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    120 Properties
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    120 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • 44 Amberwood Drive, Winchester, MA 01890
      3 Beds2.5 Baths3,002 SqFt
      1/28 28
      Pending

      $1,765,300

      44 Amberwood Drive, Winchester, MA 01890

      Listed by Santana Team of Keller Williams Realty Boston Northwest

    • 19 Laurel Hill Ln, Winchester, MA 01890
      5 Beds4.5 Baths3,800 SqFt
      Active

      $2,550,000

      19 Laurel Hill Ln, Winchester, MA 01890

      Listed by Mark Donnellan of Advisors Living - Winchester

    • 10 Sheffield Road, Winchester, MA 01890
      7 Beds5.5 Baths5,864 SqFt
      3D
      Active

      $2,799,000

      10 Sheffield Road, Winchester, MA 01890

      Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

    • 31 Irving St #1, Winchester, MA 01890
      2 Beds1 Bath1,172 SqFt
      1/14 14
      Pending

      $3,100

      31 Irving St #1, Winchester, MA 01890

      Listed by Yuan Guo of Phoenix Real Estate

    • 666 Main St #206, Winchester, MA 01890
      2 Beds2 Baths1,170 SqFt
      1/28 28
      Pending

      $709,999

      666 Main St #206, Winchester, MA 01890

      Listed by Sveta Vakhitova of Berkshire Hathaway HomeServices Warren Residential

    • 42 Spruce #42, Winchester, MA 01890
      4 Beds2.5 Baths2,200 SqFt
      1/15 15
      Pending

      $5,200

      42 Spruce #42, Winchester, MA 01890

      Listed by Julia Sannella of Archambault Real Estate

    • 44 Cabot Street, Winchester, MA 01890
      6 Beds6.5 Baths6,028 SqFt
      3D
      Active

      $3,249,000

      44 Cabot Street, Winchester, MA 01890

      Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

    • 147 Highland Ave, Winchester, MA 01890
      3 Beds2 Baths1,884 SqFt
      1/37 37
      Pending

      $1,299,000

      147 Highland Ave, Winchester, MA 01890

      Listed by Kim Covino & Co. Team of Compass

    • 19 Cox Road, Winchester, MA 01890
      3 Beds1.5 Baths2,351 SqFt
      1/40 40
      Pending

      $1,499,000

      19 Cox Road, 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
      Pending

      $1,769,000

      10 Olde Lyme Road, Winchester, MA 01890

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

    • 48 Spruce #48, Winchester, MA 01890
      4 Beds3.5 Baths2,500 SqFt
      1/18 18
      Pending

      $5,500

      48 Spruce #48, Winchester, MA 01890

      Listed by Julia Sannella of Archambault Real Estate

    • 5 Squire Rd, Winchester, MA 01890
      6 Beds3.5 Baths4,696 SqFt
      1/40 40
      Active

      $2,000,000

      5 Squire Rd, Winchester, MA 01890

      Listed by Alina Wang Team of Coldwell Banker Realty - Lexington

    • 11 Viking Rd, Winchester, MA 01890
      7 Beds7.5 Baths7,429 SqFt
      1/42 42
      Active

      $3,799,900

      11 Viking Rd, Winchester, MA 01890

      Listed by The McLaren Team of Compass

    • 54 Spruce #1, Winchester, MA 01890
      5 Beds3.5 Baths3,500 SqFt
      1/27 27
      Pending

      $8,500

      54 Spruce #1, Winchester, MA 01890

      Listed by Julia Sannella of Archambault Real Estate

    • 26 N Gateway, Winchester, MA 01890
      2 Beds1 Bath1,666 SqFt
      Pending

      $999,999

      26 N Gateway, Winchester, MA 01890

      Listed by Robert Dell of Homes Unlimited

    • 7 Conant Rd #20, Winchester, MA 01890
      2 Beds2 Baths1,168 SqFt
      1/37 37
      Pending

      $679,900

      7 Conant Rd #20, Winchester, MA 01890

      Listed by Brian Woods of Woods Properties Inc.

    • 54 Johnson Road, Winchester, MA 01890
      7 Beds7.5 Baths7,982 SqFt
      1/42 42
      Active

      $3,699,000

      54 Johnson Road, Winchester, MA 01890

      Listed by Kim Covino & Co. Team of Compass

    • 58 Wedgemere Ave, Winchester, MA 01890
      5 Beds4.5 Baths4,800 SqFt
      1/7 7
      Pending

      $3,450,000

      58 Wedgemere Ave, Winchester, MA 01890

      Listed by Mark Donnellan of Advisors Living - Winchester

    • 52 North Border Rd., Winchester, MA 01890
      6 Beds4.5 Baths6,500 SqFt
      1/36 36
      Pending

      $11,000

      52 North Border Rd., Winchester, MA 01890

      Listed by Julia Sannella of Archambault Real Estate

    • 149 Horn Pond Brook Rd, Winchester, MA 01890
      5 Beds2 Baths2,331 SqFt
      1/40 40
      Pending

      $1,600,000

      149 Horn Pond Brook Rd, Winchester, MA 01890

      Listed by Nancy Ciampa McLaughlin of Redfin Corp.

    • 62 Richardson St, Winchester, MA 01890
      5 Beds2.5 Baths2,849 SqFt
      1/35 35
      Pending

      $1,060,000

      62 Richardson St, Winchester, MA 01890

      Listed by Frank Ventresca of Strategy Street

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

      $1,000,000

      95 Cross St, Winchester, MA 01890

      Listed by Carolyn Sheehan of Compass

    • 23 Shore Rd, Winchester, MA 01890
      5,227 Sqft Lot
      1/8 8
      Active

      $950

      23 Shore Rd, Winchester, MA 01890

      Listed by Gerard M. Marino of Park Shore Realty Group

    • 7 Mckay Ave, Winchester, MA 01890
      2.38 Acres Lot
      Active

      $1

      7 Mckay Ave, Winchester, MA 01890

      Listed by Danny Cruz of The Stubblebine Company

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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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    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 2025. All Rights Reserved.

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