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    Winchester, CT Restaurants 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).
    Updated: Oct 27, 2025
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    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 residential apartment.

    • Prime mixed‑use property in downtown Winsted with high visibility on Main Street.
    • First‑floor commercial space suitable for restaurant, cafe, retail, or service business with existing kitchen infrastructure.
    • Spacious, renovated 3‑bedroom apartment on the second floor with new roof, windows, deck, kitchen, and on‑demand hot water.
    • Ideal for owner‑occupier or investment with separate gas and electric meters.
    • Excellent location near Highland Lake, Route 44, and downtown amenities.
    Updated: Nov 29, 2025
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    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
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    Turnkey Restaurant with Apartments
    $750,000
    5,389 SF

    Turnkey Restaurant with Apartments

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

    436 Main St, Winchester, CT 06098
    View details
    Based on your search, we've compiled 9 Potential Opportunities for your consideration. Besides 4 Active listings in Winchester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, plus 1 Land Listings that present a potential for development.

    Explore Opportunities in Nearby Cities

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

    New Hartford Drive-Thru Opportunity
    $675,000
    1 SF

    New Hartford Drive-Thru Opportunity

    Former Dunkin' with drive-thru; retail, medical, or office potential.

    495 Main St, New Hartford, CT 06057
    View details
    Established Grocery Store with Tenants
    $3,299,000
    42,516 SF

    Established Grocery Store with Tenants

    Profitable grocery store with additional tenant income in New Hartford.

    141 Main St, New Hartford, CT 06057
    View details
    Bristol Commercial Land For Sale
    Pending
    $995,000
    1 SF

    Bristol Commercial Land For Sale

    Approved location for a Dairy Queen franchise with drive-through.

    454 Farmington Ave, Bristol, CT 06010
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    Bristol Commercial Building on Farmington
    Pending
    $569,900
    4,095 SF

    Bristol Commercial Building on Farmington

    4095 SF commercial building suitable for retail, office, or restaurant.

    790 Farmington Ave, Bristol, CT 06010
    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Prime Lot Near Downtown
    Pending
    Contact for pricing
    0.15 Acres

    Prime Lot Near Downtown

    Convenient .15-acre lot near shopping, dining, and entertainment.

    48 Bridge St, Winchester, CT 06098
    View details

    Winchester, CT Restaurants Investment Opportunities Market Analysis

    Explore 4 restaurants 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 restaurant properties 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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