road, Winchester, MA 01890

      Listed by Darryl E. Brian of RE/MAX Bentley's

    • 17 Dennett Road, Winchester, MA 01890
      3 Beds2.5 Baths2,283 SqFt
      1/41 41
      $1,500,000 $1,599,000 6.2%

      17 Dennett Road, Winchester, MA 01890

      Listed by Kim Covino & Co. Team of Compass

    • 115 Washington St #3D, Winchester, MA 01890
      1 Bed1.5 Baths769 SqFt
      1/36 36
      $519,000 $519,000

      115 Washington St #3D, Winchester, MA 01890

      Listed by McGlynn & Nigro Team of Berkshire Hathaway HomeServices Commonwealth Real Estate

    • 5 Emerson Court, Winchester, MA 01890
      3 Beds3.5 Baths2,000 SqFt
      1/30 30
      $1,185,000 $1,200,000 1.3%

      5 Emerson Court, Winchester, MA 01890

      Listed by H. Elaine Song of Coldwell Banker Realty - Lexington

    • 162 Forest St, Winchester, MA 01890
      4 Beds1.5 Baths1,900 SqFt
      1/33 33
      $1,280,000 $1,250,000 2.4%

      162 Forest St, Winchester, MA 01890

      Listed by The Synergy Group of The Synergy Group

    • 171 Swanton St #60, Winchester, MA 01890
      3 Beds2.5 Baths1,824 SqFt
      1/27 27
      $738,000 $650,000 13.5%

      171 Swanton St #60, Winchester, MA 01890

      Listed by Michaela Hellman of Redfin Corp.

    • 60 Graystone Cir #60, Winchester, MA 01890
      2 Beds2.5 Baths1,947 SqFt
      1/39 39
      $1,475,000 $1,499,000 1.6%

      60 Graystone Cir #60, Winchester, MA 01890

      Listed by Pirani & Wile Group of Advisors Living - Winchester

    • 44 Amberwood Drive, Winchester, MA 01890
      3 Beds2.5 Baths3,002 SqFt
      1/28 28
      $1,713,000 $1,765,300 3.0%

      44 Amberwood Drive, Winchester, MA 01890

      Listed by Santana Team of Keller Williams Realty Boston Northwest

    • 17 Baldwin St, Winchester, MA 01890
      3 Beds1.5 Baths1,672 SqFt
      1/19 19
      $878,000 $899,900 2.4%

      17 Baldwin St, Winchester, MA 01890

      Listed by Dennis Oliveira of JDS Realty Group

    • 147 Highland Ave, Winchester, MA 01890
      3 Beds2 Baths1,884 SqFt
      1/37 37
      $1,200,000 $1,299,000 7.6%

      147 Highland Ave, Winchester, MA 01890

      Listed by Kim Covino & Co. Team of Compass

    • 4 Fieldstone Dr, Winchester, MA 01890
      5 Beds3.5 Baths4,378 SqFt
      1/36 36
      $1,950,000 $1,980,000 1.5%

      4 Fieldstone Dr, Winchester, MA 01890

      Listed by Wenli Zheng of Fairview Partners International LLC

    • 10 Blossom Hill Rd, Winchester, MA 01890
      4 Beds2 Baths3,838 SqFt
      1/42 42
      $1,768,500 $1,688,888 4.7%

      10 Blossom Hill Rd, Winchester, MA 01890

      Listed by Stephen DeConto of Cameron Real Estate Group

    • 95 Cross St, Winchester, MA 01890
      10,018 Sqft Lot
      1/4 4
      $1,000,000 $1,000,000

      95 Cross St, Winchester, MA 01890

      Listed by Carolyn Sheehan of Compass

    • 9 Pilgrim Dr, Winchester, MA 01890
      3 Beds2.5 Baths2,541 SqFt
      1/42 42
      $1,725,000 $1,599,000 7.9%

      9 Pilgrim Dr, Winchester, MA 01890

      Listed by McGlynn & Nigro Team of Berkshire Hathaway HomeServices Commonwealth Real Estate

    • 200 Swanton St #402, Winchester, MA 01890
      1 Bed1 Bath388 SqFt
      1/14 14
      $287,000 $299,999 4.3%

      200 Swanton St #402, Winchester, MA 01890

      Listed by Michael Masci of North Atlantic Realty Group

    • 6 Highland Ave, Winchester, MA 01890
      4 Beds2.5 Baths2,506 SqFt
      1/31 31
      $1,465,000 $1,500,000 2.3%

      6 Highland Ave, Winchester, MA 01890

      Listed by Peter Rooney of Compass

    • 20 Grayson Rd, Winchester, MA 01890
      5 Beds4.5 Baths3,825 SqFt
      1/36 36
      $1,945,000 $1,899,000 2.4%

      20 Grayson Rd, Winchester, MA 01890

      Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

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    KellerWilliams_Realty_BostonSouthwest_Logo_RGBProud Partner of FGP

    Keller Williams Realty Boston Southwest

    Bill Paulson Lic# 9070371

    +1(781) 929-2453 bill@needhamliving.com

    150 West St, Needham, MA, 02494

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    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.

    SITE MAP

        Home
        My Listings
        1. Featured Listings
        2. Rental Properties
        3. Sold Listings
        4. Recent Listings
        5. Upcoming Listings
        Sell My Home
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        1. Affordability Calculator
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        About
        1. My Story
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        VIP List
    KellerWilliams_Realty_BostonSouthwest_Logo_RGBProud Partner of FGP

    Keller Williams Realty Boston Southwest

    Bill Paulson Lic# 9070371

    +1(781) 929-2453 bill@needhamliving.com

    150 West St, Needham, MA, 02494

    Get My App

    No mobile information will be shared with third parties/affiliates for marketing/promotional purposes. All other categories exclude text messaging originator opt-in data and consent; this information will not be shared with any third parties.

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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