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    Winchester, CT Duplexes for Sale

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    Updated Two-Family Home, Winchester, CT
    Pending
    $299,900
    2,699 SF

    Updated Two-Family Home, Winchester, CT

    77 Hubbard St, Winchester, CT 06098

    Two-family residence with updated first-floor unit and classic second-floor.

    • Renovated first‑floor unit boasts a brand‑new kitchen, updated bath, hardwood floors, and new bedroom carpets.
    • Two‑family residence provides income potential.
    • Newer siding and recently updated roof ensure low‑maintenance living.
    • Each unit features three bedrooms and a full bath.
    • Attached one‑car garage provides convenience.
    Updated: Feb 11, 2025
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    Multifamily with Office Space Opportunity
    $319,900
    2,754 SF

    Multifamily with Office Space Opportunity

    25 Center St, Winchester, CT 06098

    Multifamily with office space in central Winchester location.

    • Multi‑family residential property with office space and potential for a second residential unit on the first floor (town permission granted).
    • Great central location in Winsted, close to restaurants, parks, college, public transportation, and shopping.
    • Includes two electric meters and two 50‑gallon hot water tanks.
    • Features a porch.
    • Heating system uses hot water and natural gas.
    Updated: Oct 27, 2025
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    Litchfield County Two-Family Home
    $225,000

    Litchfield County Two-Family Home

    Two-family home in Litchfield County with income potential.

    30 Rock St, Winchester, CT 06098
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    Well-Maintained Two-Family Home
    $349,900

    Well-Maintained Two-Family Home

    Two-family home with detached garage, convenient location.

    135 Elm St, Winchester, CT 06098
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    Based on your search, we've compiled 8 Potential Opportunities for your consideration. Besides 4 Active listings in Winchester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Renovated Duplex with Garage Bays
    $469,900

    Renovated Duplex with Garage Bays

    Side-by-side duplex renovated in 2022 with modern amenities.

    25 Margerie St, Torrington, CT 06790
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    Two-Family Home with Recent Updates
    $329,000

    Two-Family Home with Recent Updates

    Two-family home featuring a new roof and driveway.

    146 Berry St, Torrington, CT 06790
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    Bristol Two-Family Home Near Trails
    $299,000

    Bristol Two-Family Home Near Trails

    Two-family home in Bristol near Birge Pond trails.

    15 Alder St, Bristol, CT 06010
    View details
    Spacious Two-Family Home with Garage
    $339,000

    Spacious Two-Family Home with Garage

    Well-maintained two-family home with garage and level yard.

    39 Williams St, Bristol, CT 06010
    View details

    Winchester, CT Duplexes Investment Opportunities Market Analysis

    Explore 4 duplexes for sale in Winchester, CT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 16,988 square feet of properties for sale, with an estimated market value of $619,800.

    Prices for duplexes in Winchester, CT start at $299,900, averaging $309,900, and reaching up to $319,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Most Searched ZIP Codes in Winchester, CT

    • 06098

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