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Street View
$1,575,000
Monthly Est:$7,839
37 Beds
- 20 Baths
19 full baths + 1 half bath
26,124sqft
2 N Main St, Winchester, KY 40391
$1,575,000
$7,839/moEst:
Get Pre-Approved
Multi Family
Built in 9999
$-- HOA
0.22 acre lot
$60/sq.ft
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 opportun...
- Houzeo last checked: 7 minutes ago
- Listing updated: April 7, 2026 at 12:10 am
- Listing Provided by: Blanca Cheung (859) 913-3150 | Tsubaki Group, LLC (859) 913-3150
- Source: Lexington Bluegrass AOR (Imagine) MLS-KY | MLS#: 25017572

Part of
Property Details
Status
Active
Type
Multi Family
No. of Stories
4
County
City
Neighborhood
--
Year Built
9999
HOA Fees
-
Finished Area
26,124 sqft
Lot Size
0.22 acre lot
Basement Area
- sqft
MLS Name
Lexington Bluegrass AOR (Imagine) MLS
MLS Number
25017572
MLS Status
Active
Days on Market
222
Cumulative Days on Market
197

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Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 37
Bathrooms: 20
Other Features
Subdivision Name
Downtown
Price History
| Date | Event | Price |
|---|---|---|
02/13/2026 Source: | Price Decreased | $1,575,000 -1.25% $60/sqft |
08/09/2025 Source: | Listed for Sale | $1,595,000 $61/sqft |
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Based on information from the IMAGINE MLS® through Sep 23, 2026, 05:30AM. Copyrighted by the Imagine MLS®. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data on this website is deemed reliable but is not guaranteed accurate by the MLS. © 2026 IMAGINE MLS®. All Rights Reserved.
Advertising Broker: Donna Mink | Mink Realty
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