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    Winchester, KY
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    Winchester, KY Restaurants for Sale

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    Winchester Mixed-Use Commercial Opportunity
    Updated: Apr 21
    Winchester Mixed-Use Commercial Opportunity

    808 Bypass Road, Winchester, KY 40391

    $500,000
    5,054 sqft · 0.42 AC lot
    High‑visibility location minutes from I‑64 with strong traffic exposure.
    Fully equipped commercial space (currently a bakery) with kitchen, service counter, dining/event space, drive‑thru, outdoor seating, and parking.
    Private‑entry apartment attached to the commercial space for rental income or owner occupancy.
    Unfinished area plumbed for a second one‑bedroom apartment, offering future expansion potential.
    Versatile property suitable for various businesses: cafe, restaurant, retail, office, etc.
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    Turnkey Waterfront Restaurant with Apartment
    Updated: Jun 18, 2025
    Turnkey Waterfront Restaurant with Apartment

    220 Athens Boonsboro Road, Winchester, KY 40391

    $531,000
    5,012 sqft · 1.23 AC lot
    Prime waterfront location.
    Fully operational, renovated waterfront restaurant with real estate included.
    Turnkey business with established income potential.
    Spacious upstairs apartment for live‑in manager or short‑term rental income.
    Indoor‑outdoor dining and full bar.
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    Historic Opera House For Sale
    Historic Opera House For Sale

    101 S Main, Winchester, KY 40391

    $1,750,000
    20,548 sqft · 0.23 AC lot

    Fully-restored Opera House in Downtown Winchester with multiple uses.

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    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Established Winchester Business For Sale
    Established Winchester Business For Sale

    137 E Broadway St, Winchester, KY 40391

    $379,000
    1,536 sqft

    Turn-key bar and restaurant with mixed drink license.

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    Based on your search, we've compiled 15 Potential Opportunities for your consideration. Besides 4 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 3 Off-Market properties to explore as potential leads, 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.

    Prime Commercial Land Opportunity
    Prime Commercial Land Opportunity

    195 Bethlehem Road, Paris, KY 40361

    $299,000
    1,752 sqft · 0.68 AC lot

    High-visibility commercial land in Paris, Kentucky, with growth potential.

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    Prime Retail/Restaurant Outlot Opportunity
    Prime Retail/Restaurant Outlot Opportunity

    2887 Richmond Road, Lexington, KY 40509

    $100,000
    1.30 AC lot

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

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    Equipped Restaurant Building in Lexington
    Equipped Restaurant Building in Lexington

    3280 Eagle View Ln, Lexington, KY 40509

    $1,750,000
    3,500 sqft

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

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    Paris Village Shopping Center For Sale
    Paris Village Shopping Center For Sale

    2000-2236 Paris By-Pass, Paris, KY 40361

    Contact for pricing

    120,784 SF shopping center anchored by Save-A-Lot Grocery.

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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.

    Lexington Land for Ground Lease
    Lexington Land for Ground Lease

    5540 Athens Boonesboro Road, Lexington, KY 40509

    $138,000
    1.38 AC lot

    1.38 acres of land available for ground lease.

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    Eastland Shopping Center Outlot
    Eastland Shopping Center Outlot

    1311 Winchester Road, Lexington, KY 40505

    $1,100,000
    1.01 AC lot

    Prime commercial land in established shopping center facing Winchester Rd.

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    Prime Commercial Land Opportunity
    Prime Commercial Land Opportunity

    2275 N Broadway, Lexington, KY 40505

    $375,000
    2.91 AC lot

    2.90-acre commercial parcel with high visibility and easy access.

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    Richmond, KY Out Parcel Land
    Richmond, KY Out Parcel Land

    2072 Merchant Drive, Richmond, KY 40475

    $1,400,000
    1.71 AC lot

    1.71 acre outparcel ideal for retail, restaurant, or office.

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    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
    Neighborhood centers

    1518 Bypass Rd, Winchester, KY 40391

    Value Estimation by Request
    53,989 sqft
    View details
    1525 Lexington Ave
    Restaurants

    1525 Lexington Ave, Winchester, KY 40391

    Value Estimation by Request
    5,498 sqft · 2.25 AC lot
    View details
    1501 Byp Rd
    RESTAURANT

    1501 Byp Rd, Winchester, KY 40391-2714

    Value Estimation by Request
    7,020 sqft · 1.09 AC lot
    View details

    Winchester, KY Restaurants Market Trends and Statistics

    Explore 7 restaurants for sale in Winchester, KY, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 32,150 square feet of properties for sale, with an estimated market value of $3,160,000.

    Sale prices for restaurant properties in Winchester, KY start at $379,000, averaging $790,000, 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Bars & Pubs 1
    Conventional restaurants 1
    Drive through restaurants 1

    Demographics Overview

    Population 37K
    Population Growth (5Y) +3.5%
    Median Household Income $67,910
    College Educated 15.1%

    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
    40391 $790K

    Taxes & Financing

    Tax Rate (average for all types) 0.91%
    Property Tax per SF $10.57 per SF
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Clark County

    New Delisted

    Total CRE Inventory on Market (SF)

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