16 N Main Street, Winchester, KY 40391

$299,999
Property Type: Commercial Sale Square Footage: 2,310 Lot Size (sq. ft.): 7,841 Status: Active
Current Price: $299,999 List Date: 2/02/2026 Last Modified: 4/08/2026

Overview

Description

The building may be old, but everything about it is new! That includes a new roof, 4 new skylights, exposed beams, new hardwood floors throughout, plumbed for 4 bathrooms, laundry room and back office with a window looking into the main space. All of the electrical and plumbing has been done as well. This property boasts the largest back parking lot in the Downtown area making parking for customers and staff a dream. There are numerous grants available as well for this property. Winchester wants your business! 7 new, high-end apartments are going in across the street, there are 5 delicious restaurants on this block, and numerous shops, and the Leeds Center for the Arts is also across the street. Property Highlights: -Recently renovated with a new roof, 4 new skylights, exposed beams, new hardwood floors, new plumbing and new electrical. -Winchester periodically offers numerous building and business grants to kick start your new business. -The property is located directly across from ...

Listing Details MLS# 25001584

Listing Information

Comp Sale YN
No
Property Sub Type
Retail

Status Change Information

Price Change Timestamp
2025-10-29T15:11:25Z
Status Change Timestamp
2026-02-02
Back on Market Date
2026-02-02

Address

County
Clark
Street Number
16
Street Direction Prefix
N
Street Name
Main
Street Suffix
Street
State
KY
Zip Code
40391
Parcel Number
054-3209-015-00

Contract

Original List Price
324900
Start Showing Date
2025-01-30
Listing Contract Date
2025-01-30
Listing Agreement
Exclusive Right To Sell
Occupant Type
Vacant
Office Exclusive YN
No
List Price/SqFt
129.87

Tax Legal

MLS Area Major
007 - Clark County
Subdivision Name
Commercial

Interior

Living Area
2310
Living Area Units
Square Feet
Building Area Total
2310
Building Area Source
Public Records
Building Area Units
Square Feet

More Information

Building

Year Built
9999
Stories Total
Yes
Accessibility Features YN
Yes

Lot

Lot Size Acres
0.18
Lot Size Square Feet
7841

Remarks

Public Remarks
The building may be old, but everything about it is new! That includes a new roof, 4 new skylights, exposed beams, new hardwood floors throughout, plumbed for 4 bathrooms, laundry room and back office with a window looking into the main space. All of the electrical and plumbing has been done as well. This property boasts the largest back parking lot in the Downtown area making parking for customers and staff a dream. There are numerous grants available as well for this property. Winchester wants your business! 7 new, high-end apartments are going in across the street, there are 5 delicious restaurants on this block, and numerous shops, and the Leeds Center for the Arts is also across the street. Property Highlights: -Recently renovated with a new roof, 4 new skylights, exposed beams, new hardwood floors, new plumbing and new electrical. -Winchester periodically offers numerous building and business grants to kick start your new business. -The property is located directly across from a brand-new apartment building and is surrounded by retail and restaurants. -The property boasts the largest back parking lot in the downtown area

Building and Property Details

Retail SqFt
2310

Tax & Legal

Tax Rate
0.126
Zoning
Other
Zoning Description
B-2
Directions
Winchester, KY is conveniently situated just 18 miles east of Lexington and, with proximity to I-64, provides quick access to the larger city's amenities. Downtown Winchester is home to a variety of beloved local establishments, including the historic Leeds Center for the Arts, La Trattoria, Loma's, The Hall Coffee & Social Club, and several small shops.

Association/Community

Number Of Buildings
1

Construction Materials

Brick
Yes
Glass
Yes

Parking Features

On Site
Yes
Paved
Yes

Possession

Close Of Escrow
Yes

Special Listing Conditions

Standard
Yes

Building Features

Other Flooring Type
Yes
Wood Flooring
Yes

Business Type

Commercial
Yes
Retail
Yes

Existing Lease Type

None
Yes

Sale Includes

Building(s)
Yes
Land
Yes

Showing Requirements

Call Listing Agent
Yes

Property Features

Building Features: Other Flooring Type; Wood Flooring Business Type: Commercial; Retail Construction Materials: Brick; Glass Existing Lease Type: None Parking Features: On Site; Paved Possession: Close Of Escrow Sale Includes: Building(s); Land Special Listing Conditions: Standard Showing Requirements: Call Listing Agent
Listing Office: Block + Lot Homes
Last Updated: April - 08 - 2026
Information deemed reliable but not guaranteed.