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    Winchester, CT Restaurants for Sale

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

    Turnkey Restaurant with Apartments

    436 Main Street, Winchester, CT 06098

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

    • Turnkey, award‑winning restaurant with 10‑year track record and loyal customer base.
    • Includes 4 apartments in addition to the restaurant.
    • Prime location in the heart of Litchfield County with high traffic.
    • Restaurant is fully equipped with all infrastructure items included (valued over $100k).
    • Restaurant has 65 indoor seats and 35 outdoor seats.
    Updated: Oct 27, 2025
    View details
    Turnkey Restaurant with Apartments
    $750,000
    5,389 SF

    Turnkey Restaurant with Apartments

    436 Main Street, Winchester, CT 06098

    Thriving restaurant with apartments in Litchfield County.

    • Turnkey, award‑winning restaurant with a 10‑year track record and loyal customer base.
    • High‑traffic location in the heart of Litchfield County.
    • Includes 4 apartments in addition to the restaurant.
    • Restaurant is fully equipped with all infrastructure items included in the sale.
    • Restaurant features 65 indoor seats and 35 outdoor seats.
    Updated: Oct 27, 2025
    View details
    Mixed-Use Building in Downtown Winsted
    $395,000
    1,909 SF

    Mixed-Use Building in Downtown Winsted

    Two-story mixed-use building with commercial space and residential apartment.

    720 Main Street, Winchester, CT 06098
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    Mixed-Use Building in Downtown Winsted
    $395,000
    1,909 SF

    Mixed-Use Building in Downtown Winsted

    Two-story mixed-use building with commercial space and residential apartment.

    720 Main Street, Winchester, CT 06098
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    Historic Victorian Property with Barn
    $499,999
    5,016 SF

    Historic Victorian Property with Barn

    Versatile Victorian property in TCR Zone with development potential.

    55 Walnut Street, Winchester, CT 6098
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    Historic Theater with Multiple Income
    $899,000
    11,972 SF

    Historic Theater with Multiple Income

    Unique commercial property with theater, restaurant, and bar.

    354 Main Street, Winchester, CT 6098
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    Restaurant and Apartments in Winchester
    $750,000
    5,389 SF

    Restaurant and Apartments in Winchester

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

    436 Main Street, Winchester, CT 6098
    View details
    Downtown Winsted Mixed-Use Building
    $395,000
    1,909 SF

    Downtown Winsted Mixed-Use Building

    Two-story building with commercial space and renovated apartment.

    720 Main Street, Winchester, CT 6098
    View details
    Restaurant and Apartments in Winchester
    $750,000
    5,389 SF

    Restaurant and Apartments in Winchester

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

    436 Main Street, Winchester, CT 6098
    View details
    Based on your search, we've compiled 17 Potential Opportunities for your consideration. Besides 9 Active listings in Winchester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, plus 4 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.

    Established Restaurant with Real Estate
    $320,000
    1,510 SF

    Established Restaurant with Real Estate

    Profitable restaurant business and real estate for sale.

    88 Water Street, Torrington, CT 6790
    View details
    Torrington Restaurant Property For Sale
    $2,200,000
    3,630 SF

    Torrington Restaurant Property For Sale

    Well-known restaurant property in Torrington, CT with high visibility.

    417 East Elm Street, Torrington, CT 6790
    View details
    New Hartford Drive-Thru Opportunity
    $625,000

    New Hartford Drive-Thru Opportunity

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

    495 Main Street, New Hartford, CT 6057
    View details
    Established Grocery Store and Property
    $3,299,000
    42,516 SF

    Established Grocery Store and Property

    Successful grocery store and property for sale in New Hartford.

    141 Main St, New Hartford, CT 6057
    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 Commercial Lot on Route 44
    $45,000
    0.58 Acres

    Prime Commercial Lot on Route 44

    0.58-acre business-zoned lot with high visibility on Route 44.

    408 New Hartford Road, Barkhamsted, CT 06063
    View details
    Private Lot Near Downtown
    $49,000
    0.37 Acres

    Private Lot Near Downtown

    0.37-acre lot near downtown and Highland Lake.

    99 Hubbard Street, Winchester, CT 06098
    View details
    Southington Buildable Commercial Land
    $150,000
    1.14 Acres

    Southington Buildable Commercial Land

    High-visibility 1.14-acre commercial land primed for development.

    81 Laning Street, Southington, CT 06489
    View details
    Waterbury Commercial Corner Lot
    $199,000
    0.24 Acres

    Waterbury Commercial Corner Lot

    0.24 acre corner lot zoned for various commercial uses.

    3280 E Main Street, Waterbury, CT 06705
    View details

    Winchester, CT Restaurants Investment Opportunities Market Analysis

    Explore 9 restaurants for sale in Winchester, CT, showcased through 9 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.

    Sale 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 stay ahead with the latest data and market trends.

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