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    39 S Main St Winchester, KY 40391

    Sponsored
    For Sale
    $429,000

    COMMERCIAL - Winchester, KY

    Property size:
    3,538 SF
    Lot size:
    4,356.00 Acres
    Days on Market:
    119
    Last Refresh:
    Jan 8 at 9:06 pm

    Property Features for 39 S Main St

    General Information

    Property type
    Commercial Sale
    Property subtype
    Other
    Standard status
    Active
    APN
    054-3217-014-00
    Parking
    10
    Size
    3,538 SF
    Lot size
    4,356.00 Acres

    Block + Lot Real Estate 3090099

    Listing agent Lara Thornbury (859) 309-0099

    Listing date Sep 12, 2025

    Copyright © 2026 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

    Overview

    Historic Mixed-Use Building in Winchester

    This renovated historic building is located across from the Court House in Downtown Winchester. The property features a restaurant space with a full hood system, concrete bar, hardwood floors, and tin ceiling. Parking is available in the back. The property also includes an apartment with a private deck. The building retains historic charm, with a significant portion dating back to the original construction, coupled with a recent renovation to maximize functionality. This property is conducive to a live/work layout and/or short-term rentals. Downtown Winchester is experiencing growth, attracting shops, restaurants, and new apartment living options. The restaurant space includes a full commercial kitchen. With numerous apartments coming soon, great restaurants, and many tourists, this location presents a great place to start a business. The property size is 3,538 square feet and the lot size is 4,356 acres.
    Property Profile Insight Report Location Intelligence

    Current Use by Public Records

    Live-work space

    Suggested Use

    Realty agency Law Firm Restaurant Spa & Massage Dental Office Hair Salon Nail Salon Clothing Store Building Supply Gym & Fitness

    Zoning and permitted uses should be independently verified with local authorities.

    Location Insight

    • Map
    • Local Demand
    City
    Winchester
    County
    Clark
    State
    Kentucky
    Longitude
    -84.176882
    Latitude
    37.992525

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    FAQs

    What type of property is this?
    Restaurant - Renovated historic building with restaurant and apartment in downtown Winchester.
    Where is this restaurant located?
    The property is located at 39 S Main St Winchester, KY.
    What is the asking price?
    The asking price for this property is $429,000.
    What are key features of this property?
    This property features: - Renovated historic building in Downtown Winchester.; - Restaurant space with full hood system and commercial kitchen.; - Live/work layout potential with apartment upstairs.
    (859) 309-0099
    Request Owner's contact information
    39 S Main St Winchester, KY 40391
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    Realmo Value Estimation

    Realmo estimates a property’s market value using a proprietary methodology that incorporates public data and user-submitted information. This cumulative value is generated by integrating a variety of conventional and innovative methods. 

    Disclaimer

    These figures are not official appraisals and should not be used as a substitute for a valuation performed by a licensed appraiser.

    Actual market value may differ due to factors not captured in the data. Estimates are offered for informational purposes only, and users should conduct independent research before making financial or investment decisions.

    By using this feature, you acknowledge that Realmo is not responsible for actions taken based on these estimates.

    AI approach

    Realmo AI Method estimates property value using machine learning models trained on millions of comparable listings, transactions, and market signals. It analyzes property features, location intelligence data, and current market dynamics to predict the most probable market value in real time.

    Cap approach

    Capitalization Method calculates value based on estimated net operating income (NOI) and applying a market-based capitalization rate (cap rate), we estimate what a typical investor might be willing to pay for it.

    Comparable approach

    Comparable estimate is based on recent sales of similar nearby properties, adjusted for factors like size, condition, and location.

    Relative

    Relative property class coefficient uses factors that account for typical price differences between various asset types (e.g., retail vs. industrial) to provide a more accurate market-aligned estimate.

    Geo

    Comparable Sales Method, enhanced by Geo coefficients — location-based adjustment factors that reflect differences in price levels across neighborhoods, cities, or regions ensuring a more accurate, market-sensitive valuation.

    Alternative use

    Estimate considers the property’s potential value if used for a different purpose-based on zoning, demand, and market feasibility.

    More about this property
    39 S Main St Winchester, KY 40391
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