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    Winchester, CT
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    54 Properties Available

    54 Properties Available

    The average price in the selected areas has remained stable. Learn more
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    • Newest Listings
    • Beds (Most)
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    70 Walnut Street, Winchester, CT 06098
    1/8
    Coming Soon

    $369,900

    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
    New

    $325,000

    4 Beds2 Baths2,103 SqFt

    120 East Lake Street, Winchester, CT 06098

    Listed by David Sartirana of Northwest CT Realty

    752 Lake Drive, Winchester, CT 06098
    1/2
    Coming Soon

    $1,600,000

    4 Beds3 Baths2,129 SqFt

    752 Lake Drive, Winchester, CT 06098

    Listed by Pam Famiglietti of William Raveis Real Estate

    380 Main Street, Winchester, CT 06098
    1/16
    Active

    $999,000

    5 Baths6,200 SqFt

    380 Main Street, Winchester, CT 06098

    Listed by Anthony Gioia of The Washington Agency

    426 Platt Hill Road, Winchester, CT 06098
    1/39
    Active

    $679,900

    3 Beds3 Baths2,806 SqFt

    426 Platt Hill Road, Winchester, CT 06098

    Listed by Mary Leblanc of Mary LeBlanc Realty

    293 Torringford Street, Winchester, CT 06098
    1/40
    Under Contract

    $495,000

    4 Beds3 Baths3,834 SqFt

    293 Torringford Street, Winchester, CT 06098

    Listed by Shawna Mucherino of Coldwell Banker Realty

    103 Cordano Road, Winchester, CT 06098
    1/35
    Active

    $339,900

    3 Beds2 Baths1,442 SqFt

    103 Cordano Road, Winchester, CT 06098

    Listed by David Sartirana of Northwest CT Realty

    237 Wallens Hill Road, Winchester, CT 06098
    1/40
    Price Dropped by $19K

    $579,900

    4 Beds3 Baths2,628 SqFt

    237 Wallens Hill Road, Winchester, CT 06098

    Listed by David Sartirana of Northwest CT Realty

    111 Moore Avenue, Winchester, CT 06098
    1/26
    Under Contract
    3D

    $250,000

    3 Beds1 Bath1,392 SqFt

    111 Moore Avenue, Winchester, CT 06098

    Listed by Melanie LeRoy of William Raveis Real Estate

    132 East Lake Street, Winchester, CT 06098
    1/36
    Active

    $399,900

    3 Beds2 Baths1,820 SqFt

    132 East Lake Street, Winchester, CT 06098

    Listed by Bryan Palladino of Showcase Realty, Inc.

    26 Elm Street, Winchester, CT 06098
    1/13
    Under Contract

    $398,000

    5 Beds3 Baths2,496 SqFt

    26 Elm Street, Winchester, CT 06098

    Listed by Annie Simard of LPT Realty

    405 North Main Street, Winchester, CT 06098
    1/40
    Under Contract

    $349,900

    3 Beds2 Baths1,466 SqFt

    405 North Main Street, Winchester, CT 06098

    Listed by Nancy Reardon of Berkshire Hathaway NE Prop.

    212 Spencer Hill Road, Winchester, CT 06098
    1/39
    Under Contract

    $369,000

    2 Beds2 Baths1,440 SqFt

    212 Spencer Hill Road, Winchester, CT 06098

    Listed by David Sartirana of Northwest CT Realty

    107 Roberts Avenue, Winchester, CT 06098
    1/19
    Under Contract

    $349,000

    3 Beds2 Baths1,888 SqFt

    107 Roberts Avenue, Winchester, CT 06098

    Listed by Mary Anne Casey of D. Beckley Realty

    188 Glendale Avenue, Winchester, CT 06098
    1/29
    Under Contract

    $325,000

    3 Beds2 Baths1,118 SqFt

    188 Glendale Avenue, Winchester, CT 06098

    Listed by Mary Anne Casey of D. Beckley Realty

    878 West Wakefield Boulevard, Winchester, CT 06098
    1/26
    Under Contract

    $998,000

    4 Beds3 Baths3,330 SqFt

    878 West Wakefield Boulevard, Winchester, CT 06098

    Listed by Annie Simard of LPT Realty

    71-73 Wheeler Street, Winchester, CT 06098
    1/17
    Under Contract

    $450,000

    8 Beds4 Baths2,000 SqFt

    71-73 Wheeler Street, Winchester, CT 06098

    Listed by Ida Carter of The DIY Listing

    441 Platt Hill Road, Winchester, CT 06098
    1/25
    Under Contract

    $474,900

    5 Beds3 Baths3,404 SqFt

    441 Platt Hill Road, Winchester, CT 06098

    Listed by Meagan Albert of Tier 1 Real Estate

    205 Old New Hartford Road, Winchester, CT 06098
    1/7
    Active

    $499,900

    6 Beds5 Baths2,864 SqFt

    205 Old New Hartford Road, Winchester, CT 06098

    Listed by TK Krumm of Berkshire Hathaway NE Prop.

    68 Wetmore Avenue, Winchester, CT 06098
    1/28
    Under Contract

    $349,999

    6 Beds3 Baths2,555 SqFt

    68 Wetmore Avenue, Winchester, CT 06098

    Listed by Alex King of Lock and Key Realty, Inc

    30 Upland Road, Winchester, CT 06098
    1/26
    Under Contract

    $220,000

    4 Beds2 Baths1,844 SqFt

    30 Upland Road, Winchester, CT 06098

    Listed by Jeffrey Liskin of Northwest CT Realty

    736 West Wakefield Boulevard, Winchester, CT 06098
    1/24
    Under Contract

    $544,000

    1 Bed2 Baths1,308 SqFt

    736 West Wakefield Boulevard, Winchester, CT 06098

    Listed by Ed Richman of Lakefront Living Realty, LLC

    9 Loomis Street, Winchester, CT 06098
    1/19
    Active

    $469,900

    3 Beds2 Baths1,768 SqFt

    9 Loomis Street, Winchester, CT 06098

    Listed by Marshall Cohen of Cohen Agency

    63 Meadow Street, Winchester, CT 06098
    1/38
    Under Contract

    $345,000

    5 Beds3 Baths2,602 SqFt

    63 Meadow Street, Winchester, CT 06098

    Listed by Lauren Hill of Mark Tavares Realty, LLC

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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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    broker-logo-whiteLogo - EHO & Realtor WhiteFusion

    Coldwell Banker

    Dawn Hough Lic# 0797716

    +1(203) 648-3467 dawn.hough@cbmoves.com

    375 Danbury Rd, New Milford, CT, 06776

    Get My App

    Powered by Lofty Inc. Copyright 2026. 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.

    SITE MAP

        Home
        My Listings
        1. Featured Listings
        2. Sold Listings
        3. Property Portfolio
        Communities
        1. New Milford
        2. Brookfield
        3. Sherman
        4. New Fairfield
        5. Litchfield County
        6. New Haven County
        7. Fairfield County
        Sell My Home
        Services
        Resources
        1. Affordability Calculator
        2. Mortgage Calculator
        3. Market Snapshot
        4. iBuyer Guide
        About
        1. My Story
        2. My Resume
        3. Client Survey
        4. Testimonials
        5. Contact Me
    broker-logo-whiteLogo - EHO & Realtor WhiteFusion

    Coldwell Banker

    Dawn Hough Lic# 0797716

    +1(203) 648-3467 dawn.hough@cbmoves.com

    375 Danbury Rd, New Milford, CT, 06776

    Get My App

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

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