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4664 Lexington Road

4664 Lexington Road, Winchester, KY 40391

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Overview

Welcome to 4664 Lexington Road - a magnificent private estate on 35 rolling acres of pristine Kentucky countryside that feels worlds away, yet sits just minutes from the charm of Winchester and the vibrancy of Lexington. A stately stone entry welcomes you down a graceful, winding driveway to a sweeping circular drive, leading to a grand 13,000+ square-foot residence built in 1997 with timeless elegance and generous proportions. Inside, the 8-bedroom, 7.5-bath home offers expansive living spaces bathed in natural light, refined finishes, and classic architectural details - perfect for both intimate family moments and large-scale entertaining. A fully finished basement adds exceptional flexibility for recreation, additional living quarters, or extended gatherings. Outdoors, the property continues to impress with sweeping valley views, open pastures and mature wooded areas. Enjoy the private pool as a true retreat. Additionally, the property is complemented by a classic tobacco barn and additional shop space ideal for storage, hobbies, equestrian use, or agricultural pursuits. Zoned PD (Planned Development), this estate presents rare versatility and significant upside - whether envisioned as a forever family home, a multi-generational retreat, a private equestrian estate, or a thoughtfully planned development opportunity. Privacy is unparalleled, yet convenience is effortless, with easy access to world-class horse farms, bourbon trails, and the cultural amenities of the Bluegrass Region. This is more than a home - it’s a legacy property where luxury living, natural beauty, and gracious Kentucky living come together in perfect harmony, delivering exceptional value and endless possibilities.

Property Highlights:

  • Flexible PD zoning overlay allows potential for mixed-use development
  • The property sits just inside the Clark/Fayette County lines, just outside of Lexington, KY
  • 35 acres of gently-rolling land
  • 13,000+ SF custom building featuring 8 bedrooms, 7.5 bathrooms, expansive entertaining spaces, a fully-finished basement, private pool, and potential for mixed-use

For Sale

Land
Retail

Secondary Uses: Agriculture, Hospitality, Mixed Use

Sale Price
$2,750,000
Price Per Acre
$78.6K/ac
Building Size
13,433 SF
Acres
35 ac
Zoning
PD
Zoning Desc.
Planned Development
Year Built
1997
Nearest MSA
Lexington-Fayette
Tax ID Number
022-0000-006-01
Topography
Rolling
County
Clark
Listed
05/07/2026
Updated
05/07/2026
Listing ID
3a1402f6
Parcel APN
022-0000-006-01