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    Winchester, KY
    Retail

    Winchester, KY Retail Space for Sale

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    6 properties
    Downtown Retail and Live-Work Building
    Updated: Jun 22
    Downtown Retail and Live-Work Building

    18 N Main Street, Winchester, KY 40391

    $199,900
    4,300 sqft · 0.12 AC lot
    Brick building with rubber roof and public sewer service
    Main level renovation includes new roof, new storefront, and new electrical, plumbing, and HVAC
    Downstairs features retail space with tile, original hardwood floors, exposed brick, and shiplap walls plus tin ceilings
    Downstairs includes 1 full bath, 1 half bath, 6 dressing rooms, storage room, and a back door with access to the back parking lot
    Upstairs has a separate entrance with space that can be updated for live/work or additional business use
    View details
    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.
    View details
    Prime Land on Bypass Road
    Prime Land on Bypass Road

    529 Bullion Boulevard 3B, Winchester, KY 40391

    $775,000
    2.60 AC lot

    Land for retail, office, storage, and mixed-use development.

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    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Winchester Land Near Bypass Road
    Winchester Land Near Bypass Road

    529 Bullion Boulevard, Winchester, KY 40391

    $575,000
    2.60 AC lot

    Land available in Winchester, Kentucky, near retail centers.

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    Prime Land in Winchester, KY
    Prime Land in Winchester, KY

    609 Bullion Boulevard, Winchester, KY 40391

    $550,000
    3.00 AC lot

    Ideally located land suitable for retail, office, storage, mixed-use development.

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    Winchester Land for Sale
    Winchester Land for Sale

    529 Bullion Blvd, Winchester, KY 40391

    $575,000
    1.00 AC lot

    Land for sale in Winchester, Kentucky, near major retailers.

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    Based on your search, we've compiled 12 Potential Opportunities for your consideration. Besides 6 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 1 Off-Market properties to explore as potential leads, plus 1 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.

    Versatile Retail Space in Mt
    Versatile Retail Space in Mt

    153 Evans Avenue, Mt Sterling, KY 40353

    $1,199,900
    3,192 sqft · 1.66 AC lot

    High-visibility retail space with expansion potential in Mt Sterling, KY.

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    Downtown Mt Sterling Mixed-Use Property
    Downtown Mt Sterling Mixed-Use Property

    4-8 Court St, Mt Sterling, KY 40353

    $275,500
    2,040 sqft · 0.03 AC lot

    Well-maintained mixed-use property with commercial and residential units.

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    Retail Endcap Space in Hamburg
    Retail Endcap Space in Hamburg

    2320 Elkhorn Road, Lexington, KY 40505

    Contact for pricing
    4,600 sqft

    Retail space for lease in regional shopping center and office development.

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    Retail Space in Hamburg Place
    Retail Space in Hamburg Place

    2321 Sir Barton Way, Lexington, KY 40509

    Contact for pricing
    2,550 sqft

    Retail spaces available in regional shopping center near I-75.

    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 PUD-Zoned Land Opportunity
    Prime PUD-Zoned Land Opportunity

    3229 State Road 207, Elkton, FL 32033

    $1,599,000
    900 sqft · 2.07 AC lot

    2.07 acres of PUD-zoned land in a growing corridor.

    View details

    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.

    1120-1140 Bypass Rd
    Individual retail properties

    1120-1140 Bypass Rd, Winchester, KY 40391

    Value Estimation by Request
    4,800 sqft · 0.98 AC lot
    View details

    Winchester, KY Retail Space Market Trends and Statistics

    Explore 7 retail space for sale in Winchester, KY, showcased through 6 active listings on our real estate platform. These investment opportunities span a total of 9,354 square feet of properties for sale, with an estimated market value of $699,900.

    Sale prices for retail space in Winchester, KY start at $199,900, averaging $349,950, and reaching up to $500,000 — 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

    Shopping centers 4
    Storefront properties 4
    Automotive properties 3
    Auto shops 2
    Car washes 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 $527.1K

    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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