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    Winchester, KY
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    Winchester, KY Retail Properties & Spaces for Sale

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    Brandenburg, KY Paris, KY Mt Sterling, KY
    14 results
    Winchester Mixed-Use Commercial Opportunity
    $500,000
    5,054 SF

    Winchester Mixed-Use Commercial Opportunity

    808 Bypass Road, Winchester, KY 40391

    Versatile property with commercial space, apartment, and expansion potential.

    • 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.
    Updated: Apr 21
    View details
    Winchester Triplex with Commercial Space
    $360,000
    4,798 SF

    Winchester Triplex with Commercial Space

    502 W Lexington Avenue, Winchester, KY 40391

    Brick triplex with commercial space and two apartments in Winchester.

    • High‑visibility commercial space with Lexington Avenue frontage
    • Brick Triplex with investment opportunity
    • Two apartments, each with two bedrooms and one bath
    • New roof and two new HVAC units within the last 2 years
    • Approximately 16 parking spaces
    Updated: May 8
    View details
    Profitable Car Wash and Oil Change
    $780,000
    3,080 SF

    Profitable Car Wash and Oil Change

    Established car wash and oil change business for sale in Winchester.

    126 Shoppers Drive, Winchester, KY 40391
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    Mixed-Use Property with Residential Income
    $515,000
    1,440 SF

    Mixed-Use Property with Residential Income

    Versatile commercial space with separate income-producing residential home.

    35-37 Hays Street, Winchester, KY 40391
    View details
    Downtown Winchester Commercial Building For Sale
    $250,000
    4,300 SF

    Downtown Winchester Commercial Building For Sale

    Renovated commercial building with live/work space potential in Winchester, KY.

    18 N Main Street, Winchester, KY 40391
    View details
    Versatile Commercial Property Near I-64
    $300,000
    1,675 SF

    Versatile Commercial Property Near I-64

    Commercial property with metal barn, easy access to I-64.

    1045 Early Drive, Winchester, KY 40391
    View details
    Renovated Commercial Space, Winchester, KY
    $299,999
    2,310 SF

    Renovated Commercial Space, Winchester, KY

    Recently renovated commercial space with parking in downtown Winchester.

    16 N Main Street, Winchester, KY 40391
    View details
    Prime Land on Bypass Road
    $775,000
    2.60 Acres

    Prime Land on Bypass Road

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

    529 Bullion Boulevard 3B, Winchester, KY 40391
    View details
    Winchester Plaza Anchored Retail Center
    Contact for pricing
    11.00 Acres

    Winchester Plaza Anchored Retail Center

    Retail center anchored by TJ Maxx, Aldi, Five Below.

    8 Winchester Plaza, Winchester, KY 40391
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    Established Winchester Business For Sale
    $379,000
    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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    Former Car Wash on 1.07 Acres
    Contact for pricing

    Former Car Wash on 1.07 Acres

    Freestanding car wash on 1.07 acres with outstanding visibility.

    160 Codella Dr, Winchester, KY 40391
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    Winchester Land Near Bypass Road
    $575,000
    2.60 Acres

    Winchester Land Near Bypass Road

    Land available in Winchester, Kentucky, near retail centers.

    529 Bullion Boulevard, Winchester, KY 40391
    View details
    Winchester Land for Sale
    $575,000
    1.00 Acre

    Winchester Land for Sale

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

    529 Bullion Blvd, Winchester, KY 40391
    View details
    Winchester Commercial Property For Sale
    $300,000
    1,675 SF

    Winchester Commercial Property For Sale

    Commercial property with metal/pole barn near I-64 exit 96.

    1045 Early Drive, Winchester, KY 40391
    View details
    Based on your search, we've compiled 29 Potential Opportunities for your consideration. Besides 14 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 7 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
    $299,000
    1,752 SF

    Prime Commercial Land Opportunity

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

    195 Bethlehem Road, Paris, KY 40361
    View details
    Paris, KY Mixed-Use Property
    $750,000
    3,066 SF

    Paris, KY Mixed-Use Property

    Highly visible mixed-use property with retail and apartment spaces.

    5761 Lexington Road, Paris, KY 40361
    View details
    Retail Space in Hamburg Place
    Contact for pricing
    2,550 SF

    Retail Space in Hamburg Place

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

    2321 Sir Barton Way, Lexington, KY 40509
    View details
    Retail Strip Center in Lexington
    Contact for pricing
    30,418 SF

    Retail Strip Center in Lexington

    Retail strip center with diverse tenant mix and high traffic.

    3090, 3094 & 3100 Old Todds Road, Lexington, KY 40509
    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.

    Commercial Land in Winchester, KY
    Contact for pricing
    2.57 Acres

    Commercial Land in Winchester, KY

    Commercial land with I-64 visibility and paved driveway.

    507 Tech Drive, Winchester, KY 40391
    View details
    Downtown Winchester Land Assemblage
    $490,000
    1.53 Acres

    Downtown Winchester Land Assemblage

    1.53 acres of vacant land in downtown Winchester, Kentucky.

    33-41 Winn Avenue, Winchester, KY 40391
    View details
    Commercial Land I-64 Exit 96
    $500,000
    1.52 Acres

    Commercial Land I-64 Exit 96

    1.52 acre commercial land with utilities at I-64 Exit.

    1005 Early Drive, Winchester, KY 40391
    View details
    Winchester Commercial Land For Sale
    $270,000
    0.84 Acres

    Winchester Commercial Land For Sale

    Located at I-64 exit 96, zoned B-3.

    800 Interstate Drive, Winchester, KY 40391
    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.

    1518 Bypass Rd
    Neighborhood centers
    53,989 SF
    Value Estimation by Request

    1518 Bypass Rd, Winchester, KY 40391

    View details
    1120-1140 Bypass Rd
    Individual retail properties
    4,800 SF Lot: 0.98 Acres
    Value Estimation by Request

    1120-1140 Bypass Rd, Winchester, KY 40391

    View details
    1525 Lexington Ave
    Restaurants
    5,498 SF Lot: 2.25 Acres
    Value Estimation by Request

    1525 Lexington Ave, Winchester, KY 40391

    View details
    1910 Bypass Rd
    Retail properties & Spaces
    62,525 SF Lot: 8.43 Acres
    Value Estimation by Request

    1910 Bypass Rd, Winchester, KY 40391

    View details
    10 Court St
    Office Units
    1,800 SF
    Value Estimation by Request

    10 Court St, Winchester, KY 40391

    View details
    272 Redwing Dr
    Neighborhood centers
    17,500 SF
    Value Estimation by Request

    272 Redwing Dr, Winchester, KY 40391

    View details
    1501 Byp Rd
    RESTAURANT
    7,020 SF Lot: 1.09 Acres
    Value Estimation by Request

    1501 Byp Rd, Winchester, KY 40391-2714

    View details

    Winchester, KY Retail Properties & Spaces Investment Opportunities Market Analysis

    Explore 21 retail properties & spaces for sale in Winchester, KY, showcased through 14 active listings on our real estate platform. These investment opportunities span a total of 25,868 square feet of properties for sale, with an estimated market value of $3,683,999.

    Sale prices for stores in Winchester, KY start at $250,000, averaging $409,333, and reaching up to $780,000 — 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

    Storefront properties 5
    Automotive properties 4
    Shopping centers 4
    Auto shops 3
    Car washes 2

    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 median listing prices of real estate assets

    Neighborhood Average Price
    40391 $455.3K

    Taxes & Financing

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

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