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    Winchester, KY
    Storefront

    Winchester, KY Storefront Properties for Sale

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    8 properties
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    Updated Two-Story Storefront
    Updated: Jul 27
    Updated Two-Story Storefront

    1 N Main Street, Winchester, KY 40391

    $225,000
    1,900 sqft 0.02 AC lot
    1,900‑square‑foot storefront property at 1 N Main Street
    Upstairs and downstairs units are both occupied by tenants
    Recently updated commercial building constructed in 1900
    Corner location at Lexington Avenue and Main Street
    Located in an Opportunity Zone
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    Brick Triplex with Commercial Space
    Updated: May 8
    Brick Triplex with Commercial Space

    502 W Lexington Avenue, Winchester, KY 40391

    $340,000
    4,798 sqft 0.18 AC lot
    4,798‑square‑foot brick triplex with main‑level commercial space and two upper‑level apartments
    Lexington Avenue frontage with approximately 16 parking spaces
    Two apartments, each with 2 bedrooms and 1 bath
    Commercial area includes 3 half baths; laundry hookups serve all 3 units
    Basement storage area with freight elevator
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    Equipped Bar and Pub
    Equipped Bar and Pub

    137 East Broadway Street, Winchester, KY 40391

    $350,000
    1,536 sqft 0.17 AC lot

    Established downtown business with furnishings, entertainment equipment, inventory, and updated cooling infrastructure included.

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    See hot listings in Winchester

    Scored against comparables nationwide. These are worth a look.

    Scored against comparables nationwide. These are worth a look.

    Cap Rate available after sign in
    Est. NOI available after sign in
    Local Demand available after sign in
    Restaurant Building Near Retail Anchors
    Restaurant Building Near Retail Anchors

    8 Carol Rd, Winchester, KY 40391

    $615,492
    3,444 sqft

    Located across from Winchester Plaza with nearby Lowe’s, Kroger, Walmart, and CHI St. Joseph Medical Center.

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    Mixed-Use Property with Income Home
    Mixed-Use Property with Income Home

    35-37 Hays Street, Winchester, KY 40391

    $435,000
    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.

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    Renovated Retail Storefront
    Renovated Retail Storefront

    16 N Main Street, Winchester, KY 40391

    $299,999
    2,310 sqft 0.18 AC lot

    Fully leased retail space with updated building systems, customer parking, and a private rear office.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Storefront Property with Two-Level Tenants
    Storefront Property with Two-Level Tenants

    1 N Main Street, Winchester, KY 40391

    $225,000
    1,900 sqft

    Recently updated storefront on a highly visible corner with upstairs and downstairs units occupied by tenants.

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    Renovated Storefront with Skylights
    Renovated Storefront with Skylights

    16 N Main St, Winchester, KY 40391

    $299,999
    2,310 sqft

    Updated commercial storefront with hardwood floors, upgraded electrical and plumbing, a rear parking lot, and flexible support areas.

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    Based on your search, we've compiled 16 Potential Opportunities for your consideration. Besides 8 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 3 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.

    Freestanding Retail Building
    Freestanding Retail Building

    539 W New Circle Road, Lexington, KY 40511

    Contact for pricing
    4,005 sqft 0.69 AC lot

    Open-plan commercial space with B-3 zoning, signage, and on-site parking.

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    Renovated Mixed-Use Brick Building
    Renovated Mixed-Use Brick Building

    720 Main St, Paris, KY 40361

    $349,900
    2,000 sqft 0.04 AC lot

    Two-story commercial property combines a leased storefront with two upstairs apartments and a private rear garden area.

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    Renovated Mixed-Use Brick Building
    Renovated Mixed-Use Brick Building

    720 Main St, Paris, KY 40361

    $349,900
    2,000 sqft

    Two-story property combines a leased storefront with two upstairs two-bedroom apartments and a private rear garden.

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    Commercial Land with Restaurant Improvements
    Commercial Land with Restaurant Improvements

    1951 N Broadway, Lexington, KY 40505

    $1,170,000
    2,600 sqft 1.30 AC lot

    Flat redevelopment parcel with an existing equipped restaurant building and active food-service tenancy.

    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.

    B-2 Commercial Land
    B-2 Commercial Land

    164 E College Avenue, Stanton, KY 40380

    $200,000
    1.10 AC lot

    Vacant B-2-zoned land with accessible utilities near Red River Gorge tourism.

    View details
    Commercial Development Land
    Commercial Development Land

    212 Pauline Drive, Berea, KY 40403

    $279,000
    1.20 AC lot

    Flat commercial parcel with access to electricity, water, sewer, and high-speed internet service.

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    B1 Commercial Land
    B1 Commercial Land

    1 Mallard Point Drive, Georgetown, KY 40324

    $274,995
    10.40 AC lot

    B1-zoned tract positioned at the entrance to Mallard Point.

    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

    Estimated value:
    No data
    4,800 sqft 0.98 AC lot
    View details

    Winchester, KY Storefront Properties Market Trends and Statistics

    Explore 9 storefront properties for sale in Winchester, KY, showcased through 8 active listings on our real estate platform. These investment opportunities span a total of 19,638 square feet of properties for sale, with an estimated market value of $2,790,490.

    Sale prices for retail units in Winchester, KY start at $225,000, averaging $348,811, and reaching up to $615,492 — 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

    Storefront properties 15
    Shopping centers 5
    Automotive properties 3
    Car washes 3
    Auto shops 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 $359.1K

    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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