# 32 Jackson Street, Winchester, KY 40391

> **TL;DR:** 3bd/1ba single family, $189,000 ($164/sqft), built 1940, 1,152 sqft.
> Hardwood, A/C. Est. $1,011/mo. Listed 64 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $189,000 |
| Price/sqft | $164 |
| Bedrooms | 3 |
| Bathrooms | 1 full |
| Square Feet | 1,152 |
| Year Built | 1940 |
| Lot Size | 7,841 sqft (0.18 acres) |
| Stories | 1 |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 64 |

## Why This Home Stands Out

- **Hardwood Floors** - Hardwood flooring listed

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $956 |
| Estimated Insurance | $55 |
| **Total** | **$1,011** |

## Nearby Schools

- **Elementary:** Shearer
- **Middle:** Conkwright(Legacy)
- **High:** GRC

## Key Amenities

- Hardwood
- A/C

## Property Highlights

- Built in 1940
- 0.18 acre lot

## Description

### Agent Description
This beautiful home is located just minutes from historic downtown Winchester. It has 3 spacious bedrooms and 1 full bath. The home has a new roof. When you walk out back you will find an oversized garage. The huge backyard is all fenced in. Make an appointment to tour this one before it's gone.

## Location

- **Address:** 32 Jackson Street, Winchester, KY 40391
- **County:** Clark
- **Coordinates:** 37.992486, -84.170129
- **Google Maps:** https://www.google.com/maps?q=37.992486,-84.170129

## Listing Agent

- **Name:** Dale Hatton
- **Brokerage:** Dream Maker Realty, LLC
- **Phone:** 8595560330
- **Broker Phone:** 859-585-9993
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/32-Jackson-St_Winchester_KY_40391_M32828-40864?f=listhub&s=LBARKY&m=26020135&c=propsimple)

## Photos

![32 Jackson Street - Photo 1](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f201219530r.jpg)

![32 Jackson Street - Photo 2](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f2688971848r.jpg)

![32 Jackson Street - Photo 3](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f2296749424r.jpg)

![32 Jackson Street - Photo 4](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f3428953049r.jpg)

![32 Jackson Street - Photo 5](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f2980006958r.jpg)

![32 Jackson Street - Photo 6](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f3030190429r.jpg)

![32 Jackson Street - Photo 7](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f2102004572r.jpg)

![32 Jackson Street - Photo 8](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f502936078r.jpg)

![32 Jackson Street - Photo 9](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f4016282179r.jpg)

![32 Jackson Street - Photo 10](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f136078560r.jpg)

![32 Jackson Street - Photo 11](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f1954706477r.jpg)

![32 Jackson Street - Photo 12](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f3990916692r.jpg)

![32 Jackson Street - Photo 13](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f1844300281r.jpg)

![32 Jackson Street - Photo 14](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f3376423910r.jpg)

![32 Jackson Street - Photo 15](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f1936625686r.jpg)

![32 Jackson Street - Photo 16](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f3727954727r.jpg)

![32 Jackson Street - Photo 17](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f2028746029r.jpg)

![32 Jackson Street - Photo 18](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f2220173904r.jpg)

![32 Jackson Street - Photo 19](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f1024871417r.jpg)

![32 Jackson Street - Photo 20](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f277812183r.jpg)

![32 Jackson Street - Photo 21](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f2404399761r.jpg)

![32 Jackson Street - Photo 22](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f1323783062r.jpg)

![32 Jackson Street - Photo 23](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f65450459r.jpg)

![32 Jackson Street - Photo 24](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f2491792092r.jpg)

![32 Jackson Street - Photo 25](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f1410333579r.jpg)

![32 Jackson Street - Photo 26](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f2568568403r.jpg)

![32 Jackson Street - Photo 27](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f3834978487r.jpg)

![32 Jackson Street - Photo 28](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f3353886404r.jpg)

![32 Jackson Street - Photo 29](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f1410333579r.jpg)

![32 Jackson Street - Photo 30](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f2491792092r.jpg)

![32 Jackson Street - Photo 31](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f3353886404r.jpg)

![32 Jackson Street - Photo 32](http://lh.rdcpix.com/b6e21b6ebfb4e2c93e3d054bf2d92aa9l-f638377307r.jpg)

---

**MLS#:** 26020135 | **Updated:** 2026-09-28
**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.ai/listing/32-jackson-street-winchester-ky-40391-26020135)

---

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