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Investment Highlights

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

Executive Summary

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 Facts

Price $2,750,000
Price Per SF $204.72
Sale Type Owner User
Property Type Specialty
Building Size 13,433 SF
No. Stories 3
Year Built 1997
Zoning PD - Planned Development
Not walkable
10/100
Exceptionally drivable
100/100
Not bikeable
10/100
  • Listing ID: 40441056

  • Date on Market: 5/7/2026

  • Last Updated:

  • Address: 4664 Lexington Rd, Winchester, KY 40391

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