# 3760 Old Boonesboro Road, Winchester, KY 40391

> **TL;DR:** 5bd/5ba single family, $1,290,000 ($228/sqft), built 1985, 5,666 sqft.
> Pool, Fireplace, Hardwood, A/C. Est. $5,590/mo. Listed 1 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,290,000 |
| Price/sqft | $228 |
| Bedrooms | 5 |
| Bathrooms | 5 full |
| Square Feet | 5,666 |
| Year Built | 1985 |
| Lot Size | 565,409 sqft (12.98 acres) |
| Stories | 2 |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 1 |

## Why This Home Stands Out

- **Pool** - Private pool
- **Hardwood Floors** - Throughout the home

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $5,590 |
| **Total** | **$5,590** |

## Nearby Schools

- **Elementary:** CC Christian School(Legacy)
- **Middle:** Robert Campbell
- **High:** GRC

## Key Amenities

- Pool
- Fireplace
- Hardwood
- A/C

## Property Highlights

- Built in 1985
- 12.98 acre lot
- 2 stories
- Private pool
- Fireplace

## Description

### Agent 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.

## Location

- **Address:** 3760 Old Boonesboro Road, Winchester, KY 40391
- **County:** Clark
- **Neighborhood:** Rural
- **Coordinates:** 37.956664, -84.219064
- **Google Maps:** https://www.google.com/maps?q=37.956664,-84.219064

## Listing Agent

- **Name:** Joshua Wood
- **Brokerage:** Freedom Realty & Property Management
- **Phone:** 8597496293
- **Email:** jwood9360@gmail.com

## Primary Photo

![3760 Old Boonesboro Road - Primary Photo](http://lh.rdcpix.com/55dd39949191b781c256e71f7cf3d368l-f555783228r.jpg)

*102 total photos available on [listing page](https://www.propertysimple.com/listing/3760-old-boonesboro-road-winchester-ky-40391-26006697)*

---

**MLS#:** 26006697 | **Updated:** 2026-04-24
**Source:** listhub

*Copyright © 2026 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/3760-old-boonesboro-road-winchester-ky-40391-26006697)

---

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