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    Winchester, KY Live-work Space for Sale

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    Historic Mixed-Use Building in Winchester
    $429,000
    3,538 SF

    Historic Mixed-Use Building in Winchester

    39 S Main St, Winchester, KY 40391

    Renovated historic building with restaurant and apartment in downtown Winchester.

    • Renovated historic building in Downtown Winchester.
    • Restaurant space with full hood system and commercial kitchen.
    • Live/work layout potential with apartment upstairs.
    • Booming Downtown Winchester location.
    • Hardwood floors and tin ceiling.
    Updated: Sep 12, 2025
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    Downtown Winchester Mixed-Use Building
    $299,900
    0.12 Acres

    Downtown Winchester Mixed-Use Building

    18 N Main St, Winchester, KY 40391

    Renovated mixed-use building in downtown Winchester, near new apartments.

    • Completely renovated main level with new roof, storefront, electrical, plumbing, and HVAC.
    • Prime downtown location across from luxury apartments and Leeds Theater, next to established businesses and restaurants.
    • Opportunity Zone location with potential access to grants for renovation work.
    • Upstairs space offers potential for live/work space or additional business with separate entrance.
    • Character‑rich interior featuring tile, original hardwood floors, exposed brick, shiplap walls, and tin ceilings.
    Updated: Sep 12, 2025
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    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    East End Live-Work Compound
    $859,000
    5,536 SF

    East End Live-Work Compound

    1.34-acre M-2/M-3 zoned property with residence and warehouse/shop.

    13315 Aiken Rd, Louisville, KY 40223
    View details
    Versatile Commercial Building with Apartment
    $589,000
    3,575 SF

    Versatile Commercial Building with Apartment

    3,571 SF commercial building with apartment in high-visibility location.

    8107 Blue Lick Rd, Louisville, KY 40219
    View details
    Revitalized Historic Portfolio with Development Potential
    Contact for pricing
    40,000 SF

    Revitalized Historic Portfolio with Development Potential

    Fully leased historic buildings in Knoxville's walkable neighborhood.

    3-23 Emory Pl, Knoxville, TN 37917
    View details
    Live-Work Space with River Views
    Contact for pricing
    5,100 SF

    Live-Work Space with River Views

    Unique property combining professional office space and luxury living.

    620 W Hill Ave, Knoxville, TN 37915
    View details

    Winchester, KY Live-Work Space Investment Opportunities Market Analysis

    Explore 2 live-work space for sale in Winchester, KY on our real estate platform. These investment opportunities span a total of 189,752,587 square feet of properties for sale, with an estimated market value of $728,900.

    Sale prices for live-work properties in Winchester, KY start at $299,900, averaging $364,450, and reaching up to $429,000 — 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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    Most Searched ZIP Codes in Winchester, KY

    • 40391

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