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    Winchester, KY Live-work Space for Sale

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    Historic Building in Downtown Winchester
    $429,000
    3,538 SF

    Historic Building in Downtown Winchester

    39 S Main St, Winchester, KY 40391

    Renovated commercial building with restaurant and apartment in 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: Mar 9
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    Mixed-Use Property in Winchester, KY
    $515,000
    5,094 SF

    Mixed-Use Property in Winchester, KY

    808 Bypass Rd, Winchester, KY 40391

    Versatile commercial property with residential income potential near 64S.

    • Turnkey commercial space ideal for restaurant, cafe, or retail.
    • Separate rental unit with private entrance for additional income or live/work setup.
    • High‑visibility location with street frontage and on‑site parking.
    • Less than 1/2 mile from 64S.
    • Outdoor dining area.
    Updated: Mar 6
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    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 St, Winchester, KY 40391
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    Based on your search, we've compiled 7 Potential Opportunities for your consideration. Besides 3 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.

    Berea Commercial Property For Sale
    $649,900
    1,560 SF

    Berea Commercial Property For Sale

    Versatile commercial property with income potential in Berea, Kentucky.

    1031 Highway 1016, Berea, KY 40403
    View details
    Versatile Commercial Property in Berea, KY
    Contact for pricing
    3,328 SF

    Versatile Commercial Property in Berea, KY

    Multi-use commercial property with live/work potential in Berea, KY.

    118 Lester St, Berea, KY 40403
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    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
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    Versatile Commercial Building with Apartment
    $549,900
    0.65 Acres

    Versatile Commercial Building with Apartment

    C-1 zoned commercial building with apartment in high-visibility location.

    8107 Blue Lick Rd, Louisville, KY 40219
    View details

    Winchester, KY Live-Work Space Investment Opportunities Market Analysis

    Explore 3 live-work space for sale in Winchester, KY, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 23,958 square feet of properties for sale, with an estimated market value of $1,194,000.

    Sale prices for live-work properties in Winchester, KY start at $250,000, averaging $398,000, and reaching up to $515,000 — 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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