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    Winchester, KY Residential Land & Home Lots for Sale

    50 results
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    Winchester Land Assemblage Opportunity
    $550,000
    1.53 Acres

    Winchester Land Assemblage Opportunity

    33-41 Winn Avenue, Winchester, KY 40391

    1.53 acres of vacant land in downtown Winchester, Kentucky.

    • Large 1.53‑acre assemblage of four vacant lots in downtown Winchester.
    • Prime location: Steps from shops, restaurants, services, and community amenities, offering walkable convenience.
    • Zoned L1, allowing for redevelopment, infill housing, multiunit residential, mixed‑use, or commercial projects.
    • Level terrain and cleared condition simplify planning and construction.
    • Exceptional potential for developers, builders, and investors seeking flexibility in a central location.
    Updated: Dec 17, 2025
    View details
    5-Acre Property on Combs Ferry
    $300,000
    5.01 Acres

    5-Acre Property on Combs Ferry

    3811 Combs Ferry Road, Winchester, KY 40391

    5-acre property with RV barn in Winchester, Kentucky.

    • 5‑acre property on Combs Ferry Road, a highly desirable location in Winchester.
    • Ideal setting to build a custom home with peace and space of country living.
    • 1,260‑square‑foot RV barn with electric and water already in place.
    • Flat, usable land opens up countless possibilities for designing your ideal home.
    • Excellent storage for recreational vehicles, equipment, or temporary living during construction.
    Updated: Mar 5
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    3.5 Acres in Winchester, KY
    $170,000
    3.50 Acres

    3.5 Acres in Winchester, KY

    3.5-acre tract offers convenience and peaceful country living.

    4247 Basin Springs Road, Winchester, KY 40391
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    Winchester Multi-Family Development Opportunity
    $800,000
    4.87 Acres

    Winchester Multi-Family Development Opportunity

    Large multi-family development opportunity in Winchester, across from Legacy Grove Park.

    1108 W Lexington Avenue, Winchester, KY 40391
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    Level Lot in Winchester, KY
    $149,000
    1.03 Acres

    Level Lot in Winchester, KY

    One-acre lot with utilities connected, near I-64 and Lexington.

    464 Ecton Road, Winchester, KY 40391
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    Residential Land in Winchester, KY
    $42,500
    0.20 Acres

    Residential Land in Winchester, KY

    Residential land lot available in Winchester, Kentucky.

    108 Dorset Lane, Winchester, KY 40391
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    Residential Land Backing to Greenspace
    $42,500
    0.19 Acres

    Residential Land Backing to Greenspace

    Residential lot backing to greenspace in Winchester, Kentucky.

    113 Mayfair Court, Winchester, KY 40391
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    Residential Land in Winchester, KY
    $70,000
    1.72 Acres

    Residential Land in Winchester, KY

    1.72 acre parcel for custom home in Winchester, KY.

    12541 Ironworks Road, Winchester, KY 40391
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    3.68 Acres Vacant Land
    $85,000
    3.68 Acres

    3.68 Acres Vacant Land

    Vacant land near Winchester, ready for custom home construction.

    2465 Flanagan Station Road, Winchester, KY 40391
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    Winchester Land Development Opportunity
    $188,500
    12.10 Acres

    Winchester Land Development Opportunity

    12+ acres for development in Winchester, Kentucky.

    155 Spring Ridge Way, Winchester, KY 40391
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    Residential Lot in Mallard Place
    $50,000
    0.41 Acres

    Residential Lot in Mallard Place

    0.41-acre lot in a charming, convenient neighborhood.

    308 Duclair Drive, Winchester, KY 40391
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    Clark County 4-Acre Lot
    $125,000
    4.01 Acres

    Clark County 4-Acre Lot

    4-acre lot in Clark County, perfect for building your dream home.

    1940 Athens Boonesboro Road, Winchester, KY 40391
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    Residential Land in Quiet Cul-de-Sac
    $49,500
    0.98 Acres

    Residential Land in Quiet Cul-de-Sac

    Residential land for sale in Winchester, Kentucky, near Lexington.

    204 Wigeon Court, Winchester, KY 40391
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    Residential Land in Winchester, KY
    Contact for pricing
    0.17 Acres

    Residential Land in Winchester, KY

    0.17-acre residential property in Lincoln Park Subdivision.

    117 4th Street, Winchester, KY 40391
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    Land in Luxury Subdivision
    $129,300
    2.30 Acres

    Land in Luxury Subdivision

    2.3 acre lot in Winchester's newest luxury subdivision.

    110 Knox Court, Winchester, KY 40391
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    Residential Lot in Thoroughbred Estates
    $159,900
    2.66 Acres

    Residential Lot in Thoroughbred Estates

    Prime 2.658-acre lot ready for new luxury home.

    590 Craig Crossing, Winchester, KY 40391
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    Residential Lot in Winchester, KY
    Contact for pricing
    0.06 Acres

    Residential Lot in Winchester, KY

    0.06-acre residential lot, ideal for new construction or investment.

    75 4th Street, Winchester, KY 40391
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    Residential Land Near Golf Course
    Contact for pricing
    0.46 Acres

    Residential Land Near Golf Course

    Residential land for sale near Fort Boonesborough National Park.

    102 Augusta Drive, Winchester, KY 40391
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    148 Acres Winchester Development Land
    $2,500,000
    148.00 Acres

    148 Acres Winchester Development Land

    148 acres of land zoned for planned development.

    1395 Two Mile Road, Winchester, KY 40391
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    Winchester Land Investment Opportunity
    $550,500
    20.78 Acres

    Winchester Land Investment Opportunity

    20+ acre residential land tract near Winchester Country Club.

    1395 Two Mile Road, Winchester, KY 40391
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    Winchester, KY Land Opportunity
    $1,200,000
    24.15 Acres

    Winchester, KY Land Opportunity

    24-acre residential land in Winchester, zoned for planned development.

    1395 Two Mile Road, Winchester, KY 40391
    View details
    Winchester Land For Development
    $2,500,000
    148.00 Acres

    Winchester Land For Development

    148 acres of land suitable for residential development.

    1395 Two Mile Road, Winchester, KY 40391
    View details
    Residential Land in Winchester, KY
    $100,000
    0.32 Acres

    Residential Land in Winchester, KY

    Residential land for upscale home construction in Winchester, Kentucky.

    169 Duclair Drive, Winchester, KY 40391
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    Residential Land in Winchester, KY
    $100,000
    0.32 Acres

    Residential Land in Winchester, KY

    Residential land for upscale home construction in Central Kentucky.

    165 Duclair Drive, Winchester, KY 40391
    View details

    Winchester, KY Residential Land & Home Lots Investment Opportunities Market Analysis

    Explore 50 residential land & home lots for sale in Winchester, KY, showcased through 50 active listings on our real estate platform. These investment opportunities span a total of 17,923,895 square feet of properties for sale, with an estimated market value of $12,816,700.

    Sale prices for home sites in Winchester, KY start at $42,500, averaging $272,695, and reaching up to $2,500,000 — 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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