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    Winchester, KY Restaurants for Sale

    9 results
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    Historic Building in Downtown Winchester
    $429,000
    3,538 SF

    Historic Building in Downtown Winchester

    39 S Main St, Winchester, KY 40391

    Renovated commercial building with restaurant and apartment in Winchester.

    • Renovated historic building in Downtown Winchester.
    • Restaurant space with full hood system and commercial kitchen.
    • Live/work layout potential with apartment upstairs.
    • Booming Downtown Winchester location.
    • Hardwood floors and tin ceiling.
    Updated: Mar 9
    View details
    Mixed-Use Property in Winchester, KY
    $515,000
    5,094 SF

    Mixed-Use Property in Winchester, KY

    808 Bypass Rd, Winchester, KY 40391

    Versatile commercial property with residential income potential near 64S.

    • Turnkey commercial space ideal for restaurant, cafe, or retail.
    • Separate rental unit with private entrance for additional income or live/work setup.
    • High‑visibility location with street frontage and on‑site parking.
    • Less than 1/2 mile from 64S.
    • Outdoor dining area.
    Updated: Mar 6
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    Turnkey Bar in Historic Winchester
    $379,000
    1,536 SF

    Turnkey Bar in Historic Winchester

    Established bar with equipment and inventory included in sale.

    137 East Broadway St, Winchester, KY 40391
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    Prime Land Near Winchester Bypass
    $650,000
    3.00 Acres

    Prime Land Near Winchester Bypass

    Land available near Winchester Bypass amidst new commercial development.

    205 Codella Dr, Winchester, KY 40391
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    Winchester Land For Sale
    $400,000
    2.19 Acres

    Winchester Land For Sale

    2.19 acre commercial land near Winchester Bypass with development potential.

    145 Codella Dr, Winchester, KY 40391
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    Turnkey Waterfront Restaurant with Apartment
    $531,000
    5,012 SF

    Turnkey Waterfront Restaurant with Apartment

    Renovated restaurant with indoor-outdoor dining and spacious upstairs apartment.

    220 Athens Boonsboro Rd, Winchester, KY 40391
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    Established Winchester Business For Sale
    Contact for pricing
    1,536 SF

    Established Winchester Business For Sale

    Turn-key bar and restaurant with mixed drink license.

    137 E Broadway St, Winchester, KY 40391
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    Winchester Rally's: Sale-Leaseback Opportunity
    $1,325,000

    Winchester Rally's: Sale-Leaseback Opportunity

    High-traffic QSR, 10-year NNN lease.

    1478 Lexington Ave, Winchester, KY 40391
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    The Winchester Opera House
    $1,750,000
    20,548 SF

    The Winchester Opera House

    Retail space • 20,548 SF

    101 Main St, Winchester, KY 40391
    View details
    Based on your search, we've compiled 14 Potential Opportunities for your consideration. Besides 9 Active listings in Winchester, KY, 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.

    Equipped Restaurant Building in Lexington
    $1,750,000
    3,500 SF

    Equipped Restaurant Building in Lexington

    3,500 SF restaurant with fully equipped kitchen for sale.

    3280 Eagle View Ln, Lexington, KY 40509
    View details
    Prime Retail/Restaurant Outlot Opportunity
    $100,000
    1.30 Acres

    Prime Retail/Restaurant Outlot Opportunity

    1.3-acre outlot ideal for retail or restaurant with high visibility.

    2887 Richmond Rd, Lexington, KY 40509
    View details
    Versatile Commercial Building in Clay City
    $150,000
    1,004 SF

    Versatile Commercial Building in Clay City

    Dual-unit commercial building with high visibility and income potential.

    5657 Main St, Clay City, KY 40312
    View details
    Versatile Commercial Building in Clay City
    $150,000

    Versatile Commercial Building in Clay City

    Two-unit commercial building in Clay City, Kentucky, for sale.

    5657 Main St, Clay City, KY 40312
    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 Land Near Winchester Bypass
    $650,000
    3.00 Acres

    Prime Land Near Winchester Bypass

    Land available near Winchester Bypass amidst new commercial development.

    205 Codella Dr, Winchester, KY 40391
    View details

    Explore Off-Market Properties in Winchester, KY

    Consider similar Off-Market properties in Winchester, KY. 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.

    1518 Bypass Rd

    1518 Bypass Rd

    Neighborhood centers • 53,989 SF
    Value Estimation by Request
    1518 Bypass Rd, Winchester, KY 40391
    View details
    1525 Lexington Ave

    1525 Lexington Ave

    Restaurants • 5,498 SF
    Value Estimation by Request
    1525 Lexington Ave, Winchester, KY 40391
    View details
    1501 Byp Rd

    1501 Byp Rd

    RESTAURANT • 7,020 SF
    Value Estimation by Request
    1501 Byp Rd, Winchester, KY 40391-2714
    View details

    Winchester, KY Restaurants Investment Opportunities Market Analysis

    Explore 15 restaurants for sale in Winchester, KY, showcased through 9 active listings on our real estate platform. These investment opportunities span a total of 315,984 square feet of properties for sale, with an estimated market value of $4,654,000.

    Sale prices for restaurant properties in Winchester, KY start at $379,000, averaging $664,857, and reaching up to $1,750,000 — 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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