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    Tollesboro, KY Land for Sale

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    Secluded 42-Acre Hunting and Recreational Land
    $149,900
    42.00 Acres

    Secluded 42-Acre Hunting and Recreational Land

    Shaw Hollow Rd, Tollesboro, KY 41189

    42 acres of secluded wooded land, ideal for hunting.

    • 42 acres of secluded, wooded land.
    • Prime deer hunting ground.
    • Conveniently located off the AA Highway for easy access to town.
    • Ideal for hunting camp or cabin construction.
    • Offers privacy and seclusion.
    Updated: Oct 16, 2025
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    90-Acre Farm with Cabin & Shop
    $374,900
    90.00 Acres

    90-Acre Farm with Cabin & Shop

    10082 Ky 57, Tollesboro, KY 41189

    Prime land with modern improvements, natural beauty, and endless potential.

    • 90 +/- Acres of Land: Offers significant space.
    • Finished Amish Cabin (2023): Move‑in ready living space with modern amenities.
    • Newly Constructed 32x40 Shop: Includes concrete floor and 40‑ft metal conex for ample storage and workspace.
    • Hunter's Paradise: Features fields designed for deer management, plus multiple deer stands.
    • Water Features: Includes a stream and two ponds, enhancing the property's natural beauty.
    Updated: Nov 27, 2025
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    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Tollesboro, 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.

    Secluded Acreage in Vanceburg, KY
    Pending
    $85,000
    22.87 Acres

    Secluded Acreage in Vanceburg, KY

    22.87 acres of versatile land ready for your dream homestead.

    Highfield-Crooked Crk Rd, Vanceburg, KY 41179
    View details
    123-Acre Hunting Land with Barn
    $399,000
    123.00 Acres

    123-Acre Hunting Land with Barn

    Turn-key recreational property with quality hunting and comfortable accommodations.

    344 Tbd Ky, Vanceburg, KY 41179
    View details
    Maysville Land with Barns
    $78,000
    4.30 Acres

    Maysville Land with Barns

    4.3 acres with barns, suitable for pasture or building.

    8234 Orangeburg Rd, Maysville, KY 41056
    View details
    Maysville KY Outparcel Investment
    $195,000

    Maysville KY Outparcel Investment

    Prime 1.53-acre commercial lot, excellent location.

    314 Maple Leaf Rd, Maysville, KY 41056
    View details

    Tollesboro, KY Land Investment Opportunities Market Analysis

    Explore 2 land for sale in Tollesboro, KY on our real estate platform. These investment opportunities span a total of 5,749,920 square feet of properties for sale, with an estimated market value of $524,800.

    Prices for lots in Tollesboro, KY start at $149,900, averaging $262,400, and reaching up to $374,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Most Searched ZIP Codes in Tollesboro, KY

    • 41189

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