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.:
Multi Family
Built in ----
-- sqft lot
$-- Zestimate®
$61/sqft
$-- HOA
What's special
Facade transformationNew flooringNew roofingModern kitchensBrick tuck-pointingCentral hvacUpdated baths
- 123 days |
- 453 |
- 17 |
Zillow last checked: 8 hours ago
Listing updated: September 12, 2025 at 09:57am
Listed by:
Blanca Cheung 859-913-3150,
Tsubaki Group, LLC
Source: Imagine MLS,MLS#: 25017572
Tour with a local 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: MultiFamily
- Property subtype: Multi Family
Community & HOA
Community
- Subdivision: Downtown
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $61/sqft
- Date on market: 8/9/2025
Estimated market value
Not available
Estimated sales range
Not available
$1,127/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 8/9/2025 | Listed for sale | $1,595,000+433.4%$61/sqft |
Source: | ||
| 11/5/2011 | Listing removed | $299,000$11/sqft |
Source: Tom Goebel & Company Real Estate #1010415 Report a problem | ||
| 10/5/2011 | Price change | $299,000+278.5%$11/sqft |
Source: Tom Goebel & Company Real Estate #1010415 Report a problem | ||
| 10/4/2011 | Price change | $79,000-73.6%$3/sqft |
Source: Tom Goebel & Company Real Estate #1010415 Report a problem | ||
| 9/30/2011 | Price change | $299,000+278.5%$11/sqft |
Source: Tom Goebel & Company Real Estate #1010415 Report a problem | ||
Public tax history
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Est. payment
$9,681/mo
Principal & interest
$8153
Property taxes
$970
Home insurance
$558
Climate risks
Neighborhood: 40391
Nearby schools
GreatSchools rating
- 3/10Shearer Elementary SchoolGrades: K-4Distance: 0.5 mi
- 5/10Robert D Campbell Junior High SchoolGrades: 7-8Distance: 1.3 mi
- 6/10George Rogers Clark High SchoolGrades: 9-12Distance: 3 mi
Schools provided by the listing agent
- Elementary: Justice
- Middle: Robert Campbell
- High: GRC
Source: Imagine MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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