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    84 Properties

    84 Properties Available

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    • Newest Listings
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    • 17 Adams Street, Winchester, CT 06098
      1/22 22
      Open Sun 11AM-1PM

      $ 299,900

      3 Beds2 Baths1,747 SqFt

      17 Adams Street, Winchester, CT 06098

      Single Family Home

      Listed by Michelle Grant of Coldwell Banker Premier Real Estate

    • 279 Pratt Street, Winchester, CT 06098
      1/28 28
      Open Sun 1PM-3PM

      $ 380,000

      4 Beds1 Bath1,978 SqFt

      279 Pratt Street, Winchester, CT 06098

      Single Family Home

      Listed by Michelle Grant of Coldwell Banker Premier Real Estate

    • 38 Upland Road, Winchester, CT 06098
      1/36 36
      Open Sat 1PM-3PM

      $ 299,000

      3 Beds2 Baths1,736 SqFt

      38 Upland Road, Winchester, CT 06098

      Single Family Home

      Listed by Holly Blinkoff of Cohen Agency

    • 435/434 West Wakefield Boulevard, Winchester, CT 06098
      1/40 40
      Open 7/6 2PM-4PM

      $ 1,400,000

      8 Beds5 Baths5,231 SqFt

      435/434 West Wakefield Boulevard, Winchester, CT 06098

      Single Family Home

      Listed by Heidi Picard-Ramsay of Berkshire Hathaway NE Prop.

    • 722 Lake Drive, Winchester, CT 06098
      1/10 10
      Coming Soon

      $ 1,295,000

      3 Beds3 Baths2,420 SqFt

      722 Lake Drive, Winchester, CT 06098

      Single Family Home

      Listed by Joanne Donne of The Washington Agency

    • 99 Norfolk Road, Winchester, CT 06098
      1/14 14
      New

      $ 234,900

      3 Beds1 Bath980 SqFt

      99 Norfolk Road, Winchester, CT 06098

      Single Family Home

      Listed by Lisa McCarthy of Coldwell Banker Realty

    • 100 Norfolk Road, Winchester, CT 06098
      1/8 8
      New

      $ 175,000

      4 Beds2 Baths2,914 SqFt

      100 Norfolk Road, Winchester, CT 06098

      Single Family Home

      Listed by Katie Breitkreutz of Dave Jones Realty, LLC

    • 174 Main Street #A, Winchester, CT 06098
      New

      $ 1,145

      1 Bed1 Bath800 SqFt

      174 Main Street #A, Winchester, CT 06098

      Multi-Family

      Listed by Amanda Balaski of Northwest CT Realty

    • 141 Boyd Street, Winchester, CT 06098
      1/19 19
      New

      $ 1,650

      2 Beds1 Bath834 SqFt

      141 Boyd Street, Winchester, CT 06098

      Multi-Family

      Listed by Mary Leblanc of Mary LeBlanc Realty

    • 936 Main Street #7, Winchester, CT 06098
      1/9 9
      New

      $ 1,400

      2 Beds2 Baths1,000 SqFt

      936 Main Street #7, Winchester, CT 06098

      Single Family Home

      Listed by Michael Block of Building Blocks LLC

    • 111 Rockwell Street, Winchester, CT 06098
      1/15 15
      New

      $ 1,275

      2 Beds1 Bath1,512 SqFt

      111 Rockwell Street, Winchester, CT 06098

      Multi-Family

      Listed by Colin Murray of Dorrance Realty

    • 111 South Road, Winchester, CT 06098
      1/39 39
      New

      $ 779,900

      3 Beds4 Baths4,953 SqFt

      111 South Road, Winchester, CT 06098

      Single Family Home

      Listed by Dawn Rousseau of Showcase Realty, Inc.

    • 17 Woodland Avenue, Winchester, CT 06098
      1/40 40
      Active

      $ 419,900

      3 Beds2 Baths2,105 SqFt

      17 Woodland Avenue, Winchester, CT 06098

      Single Family Home

      Listed by Vincent Devico of Showcase Realty, Inc.

