For Sale
Single family home for sale at 4664 Lexington Rd, Winchester, KY 40391 | MLS# 26009631 | Listing updated on 2026-05-01
Photo 1 of Single family home for sale at 4664 Lexington Rd, Winchester, KY 40391 | MLS# 26009631 | Listing updated on 2026-05-01
Photo 2 of Single family home for sale at 4664 Lexington Rd, Winchester, KY 40391 | MLS# 26009631 | Listing updated on 2026-05-01
Photo 3 of Single family home for sale at 4664 Lexington Rd, Winchester, KY 40391 | MLS# 26009631 | Listing updated on 2026-05-01
Photo 4 of Single family home for sale at 4664 Lexington Rd, Winchester, KY 40391 | MLS# 26009631 | Listing updated on 2026-05-01
64+
Beds Icon

Street View

$2,750,000

Monthly Est:$13,688

  • Beds Icon8 Beds
  • Beds Icon
    8 Baths
  • Beds Icon13,433sqft

4664 Lexington Rd, Winchester, KY 40391

$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 Lexington Bluegrass AOR (Imagine) MLS-KY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Clark County

  • City

    Winchester

  • 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

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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

DateEventPrice

05/01/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26009631

Price Decreased

$2,750,000 -13.39%

$205/sqft

06/06/2025

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #25011994

Listed for Sale

$3,175,000

$236/sqft

Nearby Homes

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.

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