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    Winchester, CT Apartment Buildings for Sale

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    Turnkey Restaurant with Apartments
    $750,000
    5,389 SF

    Turnkey Restaurant with Apartments

    436 Main St, Winchester, CT 06098

    Thriving restaurant with apartments in high-traffic Litchfield County location.

    • Turnkey, award‑winning restaurant with a 10‑year track record and loyal customer base.
    • Prime location in the heart of Litchfield County with high traffic.
    • Includes 4 apartments in addition to the restaurant.
    • Restaurant recognized in top publications including the New York Times and Wall Street Journal.
    • Fully equipped restaurant with all infrastructure items included (valued over $100k).
    Last Update: Oct 27
    View details
    Mixed-Use Building in Downtown Winsted
    $395,000
    1,909 SF

    Mixed-Use Building in Downtown Winsted

    720 Main St, Winchester, CT 06098

    Two-story building with commercial space and renovated apartment.

    • Prime mixed‑use property in a high‑visibility downtown location on Main Street.
    • Spacious, recently renovated 3‑bedroom apartment on the second floor with new roof, windows, deck, kitchen, and on‑demand hot water.
    • First‑floor commercial space with existing kitchen area, suitable for restaurant, cafe, retail, or service business.
    • Separate gas and electric meters for the commercial and residential units, ideal for owner‑occupier or investment.
    • Excellent location near Highland Lake, Route 44, and downtown amenities with strong walkability.
    Last Update: Nov 14
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    Restaurant and Apartments For Sale
    $750,000
    5,389 SF

    Restaurant and Apartments For Sale

    Mixed-use property with restaurant and apartments in Winchester, Connecticut.
    436 Main St, Winchester, CT 06098
    View details
    Mixed-Use Building in Downtown Winsted
    $395,000
    1,909 SF

    Mixed-Use Building in Downtown Winsted

    Two-story building with commercial space and renovated apartment.
    720 Main St, Winchester, CT 06098
    View details
    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.

    Torrington, CT 6-Unit Apartment Building
    $1,195,000
    5,000 SF

    Torrington, CT 6-Unit Apartment Building

    Brand new, 6-unit apartment complex, ready March 2025.
    775 Main St, Torrington, CT 06790
    View details
    Torrington Mixed-Use Investment Opportunity
    $1,245,000

    Torrington Mixed-Use Investment Opportunity

    Ten-unit building with residential and commercial spaces in prime location.
    482 Main St, Torrington, CT 06790
    View details
    Bristol 7-Unit Apartment Building
    $825,000
    6,940 SF

    Bristol 7-Unit Apartment Building

    Value-add multifamily investment opportunity.
    444 West St, Bristol, CT 06010
    View details
    Remodeled Unit with New Kitchen
    $229,900

    Remodeled Unit with New Kitchen

    Remodeled unit with new kitchen, baths, flooring, and appliances.
    79 Beths Ave, Bristol, CT 06010
    View details

    Winchester, CT Apartment Buildings Investment Opportunities Market Analysis

    Explore 4 apartment buildings for sale in Winchester, CT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 14,810 square feet of properties for sale, with an estimated market value of $2,290,000.

    Prices for two-family homes in Winchester, CT start at $395,000, averaging $572,500, and reaching up to $750,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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