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    Winsted, 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
    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 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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    Turnkey Restaurant Opportunity
    $195,000
    2,177 SF

    Turnkey Restaurant Opportunity

    Award-winning restaurant with indoor and outdoor seating for sale.

    Withheld, Barkhamsted, CT
    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
    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 25 Potential Opportunities for your consideration. Besides 5 Active listings in Winsted, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 14 Off-Market properties to explore as potential leads, plus 2 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
    View details
    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
    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
    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 Rd, Barkhamsted, CT 06063
    View details

    Explore Off-Market Properties in Winsted, CT

    Consider similar Off-Market properties in Winsted, CT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    898 Main St

    898 Main St

    RESTAURANT • 800 SF
    Value Estimation by Request
    898 Main St, Winsted, CT 06098
    View details
    59 Main St

    59 Main St

    RESTAURANT • 703 SF
    Value Estimation by Request
    59 Main St, Winsted, CT 06098-1703
    View details
    3 Main St

    3 Main St

    RESTAURANT • 2,091 SF
    Value Estimation
    $955,000
    3 Main St, Winsted, CT 06098-1703
    View details
    127 Main St

    127 Main St

    RESTAURANT • 1,954 SF
    Value Estimation by Request
    127 Main St, Winsted, CT 06098-1712
    View details
    164 Torrington Rd

    164 Torrington Rd

    RESTAURANT • 12,859 SF
    Value Estimation
    $1,135,000
    164 Torrington Rd, Winsted, CT 06098-2085
    View details
    7 Main St

    7 Main St

    RESTAURANT • 3,774 SF
    Value Estimation
    $715,000
    7 Main St, Winsted, CT 06098
    View details
    228 Main St

    228 Main St

    RESTAURANT • 1,684 SF
    Value Estimation by Request
    228 Main St, Winsted, CT 06098-1642
    View details
    314 Main St

    314 Main St

    RESTAURANT • 1,363 SF
    Value Estimation by Request
    314 Main St, Winsted, CT 06098-1642
    View details
    554 Main St

    554 Main St

    RESTAURANT • 3,458 SF
    Value Estimation by Request
    554 Main St, Winsted, CT 06098-1542
    View details
    496 Main St

    496 Main St

    RESTAURANT • 330 SF
    Value Estimation by Request
    496 Main St, Winsted, CT 06098-1507
    View details
    760 Main St

    760 Main St

    RESTAURANT • 1,757 SF
    Value Estimation by Request
    760 Main St, Winsted, CT 06098-1415
    View details
    17 Rowley St

    17 Rowley St

    RESTAURANT • 3,928 SF
    Value Estimation by Request
    17 Rowley St, Winsted, CT 06098
    View details
    8 Main St

    8 Main St

    RESTAURANT • 1,752 SF
    Value Estimation by Request
    8 Main St, Winsted, CT 06098-2002
    View details
    139-141 Main St, Unit 141

    139-141 Main St, Unit 141

    RESTAURANT • 1,164 SF
    Value Estimation by Request
    139-141 Main St, Winsted, CT 06098-1712
    View details

    Winsted, CT Restaurants Investment Opportunities Market Analysis

    Explore 19 restaurants for sale in Winsted, CT, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 667,339 square feet of properties for sale, with an estimated market value of $6,690,000.

    Prices for restaurant properties in Winsted, CT start at $60,000, averaging $371,666, and reaching up to $1,015,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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