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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
    Spacious dining area seating up to 156 guests plus an upstairs 20‑seat bar
    Five apartments on‑site: three currently functioning units and two additional units ready for completion
    12–15 car dedicated parking lot with additional street parking
    Outdoor dining seating for approximately 24
    Basement area equipped for dough preparation with abundant storage for catering support
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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).
    View details
    Historic Theater with Multiple Income
    Historic Theater with Multiple Income

    354 Main Street, Winchester, CT 6098

    $899,000
    11,972 sqft · 0.27 AC lot

    Unique commercial property with theater, restaurant, and bar.

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    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Turnkey Restaurant Opportunity
    Turnkey Restaurant Opportunity

    436 Main Street, Winchester, CT 6098

    $250,000
    2,177 sqft

    Established restaurant with loyal customer base and high traffic location.

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    Restaurant and Apartments in Winchester
    Restaurant and Apartments in Winchester

    436 Main Street, Winchester, CT 6098

    $750,000
    5,389 sqft · 0.10 AC lot

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

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    Downtown Winsted Mixed-Use Building
    Downtown Winsted Mixed-Use Building

    720 Main Street, Winchester, CT 6098

    $395,000
    1,909 sqft · 0.07 AC lot

    Two-story building with commercial space and renovated apartment.

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    Restaurant and Apartments in Winchester
    Restaurant and Apartments in Winchester

    436 Main Street, Winchester, CT 6098

    $750,000
    5,389 sqft

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

    View details
    Based on your search, we've compiled 15 Potential Opportunities for your consideration. Besides 7 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.

    Retail Building on Corner Lot
    Retail Building on Corner Lot

    2407 Winsted Rd, Torrington, CT 6790

    $390,000
    3,400 sqft · 0.70 AC lot

    Single-story retail building on 0.70-acre corner lot for sale.

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    Torrington Restaurant Property For Sale
    Torrington Restaurant Property For Sale

    417 East Elm Street, Torrington, CT 6790

    $2,200,000
    3,630 sqft · 0.64 AC lot

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

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

    495 Main Street, New Hartford, CT 6057

    $625,000
    1 sqft

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

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    Established Grocery Store with Tenants
    Established Grocery Store with Tenants

    141 Main St, New Hartford, CT 6057

    $3,299,000
    42,516 sqft

    Profitable grocery store with additional tenant income in New Hartford.

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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.

    Private Lot Near Downtown
    Private Lot Near Downtown

    99 Hubbard Street, Winchester, CT 06098

    $49,000
    0.37 AC lot

    0.37-acre lot near downtown and Highland Lake.

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    East Granby Commercial Land Opportunity
    East Granby Commercial Land Opportunity

    3-1 S South Main St, East Granby, CT 6026

    $399,900
    2.00 AC lot

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

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    Southington Buildable Commercial Land
    Southington Buildable Commercial Land

    81 Laning Street, Southington, CT 06489

    $150,000
    1.14 AC lot

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

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    Corner Commercial Land
    Corner Commercial Land

    3280 E Main Street, Waterbury, CT 06705

    $199,000
    0.24 AC lot

    Corner lot zoned for a wide mix of retail and service uses, including medical and drive-through opportunities.

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    Winchester, CT Restaurants Market Trends and Statistics

    Explore 7 restaurants for sale in Winchester, CT, showcased through 7 active listings on our real estate platform. These investment opportunities span a total of 35,213 square feet of properties for sale, with an estimated market value of $4,293,000.

    Sale prices for restaurant properties in Winchester, CT start at $250,000, averaging $613,285, 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 9
    Bars & Pubs 3
    Coffee shops 1

    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 $613.3K

    Listings Trend

    New vs delisted commercial listings in Litchfield County

    New Delisted

    Total CRE Inventory on Market (SF)

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