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.
Sold for $1,050,000
$1,050,000
3760 Old Boonesboro Rd, Winchester, KY 40391
5beds
5,666sqft
Single Family Residence
Built in 1985
12.98 Acres Lot
$1,050,300 Zestimate®
$185/sqft
$4,889 Estimated rent
Home value
$1,050,300
$956,000 - $1.16M
$4,889/mo
Zestimate® history
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List your homeWhat's special
Fully fenced yardSpacious kitchenHardwood floors throughoutRich woodwork
Zillow last checked:
Listing updated:
Listed by:
Joshua Wood 859-749-6293,
Freedom Realty & Property Management
Bought with:
Justine Broadway, 281313
Keller Williams Legacy Group
Source: Imagine MLS,MLS#: 26006697
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 5
Primary bedroom
- Level: First
Kitchen
- Level: First
Heating
- Heat Pump
Cooling
- Heat Pump, Multi Units
Appliances
- Included: Dishwasher, Microwave, Refrigerator, Oven, Range
- Laundry: Electric Dryer Hookup, Main Level, Washer Hookup
Features
- Breakfast Bar, Entrance Foyer, Eat-in Kitchen, Walk-In Closet(s), Ceiling Fan(s), Soaking Tub
- Flooring: Carpet, Ceramic Tile, Hardwood
- Windows: Blinds
- Basement: Exterior Entry,Finished,Walk-Up Access
- Number of fireplaces: 2
- Fireplace features: Basement, Family Room
Interior area
- Total structure area: 5,666
- Total interior livable area: 5,666 sqft
- Finished area above ground: 3,054
- Finished area below ground: 2,612
Property
Parking
- Total spaces: 4
- Parking features: Attached Garage, Detached Garage, Driveway, Garage Door Opener, Off Street, Garage Faces Rear
- Garage spaces: 4
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Accessible Common Area
Features
- Levels: One and One Half
- Has private pool: Yes
- Pool features: In Ground
- Fencing: Other
- Has view: Yes
- View description: Rural, Farm
Lot
- Size: 12.98 Acres
- Features: Landscaped, Secluded, Few Trees
Details
- Additional structures: Barn(s), Shed(s)
- Parcel number: 044000004200
- Horses can be raised: Yes
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Stone, Wood Siding
- Foundation: Block, Concrete Perimeter
- Roof: Dimensional Style,Shingle
Condition
- New construction: No
- Year built: 1985
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Electricity Connected, Sewer Connected, Water Connected
Community & neighborhood
Location
- Region: Winchester
- Subdivision: Rural
Price history
| Date | Event | Price |
|---|---|---|
| 6/1/2026 | Sold | $1,050,000-18.6%$185/sqft |
Source:  Imagine MLS #26006697 Report a problem | ||
| 4/24/2026 | Pending sale | $1,290,000$228/sqft |
Source: Imagine MLS #26006697 Report a problem | ||
| 4/8/2026 | Listed for sale | $1,290,000$228/sqft |
Source: Imagine MLS #26006697 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $3,568 +0.7% | $403,100 |
| 2023 | $3,544 | $403,100 +0.7% |
| 2022 | $3,544 +1% | $400,300 +0.7% |
| 2021 | $3,508 -0.5% | $397,600 |
| 2020 | $3,526 -0.5% | $397,600 |
| 2019 | $3,544 +0.7% | $397,600 |
| 2018 | $3,518 +1.5% | $397,600 |
| 2017 | $3,466 | $397,600 |
| 2016 | $3,466 | $397,600 |
| 2015 | $3,466 +4.7% | $397,600 +10% |
| 2013 | $3,312 | $361,600 -22.2% |
| 2011 | -- | $465,000 |
| 2010 | -- | $465,000 |
Find assessor info on the county website
Neighborhood: 40391
Nearby schools
GreatSchools rating
- 5/10Rev. Henry E. Baker Sr. Interm. SchoolGrades: 5-6Distance: 3.2 mi
- 5/10Robert D Campbell Junior High SchoolGrades: 7-8Distance: 2.1 mi
- 5/10George Rogers Clark High SchoolGrades: 9-12Distance: 0.4 mi
Schools provided by the listing agent
- Elementary: CC Christian School(Legacy)
- Middle: Robert Campbell
- High: GRC
Source: Imagine MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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$1,050,300
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$1,071,306
- Kentucky
- Clark County
- Winchester
- 40391
- 3760 Old Boonesboro Rd
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