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    Winchester, CT
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    100 Properties Available

    100 Properties Available

    The average price in the selected areas has remained stable. Learn more
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    59 Cook Street #7, Winchester, CT 06098
    1/28
    New

    $1,950

    2 Beds2 Baths1,289 SqFt

    59 Cook Street #7, Winchester, CT 06098

    Listed by Debra Jablonski of Berkshire Hathaway NE Prop.

    122 Standard Avenue, Winchester, CT 06098
    1/16
    Open 8/8 12PM-2PM

    $399,900

    4 Beds2 Baths1,944 SqFt

    122 Standard Avenue, Winchester, CT 06098

    Listed by Amanda Balaski of Northwest CT Realty

    169 Winchester Avenue #3, New Haven, CT 06511
    1/18
    New

    $1,975

    2 Beds1 Bath1,100 SqFt

    169 Winchester Avenue #3, New Haven, CT 06511

    Listed by David Mayhew of Pearce Real Estate

    246 Oak Street #2, Winchester, CT 06098
    1/10
    Under Contract

    $1,495

    2 Beds1 Bath900 SqFt

    246 Oak Street #2, Winchester, CT 06098

    Listed by Amanda Balaski of Northwest CT Realty

    936 Main Street #LOT 12, Winchester, CT 06098
    1/8
    New

    $1,500

    2 Beds2 Baths950 SqFt

    936 Main Street #LOT 12, Winchester, CT 06098

    Listed by Michael Block of Building Blocks LLC

    936 Main Street #LOT 14, Winchester, CT 06098
    1/9
    New

    $1,500

    2 Beds2 Baths950 SqFt

    936 Main Street #LOT 14, Winchester, CT 06098

    Listed by Michael Block of Building Blocks LLC

    111 Rockwell Street #1, Winchester, CT 06098
    1/17
    New

    $1,225

    2 Beds1 Bath756 SqFt

    111 Rockwell Street #1, Winchester, CT 06098

    Listed by Mike Gregor of Cohen Agency SiM, LLC

    204 East Wakefield Boulevard, Winchester, CT 06098
    1/40
    Under Contract

    $959,900

    2 Beds2 Baths1,472 SqFt

    204 East Wakefield Boulevard, Winchester, CT 06098

    Listed by David Sartirana of Northwest CT Realty

    64 Wheeler Street, Winchester, CT 06098
    1/14
    Under Contract

    $299,000

    4 Beds2 Baths2,270 SqFt

    64 Wheeler Street, Winchester, CT 06098

    Listed by David Sartirana of Northwest CT Realty

    729 West Wakefield Boulevard, Winchester, CT 06098
    Under Contract

    $320,000

    2 Beds1 Bath1,128 SqFt

    729 West Wakefield Boulevard, Winchester, CT 06098

    Listed by Annie Simard of LPT Realty

    111 Riverton Road #57, Winchester, CT 06098
    1/27
    Under Contract

    $179,990

    2 Beds2 Baths1,204 SqFt

    111 Riverton Road #57, Winchester, CT 06098

    Listed by Joseph Caslin of Sailpoint Property Group

    812 West Wakefield Boulevard, Winchester, CT 06098
    1/39
    Under Contract

    $749,900

    2 Beds1 Bath760 SqFt

    812 West Wakefield Boulevard, Winchester, CT 06098

    Listed by Ryan Horvay of Smith & DeGroat Real Estate

    119 West Wakefield Boulevard, Winchester, CT 06098
    1/36
    Open 8/8 1PM-3PM

    $849,900

    4 Beds2 Baths1,781 SqFt

    119 West Wakefield Boulevard, Winchester, CT 06098

    Listed by Mela Veltri Case of KW Legacy Partners

    119 West Wakefield Boulevard, Winchester, CT 06098
    1/35
    Open 8/8 1PM-3PM

    $849,900

    4 Beds2 Baths1,781 SqFt

    119 West Wakefield Boulevard, Winchester, CT 06098

    Listed by Mela Veltri Case of KW Legacy Partners

    106 Rockwell Street #1, Winchester, CT 06098
    1/9
    Under Contract

    $1,295

    1 Bed1 Bath700 SqFt

    106 Rockwell Street #1, Winchester, CT 06098

    Listed by Amanda Balaski of Northwest CT Realty

    195 Reaching Hill Road, Winchester, CT 06098
    1/36
    Under Contract

    $353,500

    3 Beds2 Baths1,324 SqFt

    195 Reaching Hill Road, Winchester, CT 06098

    Listed by Nicolle Estrella of eXp Realty

    653 Winchester Avenue, New Haven, CT 06511
    1/35
    Active

    $499,900

    4 Beds4 Baths1,855 SqFt

    653 Winchester Avenue, New Haven, CT 06511

    Listed by Jacob Miller of Huntsman,Meade & Partners Comp

    149 Winchester Avenue, New Haven, CT 06511
    1/22
    Active

    $3,500

    2 Beds2 Baths1,703 SqFt

    149 Winchester Avenue, New Haven, CT 06511

    Listed by Joshua James of Farnam Realty Group

    752 Lake Drive, Winchester, CT 06098
    1/38
    Under Contract

    $1,600,000

    4 Beds3 Baths2,129 SqFt

    752 Lake Drive, Winchester, CT 06098

    Listed by Pam Famiglietti of William Raveis Real Estate

    720 Main Street, Winchester, CT 06098
    1/14
    Active

    $395,000

    3 Beds2 Baths1,909 SqFt

    720 Main Street, Winchester, CT 06098

    Listed by Arlene Gonzalez of The Gonzalez Property Group

    112 Rockwell Street #2, Winchester, CT 06098
    Active

    $1,550

    4 Beds2 Baths900 SqFt

    112 Rockwell Street #2, Winchester, CT 06098

    Listed by Amanda Balaski of Northwest CT Realty

    394 Winchester Road, Norfolk, CT 06058
    1/36
    Active

    $850,000

    2 Beds3 Baths1,946 SqFt

    394 Winchester Road, Norfolk, CT 06058

    Listed by Wendy Eichman of Raynard & Peirce Realty,LLC

    70 Walnut Street, Winchester, CT 06098
    1/28
    Price Dropped by $20K

    $349,900

    4 Beds2 Baths2,722 SqFt

    70 Walnut Street, Winchester, CT 06098

    Listed by David Sartirana of Northwest CT Realty

    120 East Lake Street, Winchester, CT 06098
    1/30
    Under Contract

    $325,000

    4 Beds2 Baths2,103 SqFt

    120 East Lake Street, Winchester, CT 06098

    Listed by David Sartirana of Northwest CT Realty

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    Wide Rectangle Logo The Denise Walsh Teamthumbnail_image
        Home
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    The Denise Walsh Team

    Denise Walsh License ID: 0761852

    +1(203) 650-1583 denise.walsh@raveis.com

    54 Miller Street, Fairfield, CT 06824, United States

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    The Denise Walsh Team

    Denise Walsh License ID: 0761852

    +1(203) 650-1583 denise.walsh@raveis.com

    54 Miller Street, Fairfield, CT 06824, United States

    Get My App

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

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    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.