2 N Main Street, Winchester, KY 40391
Local realty services provided by:ERA Select Real Estate
2 N Main Street,Winchester, KY 40391
$1,595,000
- 37 Beds
- 20 Baths
- 26,124 sq. ft.
- Multi-family
- Active
Listed by: blanca cheung
Office: tsubaki group, llc.
MLS#:25017572
Source:KY_LBAR
Price summary
- Price:$1,595,000
- Price per sq. ft.:$61.05
About this home
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!
Contact an agent
Home facts
- Year built:9999
- Listing ID #:25017572
- Added:82 day(s) ago
- Updated:November 15, 2025 at 05:47 PM
Rooms and interior
- Bedrooms:37
- Total bathrooms:20
- Full bathrooms:19
- Half bathrooms:1
- Living area:26,124 sq. ft.
Structure and exterior
- Year built:9999
- Building area:26,124 sq. ft.
- Lot area:0.22 Acres
Schools
- High school:GRC
- Middle school:Robert Campbell
- Elementary school:Justice
Finances and disclosures
- Price:$1,595,000
- Price per sq. ft.:$61.05
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