2 N Main Street, Winchester, KY 40391

$1,575,000
Property Type: Residential Income Bedrooms: 37 Baths: 20 Square Footage: 26,124 Lot Size (sq. ft.): 9,583 Status: Active
Current Price: $1,575,000 List Date: 2/13/2026 Last Modified: 4/07/2026

Overview

Description

Major CAPEX in 2022 & 2024 — Facade transformation, fully restored and renovated. Current grossing $168,000 annual rent, with $4,000/month upside — beats the 1% rule! The Kerr Building, the largest downtown historical landmark, features structural repairs, new roofing, brick tuck-pointing, secure key-fob entrances, central HVAC, modern kitchens, updated baths, and new flooring. 18 LIHTC apartments and 2 renovated ground-floor offices totaling 20 income-producing units. Additional space at 4-10 Main Street offers a blank canvas for tenant improvements and added cash flow. Downtown Winchester is thriving — turn-key, stabilized, and priced to sell. Seize this opportunity!

Listing Details MLS# 25017572

Listing Information

Comp Sale YN
No

Status Change Information

Price Change Timestamp
2026-04-07T00:09:42Z
Status Change Timestamp
2026-02-13
Back on Market Date
2026-02-13

Address

County
Clark
Street Number
2
Street Direction Prefix
N
Street Name
Main
Street Suffix
Street
State
KY
Zip Code
40391
Directions
downtown main and broadway
Parcel Number
054-3209-018-020

Contract

Original List Price
1595000
Start Showing Date
2025-08-09
Listing Contract Date
2025-08-09
Listing Agreement
Exclusive Right To Sell
Owner Name
Kerr 1867, LLC
Owner Phone
8599133150
Occupant Type
Tenant
Office Exclusive YN
No
List Price/Acre
7159090.91
List Price/SqFt
60.29

Tax Legal

MLS Area Major
007 - Clark County
Subdivision Name
Downtown
High School District
Clark County - 7

Interior

Bedrooms Total
37
Bathrooms Total
20
Bathrooms Full
19
Bathrooms Half
Yes
Living Area
26124

More Information

Building

Year Built
9999
Stories Total
4

Lot

Lot Size Acres
0.22
Lot Size Square Feet
9583

Remarks

Public Remarks
Major CAPEX in 2022 & 2024 — Facade transformation, fully restored and renovated. Current grossing $168,000 annual rent, with $4,000/month upside — beats the 1% rule! The Kerr Building, the largest downtown historical landmark, features structural repairs, new roofing, brick tuck-pointing, secure key-fob entrances, central HVAC, modern kitchens, updated baths, and new flooring. 18 LIHTC apartments and 2 renovated ground-floor offices totaling 20 income-producing units. Additional space at 4-10 Main Street offers a blank canvas for tenant improvements and added cash flow. Downtown Winchester is thriving — turn-key, stabilized, and priced to sell. Seize this opportunity!

Showing Information

Showing Instructions
Please allow 24 hours' notice. Agent to accompany all showings.

Tax & Legal

Elementary School
Justice
Middle Or Junior School
Robert Campbell
High School
GRC
Tax Rate
0.123
Zoning Description
Business

Association/Community

Number Of Buildings
2
Number Of Units Total
20

Possession

Close Of Escrow
Yes

Property Features

Possession: Close Of Escrow
Listing Office: Tsubaki Group, LLC
Last Updated: April - 07 - 2026
Information deemed reliable but not guaranteed.