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    ZIP Code: 06098
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    52 Properties Available

    52 Properties Available

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    9 Loomis Street, Winchester, CT 06098
    1/9
    Open Sat 1PM-3PM

    $469,900

    3 Beds2 Baths1,768 SqFt

    9 Loomis Street, Winchester, CT 06098

    Listed by Marshall Cohen of Cohen Agency

    104 Maloney Court, Winchester, CT 06098
    1/26
    Open Sun 1PM-3PM

    $289,000

    3 Beds1 Bath1,008 SqFt

    104 Maloney Court, Winchester, CT 06098

    Listed by Lisa Garten Johnson of Turning Point Realty, LLC

    30 Upland Road, Winchester, CT 06098
    1/25
    New

    $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
    New

    $544,000

    1 Bed2 Baths1,308 SqFt

    736 West Wakefield Boulevard, Winchester, CT 06098

    Listed by Ed Richman of Lakefront Living Realty, LLC

    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

    147 E. Wakefield Boulevard, Winchester, CT 06098
    1/29
    New

    $299,900

    2 Beds1 Bath702 SqFt

    147 E. Wakefield Boulevard, Winchester, CT 06098

    Listed by Kristin Leblanc of Mary LeBlanc Realty

    69 Prospect Street, Winchester, CT 06098
    1/32
    Under Contract

    $274,900

    7 Beds3 Baths2,204 SqFt

    69 Prospect Street, Winchester, CT 06098

    Listed by Adam Cannon of Coldwell Banker Realty

    184 Smith Hill Road, Winchester, CT 06098
    1/37
    Under Contract

    $765,000

    3 Beds3 Baths4,387 SqFt

    184 Smith Hill Road, Winchester, CT 06098

    Listed by Mary New of Berkshire Hathaway NE Prop.

    660 East Wakefield Boulevard, Winchester, CT 06098
    1/28
    Active

    $749,999

    2 Beds2 Baths1,320 SqFt

    660 East Wakefield Boulevard, Winchester, CT 06098

    Listed by Matthew Smith of Smith & DeGroat Real Estate

    258 Perch Rock Trail, Winchester, CT 06098
    1/39
    Under Contract

    $795,000

    4 Beds2 Baths1,373 SqFt

    258 Perch Rock Trail, Winchester, CT 06098

    Listed by Nancy Reardon of Berkshire Hathaway NE Prop.

    469 Platt Hill Road, Winchester, CT 06098
    1/40
    Active

    $895,000

    4 Beds2 Baths3,088 SqFt

    469 Platt Hill Road, Winchester, CT 06098

    Listed by Marshall Cohen of Cohen Agency

    424 East Wakefield Boulevard, Winchester, CT 06098
    1/40
    Active

    $1,595,000

    5 Beds2 Baths3,693 SqFt

    424 East Wakefield Boulevard, Winchester, CT 06098

    Listed by Karen Newton of William Pitt Sotheby's Int'l

    674 East Wakefield Boulevard, Winchester, CT 06098
    1/31
    Under Contract

    $990,000

    3 Beds3 Baths2,097 SqFt

    674 East Wakefield Boulevard, Winchester, CT 06098

    Listed by Matthew Smith of Smith & DeGroat Real Estate

    748 Lake Drive, Winchester, CT 06098
    1/40
    Under Contract

    $1,249,900

    5 Beds4 Baths3,584 SqFt

    748 Lake Drive, Winchester, CT 06098

    Listed by Ryan Horvay of Smith & DeGroat Real Estate

    217 Walnut Street, Winchester, CT 06098
    1/34
    Under Contract

    $399,000

    5 Beds4 Baths2,779 SqFt

    217 Walnut Street, Winchester, CT 06098

    Listed by David D'Amore of Northwest CT Realty

    149 East Mountain Avenue, Winchester, CT 06098
    1/38
    Under Contract

    $274,900

    2 Beds1 Bath993 SqFt

    149 East Mountain Avenue, Winchester, CT 06098

    Listed by Kevin Eagan of Berkshire Hathaway NE Prop.

    29 Center Street, Winchester, CT 06098
    1/26
    Active

    $239,000

    7 Beds3 Baths2,400 SqFt

    29 Center Street, Winchester, CT 06098

    Listed by Frank Berg of Town & Country Real Estate

    350 Walnut Street, Winchester, CT 06098
    1/25
    Under Contract

    $285,000

    2 Beds1 Bath720 SqFt

    350 Walnut Street, Winchester, CT 06098

    Listed by Vincent Miller of Hudson Home Services LLC

    150 Oak Street, Winchester, CT 06098
    1/19
    Active

    $579,000

    11 Beds6 Baths5,233 SqFt

    150 Oak Street, Winchester, CT 06098

    Listed by Pamela Silvestri of Turning Point Realty, LLC

    51 Hinsdale Avenue, Winchester, CT 06098
    1/40
    Under Contract

    $475,000

    7 Beds5 Baths3,538 SqFt

    51 Hinsdale Avenue, Winchester, CT 06098

    Listed by Suzie Larson of Turning Point Realty, LLC

    102 Wallens Street, Winchester, CT 06098
    1/25
    Under Contract

    $349,900

    3 Beds2 Baths1,898 SqFt

    102 Wallens Street, Winchester, CT 06098

    Listed by Amanda Balaski of Northwest CT Realty

    9 Colony Drive, Winchester, CT 06098
    1/33
    Under Contract

    $329,900

    3 Beds2 Baths1,582 SqFt

    9 Colony Drive, Winchester, CT 06098

    Listed by David Sartirana of Northwest CT Realty

    129 East Lake Street, Winchester, CT 06098
    1/35
    Under Contract

    $1,495,000

    3 Beds4 Baths2,699 SqFt

    129 East Lake Street, Winchester, CT 06098

    Listed by Karen Newton of William Pitt Sotheby's Int'l

    162 Spencer Hill Road, Winchester, CT 06098
    1/35
    Under Contract

    $625,000

    3 Beds3 Baths2,144 SqFt

    162 Spencer Hill Road, Winchester, CT 06098

    Listed by Kelly Sullivan of Sullivan Real Estate Inc

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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

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    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