4664 Lexington Road, Winchester, KY 40391

$2,750,000
Property Type: Residential Bedrooms: 8 Baths: 8 Square Footage: 13,433 Lot Size (sq. ft.): 1,524,600 Status: Active
Current Price: $2,750,000 List Date: 5/01/2026 Last Modified: 5/01/2026

Overview

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 a ...

Listing Details MLS# 26009631

Listing Information

Comp Sale YN
No
Property Sub Type
Single Family Residence

Status Change Information

Status Change Timestamp
2026-05-01

Address

County
Clark
Street Number
4664
Street Name
Lexington
Street Suffix
Road
State
KY
Zip Code
40391
Directions
From Lexington, head East on US 60/Winchester Rd. Property is located on your right.
Parcel Number
022-0000-006-01
Tax District
County ( District 00)

Contract

Original List Price
2750000
Start Showing Date
2026-05-01
Listing Contract Date
2026-05-01
Listing Agreement
Exclusive Right To Sell
Occupant Type
Occupied
Office Exclusive YN
No
List Price/SqFt
204.72

Tax Legal

MLS Area Major
007 - Clark County
Subdivision Name
Rural
High School District
Clark County - 7

Interior

Bedrooms Total
8
Bathrooms Total
8
Bathrooms Full
7
Bathrooms Half
Yes
Above Grade Finished Area
8259
Below Grade Finished Area
5174
Above Grade Unfinished Area
1826
Living Area
13433
Living Area Source
Plans
Basement YN
Yes
Fireplace YN
Yes
Fireplaces Total
2
Below Grade Unfinished Area
0

More Information

Parking Information

Garage YN
Yes
Garage Spaces
4
Carport YN
No

Building

Year Built
1996
Home Warranty YN
No
Accessibility Features YN
No

Lot

Lot Size Source
Public Records
Lot Size Acres
35
Lot Size Square Feet
1524600
Pool Private YN
Yes
View YN
Yes
Waterfront YN
No
Water Body Access YN
No
Horse YN
Yes

Utilities

Cooling YN
Yes
Heating YN
Yes
Electricity Connected
Yes
Water Connected
Yes

Remarks

Public Remarks
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.

Amenity Fee Details

Amenity Fee YN
No

Showing Information

Showing Instructions
Agent must accompany all showings

Room Types

Bathroom 1 Level
First
Bathroom 2 Level
Second
Bathroom 3 Level
Second
Bathroom 4 Level
Second
Bathroom 5 Level
First
Bedroom 1 Level
Second
Bedroom 2 Level
Second
Bedroom 3 Level
Second
Bedroom 4 Level
Second
Bedroom 5 Level
Second
Kitchen Level
First
Living Room Level
First
Primary Bathroom Level
First
Primary Bedroom Level
First
Bathroom 1
Yes
Bathroom 2
Yes
Bathroom 3
Yes
Bathroom 4
Yes
Bathroom 5
Yes
Bedroom 1
Yes
Bedroom 2
Yes
Bedroom 3
Yes
Bedroom 4
Yes
Bedroom 5
Yes
Bonus Room
Yes
Dining Room
Yes
Foyer
Yes
Kitchen
Yes
Living Room
Yes
Office
Yes
Primary Bathroom
Yes
Primary Bedroom
Yes
Utility Room
Yes

Currently Not Used

List Price/Acre
78571.43

Tax & Legal

Elementary School
Strode Station
Middle Or Junior School
Robert Campbell
High School
GRC
Tax Rate
0.961

Association/Community

Association YN
No

Appliances

Cooktop
Yes
Dishwasher
Yes
Double Oven
Yes
Refrigerator
Yes

Attic Features

Floored
Yes
Partially Floored
Yes
Walk-In Attic
Yes

Basement

Exterior Entry
Yes
Finished
Yes
Full
Yes
Walk-Out Access
Yes

Construction Materials

Brick Veneer
Yes

Cooling

Central Air
Yes

Fencing

Wood
Yes

Fireplace Features

Gas Log
Yes
Kitchen
Yes
Living Room
Yes
Primary Bedroom
Yes

Flooring

Carpet
Yes
Hardwood
Yes
Tile
Yes

Foundation Details

Concrete Perimeter
Yes

Heating

Forced Air
Yes
Natural Gas
Yes

Horse Amenities

Paddocks
Yes
Pasture
Yes
Trailer Storage
Yes
Other
Yes

Interior Features

Eat-in Kitchen
Yes
Entrance Foyer
Yes
Primary First Floor
Yes
Soaking Tub
Yes
Walk-In Closet(s)
Yes

Laundry Features

Main Level
Yes

Levels

Three Or More
Yes

Lot Features

Secluded
Yes

Other Structures

Barn(s)
Yes
Workshop
Yes

Parking Features

Attached Garage
Yes
Driveway
Yes
Garage Faces Side
Yes

Patio And Porch Details

Screened Patio
Yes

Patio And Porch Features

Deck
Yes
Patio
Yes

Possession

Close Of Escrow
Yes

Private Pool Features

In Ground
Yes

Roof

Shingle
Yes

Sewer

Septic Tank
Yes

View

Farm
Yes
Rural
Yes
Trees/Woods
Yes

Water Heater

Gas
Yes

Water Source

Public
Yes

Showing Requirements

Call Listing Agent
Yes
Showing Service
Yes

Property Features

Utilities: Electricity Connected; Water Connected; Electricity Connected; Water Connected Appliances: Cooktop; Dishwasher; Double Oven; Refrigerator Attic Features: Floored; Partially Floored; Walk-In Attic Basement: Exterior Entry; Finished; Full; Walk-Out Access Construction Materials: Brick Veneer Cooling: Central Air Fencing: Wood Fireplace Features: Gas Log; Kitchen; Living Room; Primary Bedroom Flooring: Carpet; Hardwood; Tile Foundation Details: Concrete Perimeter Heating: Forced Air; Natural Gas Horse Amenities: Paddocks; Pasture; Trailer Storage; Other Interior Features: Eat-in Kitchen; Entrance Foyer; Primary First Floor; Soaking Tub; Walk-In Closet(s) Laundry Features: Main Level Levels: Three Or More Lot Features: Secluded Other Structures: Barn(s); Workshop Parking Features: Attached Garage; Driveway; Garage Faces Side Patio And Porch Details: Screened Patio Patio And Porch Features: Deck; Patio Possession: Close Of Escrow Private Pool Features: In Ground Roof: Shingle Sewer: Septic Tank View: Farm; Rural; Trees/Woods Water Heater: Gas Water Source: Public Showing Requirements: Call Listing Agent; Showing Service Room Types: Bathroom 1; Bathroom 2; Bathroom 3; Bathroom 4; Bathroom 5; Bedroom 1; Bedroom 2; Bedroom 3; Bedroom 4; Bedroom 5; Bonus Room; Dining Room; Foyer; Kitchen; Living Room; Office; Primary Bathroom; Primary Bedroom; Utility Room

Room Information

Room Name Level
Primary Bedroom First
Kitchen First
Bedroom 1 Second
Bedroom 2 Second
Bedroom 3 Second
Bedroom 4 Second
Bedroom 5 Second
Living Room First
Primary Bathroom First
Bathroom 1 First
Bathroom 2 Second
Bathroom 3 Second
Bathroom 4 Second
Bathroom 5 First
Listing Office: Block + Lot Homes
Last Updated: May - 01 - 2026
Information deemed reliable but not guaranteed.