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    Winchester, CT
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    Winchester, CT Restaurants for Sale

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    Turnkey Restaurant with Upstairs Bar
    Updated: Jun 23
    Turnkey Restaurant with Upstairs Bar

    380 Main Street, Winchester, CT 06098

    $999,000
    6,200 sqft 0.17 AC lot
    Up to 156‑guest dining room plus an upstairs 20‑seat bar
    Five apartments: 3 functioning units and 2 additional units ready for completion
    Dedicated 12‑15 car parking lot plus ample street parking
    Outdoor dining seating for approximately 24
    Basement set up for dough preparation with abundant storage
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    Turnkey Restaurant in Litchfield County
    Updated: Apr 27
    Turnkey Restaurant in Litchfield County

    436 Main Street, Winchester, CT 06098

    $250,000
    2,177 sqft 0.10 AC lot
    Turnkey, award‑winning restaurant with a 10‑year track record of success and loyal customer base.
    High‑traffic location in the heart of Litchfield County.
    Owner financing available.
    Recognition in top publications including the New York Times and Wall Street Journal.
    Fully equipped with all infrastructure items included in the sale (valued over $100k).**
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    Turnkey Restaurant Opportunity
    Turnkey Restaurant Opportunity

    436 Main Street, Winchester, CT 06098

    $250,000
    2,177 sqft

    Established restaurant with loyal customer base and high traffic location.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Turnkey Restaurant with Apartments
    Turnkey Restaurant with Apartments

    380 Main Street, Winchester, CT 06098

    $999,000
    6,200 sqft

    Turnkey restaurant with dining, upstairs bar seating, outdoor dining, and five apartments, plus dedicated parking.

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    Turnkey Restaurant with Equipment
    Turnkey Restaurant with Equipment

    127 Main Street, Winsted, CT 06098

    Contact for pricing

    Fully equipped restaurant business asset available for sale, presented as turnkey and ready to operate as-is.

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    Based on your search, we've compiled 13 Potential Opportunities for your consideration. Besides 5 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.

    Opportunities in Nearby Cities

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

    Restaurant with Patio Seating
    Restaurant with Patio Seating

    1301 Torringford West Street, Torrington, CT 06790

    $340,000
    5,000 sqft

    Full-service restaurant with kitchen, dining room, bar, and outdoor patio seating within Eastwood Country Club.

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    New Hartford Drive-Thru Opportunity
    New Hartford Drive-Thru Opportunity

    495 Main Street, New Hartford, CT 06057

    $625,000
    1 sqft

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

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    Established Breakfast And Lunch Diner
    Established Breakfast And Lunch Diner

    652 Migeon Avenue, Torrington, CT 06790

    $375,000

    Operating since 1949, this diner offers breakfast and lunch service with potential to add dinner operations.

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    Fully Equipped Restaurant Property
    Fully Equipped Restaurant Property

    431 Main Street, New Hartford, CT 06057

    Contact for pricing

    Restaurant building includes a semi-enclosed patio, full basement storage, and fully equipped operations with seating for 50.

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    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.

    East Granby Commercial Land Opportunity
    East Granby Commercial Land Opportunity

    3-1 S South Main St, East Granby, CT 06026

    $399,900
    2.00 AC lot

    Almost 2-acre commercial land with development potential in East Granby.

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    Commercial Land on Central Street
    Commercial Land on Central Street

    133 Central St, Bristol, CT 06010

    $89,900

    Highly visible commercial land with excellent business potential.

    View details
    Corner Commercial Land Lot
    Corner Commercial Land Lot

    3280 E Main Street, Waterbury, CT 06705

    $199,000
    0.24 AC lot

    0.24-acre corner lot zoned CA with public water and public sewer in Waterbury.

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    Prime Commercial Pad Site Opportunity
    Prime Commercial Pad Site Opportunity

    395 Hartford Tpke, Vernon, CT 06066

    Contact for pricing
    0.66 AC lot

    Highly visible commercial pad site on heavily traveled Route 30.

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    Winchester, CT Restaurants Market Trends and Statistics

    Explore 5 restaurants for sale in Winchester, CT, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 16,754 square feet of properties for sale, with an estimated market value of $2,498,000.

    Sale prices for restaurant properties in Winchester, CT start at $250,000, averaging $624,500, and reaching up to $999,000 — 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Conventional restaurants 8
    Bars & Pubs 2

    Demographics Overview

    Population 14K
    Population Growth (5Y) -2.6%
    Median Household Income $85,212
    College Educated 77.5%

    High-Yield Neighborhoods for Investment

    Identify Winchester submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    Winsted - 06098 $624.5K

    Listings Trend

    New vs delisted commercial listings in Litchfield County

    New Delisted

    Total CRE Inventory on Market (SF)

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