3760 Old Boonesboro Rd, Winchester, KY 40391

$1,050,000
5
BD
5
BA
5,666
SqFt

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Sold Price
$1,050,000
List Price
$1,290,000
Closing Date
Jun 01, 2026
MLS#
26006697
Status
CLOSED
Type
Single Family Residential
Subtype
Single Family Residence
Bedrooms
5
Bathrooms
5
Full Baths
5
Living Area
5,666
Lot Size
565,408

Property Description

Step through the striking red front doors and into a home where craftsmanship, character, and comfort come together. This beautifully maintained property sits on nearly 13 acres at the edge of Winchester, offering a peaceful retreat with the charm of a mid century floorplan and rich woodwork, tile, and hardwood floors throughout. The spacious kitchen and all three full baths feature high end finishes, and the home offers multiple unique spaces for relaxing or entertaining. From the second floor, enjoy your own private balcony overlooking the expansive backyard and in ground pool. On the main level, a covered porch provides easy access to the pool area, along with a convenient exterior door leading directly to a small bathroom—perfect for swimmers. The basement is also a cozy retreat including a living area with a stone fireplace and a bar, another full bed and bathroom, plus a bonus space that could be used as an exercise room or a creative space. Recent updates include new tile and hardwood flooring and fresh interior paint. Outside, the fully fenced yard is beautifully landscaped with mature trees and manicured lawn. This property also includes a separate garage ideal for hobbyists, a storage building with a screened room suitable for chickens or small animals, and a full 2,000 sq ft barn—offering endless possibilities for country living.

Additional Information

Year Built
1985
Appliances
Dishwasher, Microwave, Refrigerator, Oven, Range
Basement
Exterior Entry, Finished, Walk Up Access
Sewer
Septic Tank
Foundation
Block, Concrete Perimeter
Flooring
Carpet, Tile, Hardwood
Heating
Heat Pump
Interior Features
Breakfast Area, Entrance Foyer, Eat-In Kitchen, Primary Downstairs, Walk-In Closet(s), Ceiling Fans, Soaking Tub
Elementary School
CC Christian School(Legacy)
Middle School
Robert Campbell
High School
GRC
Water
Public
Roof
Dimensional, Shingle

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Calculator source: Real Geeks

Listing courtesy of Freedom Realty & Property Management. Selling Office: .