2 N Main Street Winchester, KY $ 1,595,000
2 N Main Street
$ 1,595,000
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2 N Main Street

Winchester, KY, 40391
$ 1,595,000
Bedrooms37 Baths19.1 Sq 26,124

Monthly Estimate*

$ 9,951

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Multi-Family Home for sale in Winchester, KY

for $1,595,000 with 37 bedrooms and 19 full baths, 1 half bath. This 26,124 square foot home was built on a lot size of 0.22.

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!

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Multi-Family Active

Price

$ 1,595,000

Bedrooms

37

Full Bath

19

Half Bath

1

Property Type

Multi-Family

Taxes

$ 0

Style

Residential Income

Lot Size

0.22

Town/City

Winchester

County/Region

Clark

MLS | Web ID

25017572

Features
General
Possession Close Of Escrow
Year Built 9999
Parcel Number 054-3209-018-020
County Clark
New Construction N
Property Type Residential Income
Subdivision Name Downtown
Full Baths 19
Status Active
Directions downtown main and broadway
High School GRC
City Winchester
High School District Clark County - 7
Zoning Description Business
Number Of Units Total 20
MLS Area 007 - Clark County
Lot Size Units Acres
Lot Size Square Feet 9583.0
Elementary School Justice
Land Lease Y/N N
Middle/Junior High School Robert Campbell
MLS Area Minor 007 - Clark County
Lease Considered Y/N N
Rent Control Y/N N
Standard Status Active
Senior Community None
Water Body Access Y/N None
Accessibility Features Y/N None
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Exterior
Lot Size Area 0.22
Number of Buildings 2
Building Area Total 26124.0
Lot Size Acres 0.22
Crops Included Y/N N
Irrigation Water Rights Y/N N
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Interior
Total Stories 4
Air Conditioning Y/N N
Heating Y/N N
Half Baths 1
Total Bedrooms 37
Total Baths 20
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Internal Only
Street Number 1 2
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* Excluded Features
List By
Tsubaki Group, Llc

Broker

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Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3289618 Elementary School
3291684 Middle School
GRC High School High School
Pricing History
DatePricePrice ChangeDescription
8/9/2025$1,595,000 Listed Price

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2 N Main Street, Winchester, KY, 40391 is a Multi-Family Home for sale at $1,595,000 with 26,124 sqft and a lot size of 0.22. 2 N Main Street has 37 bedrooms and 19.1 baths. The property's zip code is 40391 which is in Winchester, KY