3760 Old Boonesboro Road, Winchester, KY 40391 (MLS# 26006697)

3760 Old Boonesboro Road, Winchester, KY 40391

$1,050,000

Breakfast area in kitchen overlooking the pool and back yard

Third bathroom on first level with outside access to pool area

Basement bedroom area with walk up access

Second level open area that walks out to overlook of pool

Property Type: Residential Bedrooms: 5 Baths: 5 Square Footage: 5,666 Lot Size (sq. ft.): 565,409 Status: Closed

Current Price: $1,050,000 List Date: 4/08/2026 Last Modified: 6/01/2026

Overview

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 ... (Read more)

Listing Details MLS# 26006697

Listing Information

Comp Sale YN: No
Property Sub Type: Single Family Residence

Status Change Information

Status Change Timestamp: 2026-06-01
Purchase Contract Date: 2026-04-23
Close Date: 2026-06-01
Close Price: 1050000
Buyer Financing: Conventional
Sale Type: Arms Length Sale

Address

County: Clark
Street Number: 3760
Street Name: Old Boonesboro
Street Suffix: Road
State: KY
Zip Code: 40391
Directions: From 627 to Old Boonesboro road to 3760 address. Gate code required to enter property.
Parcel Number: 044-0000-042-00
Tax District: Clark

Contract

Original List Price: 1290000
Start Showing Date: 2026-04-01
Listing Contract Date: 2026-04-08
Listing Agreement: Exclusive Right To Sell
Occupant Type: Vacant
Office Exclusive YN: No
List Price/SqFt: 227.67
Sold Price/SqFt: 185.32
SP/LP: 0.81

Tax Legal

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

Interior

Bedrooms Total: 5
Bathrooms Total: 5
Bathrooms Full: 5
Above Grade Finished Area: 3054
Below Grade Finished Area: 2612
Living Area: 5666
Living Area Source: Public Records
Basement YN: Yes
Fireplace YN: Yes
Fireplaces Total: 2
Bathrooms Half: 0
Above Grade Unfinished Area: 0
Below Grade Unfinished Area: 0

More Information

Parking Information

Garage YN: Yes
Garage Spaces: 4
Carport YN: No

Building

Year Built: 1985
Home Warranty YN: No
Accessibility Features YN: Yes

Lot

Lot Size Source: Public Records
Lot Size Acres: 12.98
Lot Size Square Feet: 565408.8
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
Sewer Connected: Yes
Water Connected: Yes

Remarks

Public Remarks: 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.

Amenity Fee Details

Amenity Fee YN: No

Showing Information

Showing Instructions: Sentrilock on back door near pool. Key to house and detached garage in lock. Must schedule all showings via Showingtime. Pls lock doors and turn off lights. Thank you for showing! Gate code is 6463#

Room Types

Kitchen Level: First
Primary Bedroom Level: First
Kitchen: Yes
Primary Bedroom: Yes

Currently Not Used

List Price/Acre: 99383.67

Tax & Legal

Elementary School: CC Christian School(Legacy)
Middle Or Junior School: Robert Campbell
High School: GRC
Tax Rate: 0.961

Association/Community

Association YN: No

Accessibility Features

Accessible Common Area: Yes

Appliances

Dishwasher: Yes
Microwave: Yes
Oven: Yes
Range: Yes
Refrigerator: Yes

Architectural Style

Contemporary: Yes

Attic Features

Pull-Down Stairs: Yes

Basement

Exterior Entry: Yes
Finished: Yes
Walk-Up Access: Yes

Construction Materials

Stone: Yes
Wood Siding: Yes

Cooling

Heat Pump: Yes
Multi Units: Yes

Fencing

Other: Yes

Fireplace Features

Basement: Yes
Family Room: Yes

Flooring

Carpet: Yes
Ceramic Tile: Yes
Hardwood: Yes

Foundation Details

Block: Yes
Concrete Perimeter: Yes

Heating

Heat Pump: Yes

Horse Amenities

Barn: Yes

Interior Features

Breakfast Bar: Yes
Ceiling Fan(s): Yes
Eat-in Kitchen: Yes
Entrance Foyer: Yes
Primary First Floor: Yes
Soaking Tub: Yes
Walk-In Closet(s): Yes

Laundry Features

Electric Dryer Hookup: Yes
Main Level: Yes
Washer Hookup: Yes

Levels

One and One Half: Yes

Lot Features

Few Trees: Yes
Landscaped: Yes
Secluded: Yes

Other Structures

Barn(s): Yes
Shed(s): Yes

Parking Features

Attached Garage: Yes
Detached Garage: Yes
Driveway: Yes
Garage Door Opener: Yes
Garage Faces Rear: Yes
Off Street: Yes

Patio And Porch Features

Deck: Yes
Patio: Yes

Possession

Close Of Escrow: Yes

Private Pool Features

In Ground: Yes

Roof

Dimensional Style: Yes
Shingle: Yes

Sewer

Septic Tank: Yes

Structure Type

House: Yes

View

Farm: Yes
Rural: Yes

Water Heater

Electric: Yes

Water Source

Public: Yes

Window Features

Blinds: Yes

Showing Requirements

Call Listing Agent: Yes
Showing Service: Yes

Property Features

Utilities: Electricity Connected; Sewer Connected; Water Connected; Electricity Connected; Sewer Connected; Water Connected Accessibility Features: Accessible Common Area Appliances: Dishwasher; Microwave; Oven; Range; Refrigerator Architectural Style: Contemporary Attic Features: Pull-Down Stairs Basement: Exterior Entry; Finished; Walk-Up Access Construction Materials: Stone; Wood Siding Cooling: Heat Pump; Multi Units Fencing: Other Fireplace Features: Family Room Flooring: Carpet; Ceramic Tile; Hardwood Foundation Details: Block; Concrete Perimeter Heating: Heat Pump Horse Amenities: Barn Interior Features: Breakfast Bar; Ceiling Fan(s); Eat-in Kitchen; Entrance Foyer; Primary First Floor; Soaking Tub; Walk-In Closet(s) Laundry Features: Electric Dryer Hookup; Main Level; Washer Hookup Levels: One and One Half Lot Features: Few Trees; Landscaped; Secluded Other Structures: Barn(s); Shed(s) Parking Features: Attached Garage; Detached Garage; Driveway; Garage Door Opener; Garage Faces Rear; Off Street Patio And Porch Features: Deck; Patio Possession: Close Of Escrow Private Pool Features: In Ground Roof: Dimensional Style; Shingle Sewer: Septic Tank Structure Type: House View: Farm; Rural Water Heater: Electric Water Source: Public Window Features: Blinds Showing Requirements: Call Listing Agent; Showing Service Room Types: Kitchen; Primary Bedroom

Room Information

Room Name	Level
Primary Bedroom	First
Kitchen	First

Documents

Sellers Disclosure Of Property Condition ›

Owner Improvements ›

Map ›

Listing Office: Freedom Realty & Property Management

Last Updated: June - 01 - 2026

Information deemed reliable but not guaranteed.