- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around
- Nearby Homes





Street View
$2,750,000
Monthly Est:$13,688
8 Beds
- 8 Baths
7 full baths + 1 half bath
13,433sqft
4664 Lexington Rd, Winchester, KY 40391
$2,750,000
$13,688/moEst:
Get Pre-Approved
Single Family Residence
Built in 1996
$-- HOA
35 acres lot
$205/sq.ft
Description
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.
- Houzeo last checked: 12 hours ago
- Listing updated: May 1, 2026 at 3:16 pm
- Listing Provided by: Adam Boardman (859) 338-8243 , Gregory Leveridge | Block + Lot Real Estate (859) 309-0099
- Source: Lexington Bluegrass AOR (Imagine) MLS-KY | MLS#: 26009631

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1996
HOA Fees
-
Finished Area
13,433 sqft
Lot Size
35 acres lot
Basement Area
- sqft
MLS Name
Lexington Bluegrass AOR (Imagine) MLS
MLS Number
26009631
MLS Status
Active
Days on Market
162

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Download App
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 8
Bathrooms: 8
Interior
Heating
Forced Air, Natural Gas
Flooring
Carpet, Hardwood, Tile
Cooling
Central Air
Interior Features
Eat In Kitchen, Entrance Foyer, Primary Downstairs, Walk In Closet(s)
Sewer
Septic Tank
Appliances
Cooktop, Dishwasher, Double Oven, Refrigerator
Construction
Year Built
Year Built: 1996
Home type
Single Family Residence
Foundation Details
Concrete Perimeter
Roof
Shingle
Construction Materials
Brick Veneer
Utilities & Energy
Basement
Exterior Entry, Finished, Full, Walk Out Access
Laundry Features
Main Level
Utilities
Electricity Connected, Water Connected
Fireplace Features
Gas Log, Kitchen, Living Room, Primary Bedroom
Water Source
Public
Parking Features
Attached Garage, Driveway, Garage Faces Side
Pool Features
In Ground
Other Features
Patio And Porch Features
Deck, Patio
Subdivision Name
Rural
Lot Features
Secluded
Price History
| Date | Event | Price |
|---|---|---|
05/01/2026 Source: | Price Decreased | $2,750,000 -13.39% $205/sqft |
06/06/2025 Source: | Listed for Sale | $3,175,000 $236/sqft |
Nearby Homes
Find Homes by Property Features in Winchester, KY
Nearby New Homes For Sale
Based on information from the IMAGINE MLS® through Oct 09, 2026, 02:30PM. Copyrighted by the Imagine MLS®. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data on this website is deemed reliable but is not guaranteed accurate by the MLS. © 2026 IMAGINE MLS®. All Rights Reserved.
Advertising Broker: Donna Mink | Mink Realty









