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!
For sale
$1,595,000
2 N Main St, Winchester, KY 40391
37beds
26,124sqft
Est.:
SingleFamily
Built in ----
9,583.2 Square Feet Lot
$1,478,400 Zestimate®
$61/sqft
$-- HOA
What's special
Facade transformationNew flooringNew roofingModern kitchensBrick tuck-pointingCentral hvacUpdated baths
- 7 days
- on Zillow |
- 818 |
- 33 |
Zillow last checked: 7 hours ago
Listing updated: August 09, 2025 at 09:13am
Listed by:
Blanca Cheung 859-913-3150,
Tsubaki Group, LLC
Source: Imagine MLS,MLS#: 25017572

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 37
- Bathrooms: 20
- Full bathrooms: 19
- 1/2 bathrooms: 1
Interior area
- Total structure area: 26,124
- Total interior livable area: 26,124 sqft
Property
Lot
- Size: 9,583.2 Square Feet
Details
- Parcel number: 0543209018020
- Zoning description: Business
Construction
Type & style
- Home type: SingleFamily
Community & HOA
Community
- Subdivision: Downtown
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $61/sqft
- Date on market: 8/9/2025
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