    • 115 Old Robertsville Road, Winchester, CT 06098
      1/13 13
      Active

      $ 649,900

      5 Beds2 Baths2,304 SqFt

      115 Old Robertsville Road, Winchester, CT 06098

      Single Family Home

      Listed by Jared Tedesco of Litchfield County Real Estate

    • 126 Williams Avenue, Winchester, CT 06098
      1/19 19
      Active

      $ 285,000

      6 Beds2 Baths2,225 SqFt

      126 Williams Avenue, Winchester, CT 06098

      Multi-Family

      Listed by Michelle Grant of Coldwell Banker Premier Real Estate

    • 102 Hollow Hill Road, Winchester, CT 06098
      1/40 40
      Under Contract

      $ 589,900

      3 Beds3 Baths2,692 SqFt

      102 Hollow Hill Road, Winchester, CT 06098

      Single Family Home

      Listed by Dawn Rousseau of Showcase Realty, Inc.

    • 181 Torringford Street, Winchester, CT 06098
      1/24 24
      Active

      $ 375,000

      3 Beds2 Baths2,160 SqFt

      181 Torringford Street, Winchester, CT 06098

      Single Family Home

      Listed by Michelle Grant of Coldwell Banker Premier Real Estate

    • 175 Main Street #2B, Winchester, CT 06098
      1/11 11
      Under Contract

      $ 1,100

      2 Beds1 Bath700 SqFt

      175 Main Street #2B, Winchester, CT 06098

      Multi-Family

      Listed by David Sartirana of Northwest CT Realty

    • 141 Maloney Court, Winchester, CT 06098
      1/26 26
      Under Contract

      $ 270,000

      4 Beds3 Baths1,752 SqFt

      141 Maloney Court, Winchester, CT 06098

      Single Family Home

      Listed by Marcy D'angelo of Coldwell Banker Realty

    • 200 Perch Rock Trail, Winchester, CT 06098
      1/25 25
      Under Contract

      $ 989,000

      3 Beds3 Baths2,407 SqFt

      200 Perch Rock Trail, Winchester, CT 06098

      Single Family Home

      Listed by Annie Simard of LPT Realty

    • 409 North Main Street, Winchester, CT 06098
      1/27 27
      Under Contract

      $ 388,000

      5 Beds2 Baths2,403 SqFt

      409 North Main Street, Winchester, CT 06098

      Multi-Family

      Listed by Christine Hunter of Hunter Real Estate, LLC

    • 50 Lakeview Road, Winchester, CT 06098
      1/32 32
      Under Contract

      $ 425,000

      4 Beds3 Baths2,086 SqFt

      50 Lakeview Road, Winchester, CT 06098

      Single Family Home

      Listed by Paula Nelson of William Raveis Real Estate

    • 30 Mountain Avenue, Winchester, CT 06098
      1/24 24
      Price Dropped by $30K

      $ 199,900

      5 Beds2 Baths2,310 SqFt

      30 Mountain Avenue, Winchester, CT 06098

      Single Family Home

      Listed by Derek Greene of Derek Greene

    • 11 Gibbs Street #APT 7, Winchester, CT 06098
      1/16 16
      Under Contract

      $ 109,900

      1 Bed1 Bath570 SqFt

      11 Gibbs Street #APT 7, Winchester, CT 06098

      Condo

      Listed by David Sartirana of Northwest CT Realty

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    Brandford Office

    +1(833) 663-7802 [email protected]

    119 Montowese St, Branford, CT, 06405, USA

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    Final logo (2)
      • Home
        About
        1. My Team
        2. About Us
        3. Contact Us
        4. Reviews
      • Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Market Snapshot
      • Sell
        1. Sell My Home
        2. Home Valuation
    oNest Real Estate
    Brandford Office

    +1(833) 663-7802 [email protected]

    119 Montowese St, Branford, CT, 06405, USA

    Get My App

    Powered by Lofty Inc. Copyright 2025. 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.