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    Winchester, CT
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    104 Properties Available

    104 Properties Available

    The average price in the selected areas has remained stable. Learn more
    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    111 Moore Avenue, Winchester, CT 06098
    1/2
    Coming Soon

    $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
    Open Sat 11AM-1PM

    $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
    Active

    $398,000

    5 Beds3 Baths2,496 SqFt

    26 Elm Street, Winchester, CT 06098

    Listed by Annie Simard of LPT Realty

    31 Winchester Street, Waterbury, CT 06704
    1/24
    Price Dropped by $4K

    $205,000

    3 Beds2 Baths1,414 SqFt

    31 Winchester Street, Waterbury, CT 06704

    Listed by Linda Lopez of Coldwell Banker Realty

    622 Winchester Avenue, New Haven, CT 06511
    1/4
    Active

    $2,000

    2 Beds1 Bath3,498 SqFt

    622 Winchester Avenue, New Haven, CT 06511

    Listed by Marcia Harvey of Eagles Agency Services, LLC

    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.

    88 Spencer Street #2, Winchester, CT 06098
    1/3
    Active

    $1,495

    2 Beds1 Bath800 SqFt

    88 Spencer Street #2, Winchester, CT 06098

    Listed by Amanda Balaski of Northwest CT Realty

    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

    86 Winchester Road, New Hartford, CT 06057
    1/32
    Price Dropped by $20K

    $649,000

    3 Beds3 Baths1,917 SqFt

    86 Winchester Road, New Hartford, CT 06057

    Listed by Jennifer Roller of Berkshire Hathaway NE Prop.

    257 Wallens Hill Road, Winchester, CT 06098
    1/38
    Under Contract

    $539,900

    3 Beds3 Baths2,011 SqFt

    257 Wallens Hill Road, Winchester, CT 06098

    Listed by Kelly Sullivan of Sullivan Real Estate Inc

    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

    841 Winchester Road, Norfolk, CT 06058
    1/40
    Active

    $7,250,000

    5 Beds5 Baths5,036 SqFt

    841 Winchester Road, Norfolk, CT 06058

    Listed by Lenore Mallett of William Pitt Sotheby's Int'l

    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

    687-689 Winchester Avenue, New Haven, CT 06511
    1/26
    Under Contract

    $575,000

    8 Beds4 Baths2,432 SqFt

    687-689 Winchester Avenue, New Haven, CT 06511

    Listed by Vince Calcasola of Robert C White & Company LLC

    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
    Active

    $220,000

    4 Beds2 Baths1,844 SqFt

    30 Upland Road, Winchester, CT 06098

    Listed by Jeffrey Liskin of Northwest CT Realty

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

    $1,500

    2 Beds2 Baths1,000 SqFt

    936 Main Street #14, Winchester, CT 06098

    Listed by Michael Block of Building Blocks LLC

    589 WINCHESTER Avenue #2, New Haven, CT 06511
    1/14
    Active

    $2,400

    4 Beds1 Bath3,936 SqFt

    589 WINCHESTER Avenue #2, New Haven, CT 06511

    Listed by Donald Ormsby of LIONHEART REALTY & MGMT LLC

    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

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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.