# 18 N Main Street, Winchester, KY 40391

> **TL;DR:** commercial, $250,000 ($58/sqft), 4,300 sqft.
> A/C. Est. $1,083/mo. Listed 394 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $250,000 |
| Price/sqft | $58 |
| Square Feet | 4,300 |
| Lot Size | 5,227 sqft (0.12 acres) |
| Stories | 3 |
| Property Type | Commercial (Other) |
| Status | For Sale |
| Days on Market | 394 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $1,083 |
| **Total** | **$1,083** |

## Key Amenities

- A/C

## Property Highlights

- 0.12 acre lot
- 3 stories
- 10 parking spaces

## Description

### Agent Description
Incredible opportunity to own a building in downtown Winchester! This building had a major renovation when the current owners bought it: new roof, new storefront, and new electrical, plumbing, and HVAC on the main level. Walking in, you are greeted by tile, original hardwood floors, exposed brick, and shiplap walls; tin ceilings have beautiful detail. In addition to retail space the downstairs has 1 full bathroom, 1 half bathroom, 6 dressing rooms, storage room, Back door entrance with access to back parking lot and upstairs access. Upstairs, there is an opportunity to update and make a live work space or additional business with a separate entrance. This building has it all!! Located across from the new luxury apartments, Leeds Theater, and next to established businesses and restaurants. Located in an opportunity zone, there are grants available for renovation work. Call to schedule your private showing today and see all this building has to offer!

## Location

- **Address:** 18 N Main Street, Winchester, KY 40391
- **County:** Clark
- **Neighborhood:** Downtown
- **Coordinates:** 37.994163, -84.177127
- **Google Maps:** https://www.google.com/maps?q=37.994163,-84.177127

## Listing Agent

- **Name:** Lucy Martin Jenkins
- **Brokerage:** United Real Estate Bluegrass
- **Phone:** 8597714088
- **Email:** lucy@simplysoldky.com

## Primary Photo

![18 N Main Street - Primary Photo](http://lh.rdcpix.com/8be96be25b1c4c1cd74a24f1284ce933l-f879797671r.jpg)

*20 total photos available on [listing page](https://www.propertysimple.com/listing/18-n-main-street-winchester-ky-40391-25004978)*

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**MLS#:** 25004978 | **Updated:** 2026-04-25
**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/18-n-main-street-winchester-ky-40391-25004978)

---

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