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    115 Properties
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    115 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • 4 Chestnut St, Winchester, MA 01890
      4 Beds4.5 Baths4,474 SqFt
      1/41 41
      Active

      $1,990,000

      4 Chestnut St, Winchester, MA 01890

      Listed by Tyson Lynch of The Proper Nest Real Estate

    • 29 Harvard Street #1, Winchester, MA 01890
      1 Bed1 Bath800 SqFt
      1/25 25
      Pending

      $2,550

      29 Harvard Street #1, Winchester, MA 01890

      Listed by Prestige Homes Realty Team of Prestige Homes Real Estate, LLC

    • 4 Fieldstone Dr, Winchester, MA 01890
      5 Beds3.5 Baths4,378 SqFt
      1/36 36
      Pending

      $1,980,000

      4 Fieldstone Dr, Winchester, MA 01890

      Listed by Wenli Zheng of Fairview Partners International LLC

    • 29 Vine Street #3, Winchester, MA 01890
      2 Beds1.5 Baths1,331 SqFt
      1/13 13
      Active

      $3,200

      29 Vine Street #3, Winchester, MA 01890

      Listed by Jasmina Cesic of Danehy Realty Corp.

    • 58 Bacon Street, Winchester, MA 01890
      6 Beds5.5 Baths5,791 SqFt
      1/40 40
      Active

      $2,195,000

      58 Bacon Street, Winchester, MA 01890

      Listed by Real Estate Advisors Group of Coldwell Banker Realty - Belmont

    • 6 Ivy Cir, Winchester, MA 01890
      6 Beds4 Baths3,728 SqFt
      3D
      Price Dropped by $100K

      $2,299,000

      6 Ivy Cir, Winchester, MA 01890

      Listed by The Marrocco Group of Coldwell Banker Realty - Lexington

    • 50 Lake St #B, Winchester, MA 01890
      2 Beds1.5 Baths1,554 SqFt
      3D
      Pending

      $625,000

      50 Lake St #B, Winchester, MA 01890

      Listed by Andersen Group Realty of Keller Williams Realty Boston Northwest

    • 9 Lakeview Terrace, Winchester, MA 01890
      6 Beds3.5 Baths4,484 SqFt
      1/42 42
      Active Under Contract

      $3,750,000

      9 Lakeview Terrace, Winchester, MA 01890

      Listed by Kim Covino & Co. Team of Compass

    • 846 Main Street #III, Winchester, MA 01890
      3 Beds2.5 Baths2,900 SqFt
      1/35 35
      Active

      $7,500

      846 Main Street #III, Winchester, MA 01890

      Listed by Anthony Marino of The Marino Group Collection

    • 846 Main Street #IV, Winchester, MA 01890
      3 Beds2.5 Baths2,900 SqFt
      1/36 36
      Active

      $7,500

      846 Main Street #IV, Winchester, MA 01890

      Listed by Anthony Marino of The Marino Group Collection

    • 107 Cambridge Street, Winchester, MA 01890
      6 Beds4.5 Baths5,824 SqFt
      1/42 42
      Pending

      $2,499,000

      107 Cambridge Street, Winchester, MA 01890

      Listed by Maija Sawyer of William Raveis R.E. & Home Services

    • 22 Amberwood Dr, Winchester, MA 01890
      5 Beds4.5 Baths5,016 SqFt
      1/41 41
      Pending

      $9,400

      22 Amberwood Dr, Winchester, MA 01890

      Listed by Anita Lin of Coldwell Banker Realty - Lexington

    • 35 Harvard Street, Winchester, MA 01890
      5 Beds2 Baths1,706 SqFt
      3D
      Active

      $1,349,900

      35 Harvard Street, Winchester, MA 01890

      Listed by Joanne Mulkerin of J. Mulkerin Realty

    • 273 Cross St #273, Winchester, MA 01890
      2 Beds2 Baths1,452 SqFt
      1/14 14
      Active

      $2,800

      273 Cross St #273, Winchester, MA 01890

      Listed by Jessie Xu of Phoenix Real Estate Partners, LLC

    • 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 Under Contract

      $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

    • 17 Wagon Wheel Road, Winchester, MA 01890
      5 Beds5 Baths3,940 SqFt
      1/42 42
      Pending

      $2,349,900

      17 Wagon Wheel Road, Winchester, MA 01890

      Listed by Yifei Wang of Dreamega International Realty LLC

    • 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 Marino of Archambault Real Estate

    • 12 Olde Lyme Rd, Winchester, MA 01890
      5 Beds4.5 Baths4,215 SqFt
      1/42 42
      Pending

      $2,400,000

      12 Olde Lyme Rd, Winchester, MA 01890

      Listed by Mary Beth McGillicuddy of Engel & Volkers, South Shore

    • 20 Amberwood Dr, Winchester, MA 01890
      6 Beds7 Baths8,866 SqFt
      1/34 34
      Active

      $15,000

      20 Amberwood Dr, Winchester, MA 01890

      Listed by Sino-US Realty Team of Keller Williams Realty

    • 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

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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