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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
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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
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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
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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 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
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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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