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    City: Winchester, CT
    Listing Status: Active
    Map
    49 Properties Available In Winchester

    49 Properties Available In Winchester

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    • Beds (Most)
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    CT >Winchester >
    Market Insights
    88 Spencer Street #2, Winchester, CT 06098
    New

    $1,495

    2 Beds1 Bath800 SqFt

    88 Spencer Street #2, Winchester, CT 06098

    Listed by Amanda Balaski of Northwest CT Realty

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

    $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
    Price Dropped by $25K

    $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.

    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

    736 West Wakefield Boulevard, Winchester, CT 06098
    1/24
    Active

    $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

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

    $299,900

    2 Beds1 Bath702 SqFt

    147 E. Wakefield Boulevard, Winchester, CT 06098

    Listed by Kristin Leblanc of Mary LeBlanc Realty

    624 Wynne Road, Winchester, CT 06098
    1/23
    Price Dropped by $25K

    $174,900

    2 Beds1 Bath672 SqFt

    624 Wynne Road, Winchester, CT 06098

    Listed by AJ Davis of Better Homes and Gardens Real Estate Executive Real Estate

    104 Maloney Court, Winchester, CT 06098
    1/26
    Price Dropped by $5K

    $279,000

    3 Beds1 Bath1,008 SqFt

    104 Maloney Court, Winchester, CT 06098

    Listed by Lisa Garten Johnson of Turning Point Realty, LLC

    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

    267 Rockwell Street #1st fl, Winchester, CT 06098
    1/10
    Active

    $1,300

    1 Bed1 Bath600 SqFt

    267 Rockwell Street #1st fl, Winchester, CT 06098

    Listed by Diane Carroll of The Washington Agency

    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

    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

    277 N. Main Street ##3, Winchester, CT 06098
    1/14
    Active

    $900

    1 Bed1 Bath650 SqFt

    277 N. Main Street ##3, Winchester, CT 06098

    Listed by Ryan Marconi of The Washington Agency

    20-22 Allen Street #2nd flr rs, Winchester, CT 06098
    1/13
    Active

    $1,365

    1 Bed1 Bath800 SqFt

    20-22 Allen Street #2nd flr rs, Winchester, CT 06098

    Listed by Suzie Larson of Turning Point Realty, LLC

    34 Rock Street, Winchester, CT 06098
    1/22
    Active

    $2,150

    3 Beds1 Bath1,042 SqFt

    34 Rock Street, Winchester, CT 06098

    Listed by Terry Cubeddu of Ameristar Royal Realty LLC

    440 Main Street #B, Winchester, CT 06098
    1/5
    Active

    $1,000

    2 Beds1 Bath4,668 SqFt

    440 Main Street #B, Winchester, CT 06098

    Listed by Linda Ganem of Borla & Associates Real Estate

    40A High Street, Winchester, CT 06098
    1/11
    Active

    $850

    1 Bed1 Bath450 SqFt

    40A High Street, Winchester, CT 06098

    Listed by Alan Hill of eXp Realty

    121 West Wakefield Boulevard, Winchester, CT 06098
    1/38
    Price Dropped by $20K

    $749,000

    4 Beds4 Baths2,265 SqFt

    121 West Wakefield Boulevard, Winchester, CT 06098

    Listed by Elizabeth Stockwell of Coldwell Banker Realty

    431 West Wakefield Boulevard, Winchester, CT 06098
    1/36
    Active

    $1,850,000

    9 Beds6 Baths7,000 SqFt

    431 West Wakefield Boulevard, Winchester, CT 06098

    Listed by Lisa Ogren of Berkshire Hathaway NE Prop.

    144 Rowley Street, Winchester, CT 06098
    1/8
    Active

    $1,900,000

    1 Bath12,000 SqFt

    144 Rowley Street, Winchester, CT 06098

    Listed by Ryan Horvay of Smith & DeGroat Real Estate

    880 West Wakefield Boulevard, Winchester, CT 06098
    1/37
    Active

    $5,000

    3 Beds2 Baths1,356 SqFt

    880 West Wakefield Boulevard, Winchester, CT 06098

    Listed by Matthew Crossen of Coldwell Banker Realty

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    Real Broker
    Trisha Hebert
    +1(401) 309-9957
    trishahebert.realtor@gmail.com
    10 Dorrance St, Providence, RI, 02903, USA

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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.

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

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

    site logo

    Get My App

    Real Broker
    Trisha Hebert
    +1(401) 309-9957
    trishahebert.realtor@gmail.com
    10 Dorrance St, Providence, RI, 02903, USA

        Home
        Search Homes
        Communities
        Buy
        1. Upcoming Open Houses
        2. Buyer FAQ
        3. Costs Associated With Buying A Home
        4. Mortgage Calculator
        Sell
        1. Sell My Home
        2. Home Valuation
        3. Marketing Your Home
        Market Snapshot
        About
        1. Meet Trisha Hebert
        Contact Us
    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.

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

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