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    76 Properties
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    76 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • 8 Buckman Dr, Winchester, MA 01890
      5 Beds5.5 Baths4,773 SqFt
      3D
      Open Fri 5:30PM-6:30PM

      $2,299,000

      8 Buckman Dr, Winchester, MA 01890

      Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

    • 1 Town Way, Winchester, MA 01890
      3 Beds3.5 Baths3,010 SqFt
      3D
      Open Sat 11:30AM-1PM

      $1,899,000

      1 Town Way, Winchester, MA 01890

      Listed by Vita Realty Group of Compass

    • 112 Wendell St, Winchester, MA 01890
      4 Beds3 Baths2,854 SqFt
      1/41 41
      Open Fri 11AM-12:30PM

      $1,385,000

      112 Wendell St, Winchester, MA 01890

      Listed by Steve McKenna & The Home Advantage Team of Gibson Sotheby's International Realty

    • 61 Westland Ave, Winchester, MA 01890
      3 Beds3.5 Baths2,785 SqFt
      1/41 41
      Open Sat 11:30AM-1PM

      $1,750,000

      61 Westland Ave, Winchester, MA 01890

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

    • 23 Olde Village Drive, Winchester, MA 01890
      4 Beds3.5 Baths4,656 SqFt
      1/42 42
      Open Sat 11AM-12:30PM

      $8,500

      23 Olde Village Drive, Winchester, MA 01890

      Listed by Ngoc Anh Goldstein of Leading Edge Real Estate

    • 7 Trinity Rd, Winchester, MA 01890
      3 Beds2.5 Baths2,130 SqFt
      1/42 42
      Open Sat 11:30AM-1PM

      $1,125,000

      7 Trinity Rd, Winchester, MA 01890

      Listed by Gayle Winters & Co. Team of Compass

    • 21 Park Ave, Winchester, MA 01890
      3 Beds2.5 Baths2,136 SqFt
      1/20 20
      Open Sun 11:30AM-1PM

      $1,799,000

      21 Park Ave, Winchester, MA 01890

      Listed by Mark Donnellan of Gibson Sotheby's International Realty

    • 35 Glen Grn, Winchester, MA 01890
      4 Beds2 Baths3,509 SqFt
      3D
      Open Fri 5PM-6PM

      $1,899,000

      35 Glen Grn, Winchester, MA 01890

      Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

    • 263 Highland Ave, Winchester, MA 01890
      4 Beds3 Baths3,343 SqFt
      1/42 42
      Open Sun 12PM-1:30PM

      $1,649,000

      263 Highland Ave, Winchester, MA 01890

      Listed by Seeme Moreira of Coldwell Banker Realty - Lexington

    • 237 Swanton Street, Winchester, MA 01890
      5 Beds4 Baths4,334 SqFt
      1/35 35
      Open Sat 11AM-12PM

      $1,995,000

      237 Swanton Street, Winchester, MA 01890

      Listed by Kim Covino & Co. Team of Compass

    • 95 Irving Street #95, Winchester, MA 01890
      4 Beds3.5 Baths2,490 SqFt
      1/42 42
      Open Sat 12:30PM-1:30PM

      $1,399,000

      95 Irving Street #95, Winchester, MA 01890

      Listed by Kim Covino & Co. Team of Compass

    • 19 Town Way, Winchester, MA 01890
      5 Beds5.5 Baths5,257 SqFt
      3D
      Open Sat 11:30AM-1PM

      $2,899,000

      19 Town Way, Winchester, MA 01890

      Listed by Vita Realty Group of Compass

    • 139 High Street, Winchester, MA 01890
      3 Beds1.5 Baths1,302 SqFt
      1/24 24
      Open Sat 12PM-1:30PM

      $969,000

      139 High Street, Winchester, MA 01890

      Listed by Katie Tully of Better Homes and Gardens Real Estate - The Shanahan Group

    • 6 Ivy Cir, Winchester, MA 01890
      6 Beds4 Baths3,728 SqFt
      1/40 40
      Open Sun 12PM-1:30PM

      $2,250,000

      6 Ivy Cir, Winchester, MA 01890

      Listed by Rose Hall of Blue Ocean Realty, LLC

    • 20 Amberwood Dr, Winchester, MA 01890
      6 Beds7 Baths8,866 SqFt
      1/36 36
      Open Sun 12:30PM-1:30PM

      $3,600,000

      20 Amberwood Dr, Winchester, MA 01890

      Listed by Wei Wang of WW Real Estate LLC

    • 200 Swanton #T36, Winchester, MA 01890
      1 Bath450 SqFt
      3D
      New

      $1,850

      200 Swanton #T36, Winchester, MA 01890

      Listed by Catallo Team of Realty ONE Group Cosmopolitan

    • 666 Main St #312, Winchester, MA 01890
      2 Beds2 Baths1,240 SqFt
      Pending

      $799,999

      666 Main St #312, Winchester, MA 01890

      Listed by Walace Nogueira of Fellsway Realty, LLC

    • 200 Swanton St #502, Winchester, MA 01890
      1 Bath394 SqFt
      1/7 7
      New

      $1,950

      200 Swanton St #502, Winchester, MA 01890

      Listed by Susan Murie of Aikenhead Real Estate, Inc.

    • 20 Hancock St #20, Winchester, MA 01890
      3 Beds1.5 Baths1,752 SqFt
      1/29 29
      New

      $3,500

      20 Hancock St #20, Winchester, MA 01890

      Listed by Angela Cui of Keller Williams Realty

    • 7 Appalachian Rd, Winchester, MA 01890
      4 Beds4.5 Baths3,263 SqFt
      1/42 42
      Active Under Contract

      $1,985,000

      7 Appalachian Rd, Winchester, MA 01890

      Listed by Anne Spry of Barrett Sotheby's International Realty

    • 200 Swanton St #630, Winchester, MA 01890
      1 Bed1 Bath613 SqFt
      1/26 26
      Active Under Contract

      $345,000

      200 Swanton St #630, Winchester, MA 01890

      Listed by Angela Hirtle of Lyv Realty

    • 380 Cross St, Winchester, MA 01890
      4 Beds2 Baths1,938 SqFt
      1/14 14
      Active

      $3,000

      380 Cross St, Winchester, MA 01890

      Listed by Pavan Patel of Realty ONE Group Nest

    • 46-48 Swanton Street, Winchester, MA 01890
      6 Beds3.5 Baths3,233 SqFt
      1/41 41
      Pending

      $1,100,000

      46-48 Swanton Street, Winchester, MA 01890

      Listed by Leeman & Gately of Compass

    • 20 Lebanon #20, Winchester, MA 01890
      4 Beds3.5 Baths1,500 SqFt
      1/16 16
      Active

      $4,250

      20 Lebanon #20, Winchester, MA 01890

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

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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.

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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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    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.

    SITE MAP

        Home
        My Listings
        1. Featured Listings
        2. Rental Properties
        3. Sold Listings
        4. Recent Listings
        5. Upcoming Listings
        Sell My Home
        Services
        Resources
        1. Affordability Calculator
        2. Mortgage Calculator
        3. Market Snapshot
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
        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 2026. All Rights Reserved.

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