3760 Old Boonesboro Road Winchester, KY $ 1,290,000
3760 Old Boonesboro Road
$ 1,290,000
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3760 Old Boonesboro Road

Winchester, KY, 40391
$ 1,290,000
Bedrooms5 Baths5.0 Sq 5,666

Monthly Estimate*

$ 7,943

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Single Family Home for sale in Winchester, KY

for $1,290,000 with 5 bedrooms and 5 full baths. This 5,666 square foot home was built in 1985 on a lot size of 12.98.

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.

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Single Family Active

Price

$ 1,290,000

Bedrooms

5

Full Bath

5

Property Type

Single Family

Taxes

$ 0

Style

Contemporary

Lot Size

12.98

Year Built

1985

Town/City

Winchester

County/Region

Clark

MLS | Web ID

26006697

Features
Interior
Interior Amenities Breakfast Bar Ceiling Fan(s) Eat-in Kitchen Entrance Foyer Primary Downstairs Walk-In Closet(s)
Basement Exterior Entry Finished Sump Pump Walk-Up Access
Flooring Carpet Ceramic Tile Hardwood
Total Fireplaces 2
Fireplace Features Basement Family Room
Basement (Y/N) Y
Air Conditioning Y/N Y
Heating Y/N Y
Window Features Blinds
Fireplace Y/N Y
Above Grade Finished Area 3054.0
Half Baths 0
Laundry Features Electric Dryer Hookup Main Level Washer Hookup
Total Bedrooms 5
Below Grade Finished Area 2612.0
Total Baths 5
Heating-Heat Pump True
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General
Sewer Septic Tank
Heating Heat Pump
Cooling Heat Pump Multi Units
Utilities Electricity Connected Sewer Connected Water Connected
Possession Close Of Escrow
Roof Dimensional Style Shingle
Appliances Dishwasher Microwave Oven Range Refrigerator
Garage Spaces 4.0
Patio/Porch Features Deck Patio
Architectural Style Contemporary
Pool Features In Ground
Construction Materials Stone Wood Siding
Year Built 1985
View Farm Rural
Levels One and One Half
Property Subtype Single Family Residence
Parcel Number 044-0000-042-00
Accessibility Accessible Common Area
County Clark
New Construction N
Property Type Residential
HOA N
Attached Garage N
Subdivision Name Rural
Garage Y/N Y
Other Structures Barn(s) Shed(s)
Total Rooms 2
Full Baths 5
Status Active
Directions From 627 to Old Boonesboro road to 3760 address. Gate code required to enter property.
High School GRC
City Winchester
High School District Clark County - 7
MLS Area 007 - Clark County
Lot Size Units Acres
Lot Size Square Feet 565408.8
Carport Y/N N
Elementary School CC Christian School(Legacy)
Land Lease Y/N N
Home Warranty Y/N N
Middle/Junior High School Robert Campbell
MLS Area Minor 007 - Clark County
Lease Considered Y/N N
Rent Control Y/N N
Structure Type House
Standard Status Active
Senior Community None
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Exterior
Fencing Other
Parking Features Attached Garage Detached Garage Driveway Garage Door Opener Garage Faces Rear Off Street
Lot Features Few Trees Landscaped Secluded
Water Source Public
Lot Size Area 12.98
Foundation Details Block Concrete Perimeter
Building Area Total 5666.0
Lot Size Acres 12.98
Lot Size Source Public Records
Waterfront Y/N N
Crops Included Y/N N
Horse Y/N Y
Irrigation Water Rights Y/N N
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Internal Only
Street Number 1 3760
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* Excluded Features
List By
Freedom Realty & Property Management

Broker

jwood9360@gmail.com

Email

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5440396 Elementary School
3291684 Middle School
GRC High School High School
Pricing History
DatePricePrice ChangeDescription
4/8/2026$1,290,000 Listed Price

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3760 Old Boonesboro Road, Winchester, KY, 40391 is a Single Family Home for sale at $1,290,000 with 5,666 sqft and a lot size of 12.98. 3760 Old Boonesboro Road has 5 bedrooms, 5.0 baths, and was built in 1985. The property's zip code is 40391 which is in Winchester, KY