Advertise
    Winchester, KY
    Retail

    Winchester, KY Retail Properties & Spaces for Sale

    Notify Me
    List
    Map
    Brandenburg, KY Paris, KY Richmond, KY Mt Sterling, KY Lexington, KY N Middletown, KY Albany, KY Clay City, KY
    11 properties
    Sort:
    Renovated Commercial Space, Winchester, KY
    Updated: Jan 30, 2025
    Renovated Commercial Space, Winchester, KY

    16 N Main Street, Winchester, KY 40391

    $299,999
    2,310 sqft 0.18 AC lot
    Largest back parking lot in the Downtown area.
    Recently renovated with new roof, 4 new skylights, exposed beams, new hardwood floors, new plumbing and new electrical.
    Located directly across from a brand‑new apartment building and surrounded by retail and restaurants.
    Numerous building and business grants periodically offered by Winchester.
    Plumbed for 4 bathrooms, laundry room and back office.
    View details

    This listing looks promising.

    Here's a quick look at some key insights for

    16 N Main Street, Winchester, KY 40391

    View Property Analytics

    • Est. Cap Rate

      7.3%
      Above avg (5.9%)

    • Est. NOI

      $22K
      Annual

    • Price @ 7% Cap

      $314K
      Above asking
    View Property Analytics
    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
    Brick Mixed-Use Triplex
    Brick Mixed-Use Triplex

    502 W Lexington Avenue, Winchester, KY 40391

    $350,000
    4,798 sqft 0.18 AC lot

    Brick triplex combines an on-site storefront with two-bedroom apartments and dedicated laundry hook-ups in every unit.

    View details
    Car Wash with Multiple Bays
    Car Wash with Multiple Bays

    126 Shoppers Drive, Winchester, KY 40391

    $780,000
    3,080 sqft 0.79 AC lot

    Car wash facility features three drive-in bays plus an automatic wash, with an included two-bay oil change operation.

    View details
    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Mixed-Use Property with Income Home
    Mixed-Use Property with Income Home

    35-37 Hays Street, Winchester, KY 40391

    $515,000
    1,440 sqft 0.13 AC lot

    Mixed-use building with a kitchen and laundry area plus a separate 3-bedroom residence leased through 2027.

    View details
    Winchester Plaza Anchored Retail Center
    Winchester Plaza Anchored Retail Center

    8 Winchester Plaza, Winchester, KY 40391

    $11,989,000
    11.00 AC lot

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

    View details
    Former Car Wash on 1.07 Acres
    Former Car Wash on 1.07 Acres

    160 Codella Dr, Winchester, KY 40391

    Contact for pricing

    Freestanding car wash on 1.07 acres with outstanding visibility.

    View details
    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.

    View details
    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.

    View details
    Winchester Commercial Property For Sale
    Winchester Commercial Property For Sale

    1045 Early Drive, Winchester, KY 40391

    $300,000
    1,675 sqft 0.58 AC lot

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

    View details
    Versatile Commercial Property Near I-64
    Versatile Commercial Property Near I-64

    1045 Early Drive, Winchester, KY 40391

    $300,000
    1,675 sqft 0.58 AC lot

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

    View details
    Based on your search, we've compiled 26 Potential Opportunities for your consideration. Besides 11 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.

    Downtown Mt Sterling Commercial Property
    Downtown Mt Sterling Commercial Property

    10-12 Court St, Mt Sterling, KY 40353

    $277,500
    2,156 sqft 0.03 AC lot

    Commercial property with reliable income and expansion potential in Mt Sterling.

    View details
    Commercial Lot with Car Dealership
    Commercial Lot with Car Dealership

    1801 Winchester Road, Mt Sterling, KY 40353

    $230,000
    1,000 sqft 1.00 AC lot

    A car dealership site with tenant-owned buildings, offering flexibility for future commercial development.

    View details
    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
    Retail Strip Center in Lexington
    Retail Strip Center in Lexington

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

    Contact for pricing
    30,418 sqft

    Retail strip center with diverse tenant mix and high traffic.

    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
    Commercial Land in Winchester, KY

    507 Tech Drive, Winchester, KY 40391

    Contact for pricing
    2.57 AC lot

    Commercial land with I-64 visibility and paved driveway.

    View details
    Downtown Winchester Land Assemblage
    Downtown Winchester Land Assemblage

    33-41 Winn Avenue, Winchester, KY 40391

    $490,000
    1.53 AC lot

    1.53 acres of vacant land in downtown Winchester, Kentucky.

    View details
    148 Acres Winchester Development Land
    148 Acres Winchester Development Land

    1395 Two Mile Road, Winchester, KY 40391

    $2,500,000
    148.00 AC lot

    148 acres of land zoned for planned development.

    View details
    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.

    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

    1518 Bypass Rd, Winchester, KY 40391

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

    1525 Lexington Ave, Winchester, KY 40391

    Value Estimation by Request
    5,498 sqft 2.25 AC lot
    View details
    1910 Bypass Rd
    Retail properties & Spaces

    1910 Bypass Rd, Winchester, KY 40391

    Value Estimation by Request
    62,525 sqft 8.43 AC lot
    View details
    10 Court St
    Office Units

    10 Court St, Winchester, KY 40391

    Value Estimation by Request
    1,800 sqft
    View details
    272 Redwing Dr
    Neighborhood centers

    272 Redwing Dr, Winchester, KY 40391

    Value Estimation by Request
    17,500 sqft
    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 Retail Properties & Spaces Market Trends and Statistics

    Explore 18 retail properties & spaces for sale in Winchester, KY, showcased through 11 active listings on our real estate platform. These investment opportunities span a total of 19,278 square feet of properties for sale, with an estimated market value of $2,744,899.

    Sale prices for stores in Winchester, KY start at $199,900, averaging $392,128, 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.

    List
    Map

    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Automotive properties 4
    Shopping centers 4
    Storefront properties 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 average listing prices of real estate assets

    Neighborhood Average Price
    40391 $469.1K

    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)

    Need Help?

    Reach out if you need assistance with Realmo tools or have questions about your listings

    Contact Us

    Popular Searches in Winchester, KY

    Popular Categories

    Most Searched ZIP Codes in Winchester, KY

    • 40391

    Select Neighborhood

    Google sign-in failed. Please try again or use another login method.
    Sign Up Successful!
    You now have access to more from Realmo!