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    59 Properties
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    59 Properties Available In Winchester

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    CT >Winchester >
    Market Insights
    119 West Wakefield Boulevard, Winchester, CT 06098
    Active

    $849,900

    119 West Wakefield Boulevard, Winchester, CT 06098

    4 Beds2 Baths1,781 SqFt

    Listed by Mela Veltri Case of KW Legacy Partners

    104 Norfolk Road, Winchester, CT 06098
    Under Contract

    $39,000

    104 Norfolk Road, Winchester, CT 06098

    2 Beds1 Bath980 SqFt

    Listed by David Sartirana of Northwest CT Realty

    288 Torringford Street, Winchester, CT 06098
    Under Contract

    $460,000

    288 Torringford Street, Winchester, CT 06098

    4 Beds3 Baths3,021 SqFt

    Listed by Mark Porriello of RE/MAX Right Choice

    51 Pratt Street, Winchester, CT 06098
    Price Dropped by $30K

    $450,000

    51 Pratt Street, Winchester, CT 06098

    4 Beds2 Baths2,239 SqFt

    Listed by Lourdes Galvan-Dominguez of Coldwell Banker Realty

    175 Main Street, Winchester, CT 06098
    Active

    $950,000

    175 Main Street, Winchester, CT 06098

    5 Baths10,432 SqFt

    Listed by Ryan Rea of Berkshire Hathaway NE Prop.

    55 Walnut Street, Winchester, CT 06098
    Price Dropped by $25K

    $525,000

    55 Walnut Street, Winchester, CT 06098

    5 Beds4 Baths5,016 SqFt

    Listed by David Sartirana of Northwest CT Realty

    115 Willow Street, Winchester, CT 06098
    Active

    $165,000

    115 Willow Street, Winchester, CT 06098

    1 Bath780 SqFt

    Listed by Samantha Behm of William Pitt Sotheby's Int'l

    174 Boyd Street, Winchester, CT 06098
    Under Contract

    $289,000

    174 Boyd Street, Winchester, CT 06098

    3 Beds1 Bath1,424 SqFt

    Listed by Margaret Alexson of Elyse Harney Real Estate

    39 Baker Street, Winchester, CT 06098
    Under Contract

    $225,000

    39 Baker Street, Winchester, CT 06098

    5 Beds2 Baths1,612 SqFt

    Listed by Christine Hunter of Hunter Real Estate, LLC

    77 Hubbard Street, Winchester, CT 06098
    Under Contract

    $299,900

    77 Hubbard Street, Winchester, CT 06098

    6 Beds2 Baths2,699 SqFt

    Listed by Amy Rio of Executive Real Estate Inc.

    188 East Lake Street, Winchester, CT 06098
    Active

    $2,200

    188 East Lake Street, Winchester, CT 06098

    2 Beds1 Bath1,100 SqFt

    Listed by Annie Simard of KW Legacy Partners

    538 Wheelers Point, Winchester, CT 06098
    Active

    $1,699,500

    538 Wheelers Point, Winchester, CT 06098

    4 Beds3 Baths2,496 SqFt

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

    435/434 West Wakefield Boulevard, Winchester, CT 06098
    Active

    $1,500,000

    435/434 West Wakefield Boulevard, Winchester, CT 06098

    8 Beds5 Baths5,231 SqFt

    Listed by Heidi Picard-Ramsay of Berkshire Hathaway NE Prop.

    431 West Wakefield Boulevard, Winchester, CT 06098
    Price Dropped by $200K

    $2,600,000

    431 West Wakefield Boulevard, Winchester, CT 06098

    9 Beds6 Baths7,000 SqFt

    Listed by Lisa Ogren of Berkshire Hathaway NE Prop.

    711 West Wakefield Boulevard, Winchester, CT 06098
    Active

    $1,500,000

    711 West Wakefield Boulevard, Winchester, CT 06098

    3 Beds3 Baths2,664 SqFt

    Listed by Peter Kores of The Washington Agency

    508 West Wakefield Boulevard, Winchester, CT 06098
    Under Contract

    $1,650,000

    508 West Wakefield Boulevard, Winchester, CT 06098

    7 Beds4 Baths2,687 SqFt

    Listed by Pierre Moran of William Pitt Sotheby's Int'l

    354 Main Street, Winchester, CT 06098
    Active

    $950,000

    354 Main Street, Winchester, CT 06098

    4 Baths11,972 SqFt

    Listed by Jordan Ostrofsky of KW Legacy Partners

    18-4A Taylor Brook Road, Winchester, CT 06098
    Active

    $650,000

    18-4A Taylor Brook Road, Winchester, CT 06098

    3 Beds3 Baths2,135 SqFt

    Listed by Peter Kores of The Washington Agency

    129 Shore Drive, Winchester, CT 06098
    Active

    $225,000

    129 Shore Drive, Winchester, CT 06098

    0.23 Acres

    Listed by Annie Simard of LPT Realty

    Old Robertsville Road, Winchester, CT 06098
    Active

    $739,900

    Old Robertsville Road, Winchester, CT 06098

    93.38 Acres

    Listed by David Sartirana of Northwest CT Realty

    320 White Oak Trail, Winchester, CT 06098
    Price Dropped by $10K

    $17,999

    320 White Oak Trail, Winchester, CT 06098

    0.12 Acres

    Listed by Dillon Cass of eRealty Advisors, Inc.

    99 Hubbard Street, Winchester, CT 06098
    Active

    $49,000

    99 Hubbard Street, Winchester, CT 06098

    0.37 Acres

    Listed by David Sartirana of Northwest CT Realty

    124 Rockwell Street, Winchester, CT 06098
    Active

    $29,000

    124 Rockwell Street, Winchester, CT 06098

    0.44 Acres

    Listed by David Sartirana of Northwest CT Realty

    19 Hill Street, Winchester, CT 06098
    Active

    $23,900

    19 Hill Street, Winchester, CT 06098

    0.22 Acres

    Listed by David Sartirana of Northwest CT Realty

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    Taylor Shurtleff

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    100 Pearl St, 14th fl., Hartford, 06103, USA

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      • Home
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      • Buy
        1. All Listings
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        1. Sell My Home
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    Taylor Shurtleff
    Taylor Shurtleff

    +1(860) 966-1834 taylorshurtleffhomes@gmail.com

    100 Pearl St, 14th fl., Hartford, 06103, USA

    Get My App

    Powered by Lofty Inc. Copyright 2025. 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.