For Sale
  • For Sale
  • For Lease
  • Recently Sold
  • Property Lookup
  • Brokers
The Largest CRE Database in the US with Over 1 Million Listings

2 N Main Street Winchester, KY 40391

View on Map
Claim this Listing
For Sale
$1,575,000

MULTI_FAMILY - Winchester, KY

Property size:
26,124 SF
Lot size:
0.22 Acres
Added:
Aug 9, 2025
Days on Market:
255
Last Refresh:
Apr 20 at 6:06 pm

Property Features for 2 N Main Street

General Information

Property type
Residential Multi Family
Property subtype
Other
Bedrooms
37
Bathrooms
20
Rooms
Bedroom 30, Bathroom 13, Bedroom 18, Bathroom 1, Bathroom 6, Bedroom 20, Bathroom 12, Bedroom 8, Bedroom 1, Bathroom 8, Bedroom 36, Bedroom 32, Bedroom 31, Bathroom 15, Bedroom 23, Bedroom 12, Bedroom 6, Bedroom 9, Bathroom 2, Bedroom 24, Bathroom 19, Bedroom 21, Bathroom 9, Bedroom 33, Bedroom 22, Bedroom 15, Bathroom 5, Bathroom 10, Bedroom 37, Bedroom 3, Bathroom 3, Bathroom 14, Bedroom 19, Bedroom 5, Bedroom 17, Bathroom 18, Bedroom 27, Bathroom 4, Bedroom 26, Bathroom 20, Bedroom 7, Bedroom 2, Bedroom 25, Bathroom 7, Bedroom 4, Bedroom 35, Bedroom 11, Bedroom 29, Bathroom 11, Bedroom 10, Bedroom 14, Bedroom 16, Bathroom 17, Bedroom 13, Bedroom 34, Bedroom 28, Bathroom 16
Standard status
Active
APN
054-3209-018-020
Size
26,124 SF
Lot size
0.22 Acres

Building Details

Floors in Building
4
Number of units
20

We can help!

Listing Contact
Blanca Cheung

Listing agent Blanca Cheung

Listing office Tsubaki Group, LLC 1118 Hancock Lane, Lexington, KY

Listing date Aug 9, 2025

MLS# 25017572 Listing URL

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.


Overview

Winchester Multifamily and Office Investment

This property, identified as the largest downtown historical landmark, underwent significant capital improvements in 2022 and 2024, including facade transformation, full restoration, and renovation. It currently generates $168,000 in annual rent with a potential upside of $4,000 per month. The Kerr Building features structural repairs, a new roof, brick tuck-pointing, secure key-fob entrances, central HVAC, modern kitchens, updated bathrooms, and new flooring. The property comprises 18 LIHTC apartments and 2 renovated ground-floor offices, totaling 20 income-producing units. Additional space at 4-10 Main Street provides an opportunity for tenant improvements and increased cash flow. Located in downtown Winchester, the property is positioned within a thriving area. The building has a total size of 26,124 square feet and is situated on a 0.22-acre lot.
Property Profile Insight Report Location Intelligence

Current Use by Public Records

Rifle City Records Music Venue Bluegrass Budokai Training Center High Speed Collectibles ... (Bike/Boat/Book/etc) Store

Suggested Use

Real Estate Agency Law Firm Restaurant Spa & Massage Center Dental Office Hair Salon Nail Salon Building Supply Gym & Fitness Center Skin Care Clinic

Zoning and permitted uses should be independently verified with local authorities.

Location Insight

  • Map
  • Local Demand
City
Winchester
County
Clark
State
Kentucky
Longitude
-84.177087
Latitude
37.99382

FAQs

What type of property is this?
Apartment building - Historical landmark with 18 apartments and 2 offices.
Where is this apartment building located?
The property is located at 2 N Main Street Winchester, KY.
What is the asking price?
The asking price for this property is $1,575,000.
What are key features of this property?
This property features: Significant CAPEX investments in 2022 & 2024, including facade transformation and full restoration.; Strong income potential: Current $168,000 annual rent with a $4,000/month upside, exceeding the 1% rule.; 20 income‑producing units: 18 LIHTC apartments and 2 renovated ground‑floor offices.
More about this property
Thanks! Your message was sent.
Error! Your message wasn't sent.
Please enter your name
Please enter email
Please enter the email in the correct format
Please enter phone
Please enter the number in the correct format
Please enter message