409 N Main Street Winchester, KY $ 199,000
409 N Main Street
$ 199,000
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409 N Main Street

Winchester, KY, 40391
$ 199,000
Bedrooms-- Baths-- Sq 300

Monthly Estimate*

$ 1,225

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Commercial Property for sale in Winchester, KY

for $199,000. This 300 square foot building was built in 1965 on a lot size of 0.23.

Prime Main Street Commercial Opportunity - Purchase Individually or Together Take advantage of a rare opportunity to own two adjacent commercial properties in a high-visibility Main Street location in Winchester, just minutes from downtown with quick access to the interstate. The primary property features a fully renovated, turn-key commercial building with modern finishes, retail storefront appeal, and flexible office layout—ideal for retail, professional office, medical/wellness, or service-based businesses. Highlights include a drive-thru window, two restrooms, former kitchen area, and a bright, open interior ready for immediate use. The adjacent sister property offers a large metal shop/garage with concrete flooring, providing additional space for business operations, workshop use, storage, or expanded parking. Was previously used as a mechanics shop and small auto sales lot. Together, these properties create a unique opportunity for: Owner-users needing both front-facing business space + operational/storage space Investors seeking multiple income streams Businesses looking to expand with room to grow Purchase separately or combine for maximum potential and flexibility. Photos 29-36 are to sister property MLS 26008407

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Commercial Active

Price

$ 199,000

Property Type

Commercial

Taxes

$ 0

Style

Business

Lot Size

0.23

Year Built

1965

Town/City

Winchester

County/Region

Clark

MLS | Web ID

26008406

Features
General
Sewer Public Sewer
Heating Other
Cooling Window Unit(s)
Utilities Electricity Connected Natural Gas Available Phone Available Sewer Connected Water Connected
Possession Close Of Escrow
Roof Flat Metal
Zoning Other
Construction Materials Block
Year Built 1965
Property Subtype Business
Parcel Number 053401802500
Business Type Retail Professional/Office Commercial
County Clark
New Construction N
Property Type Commercial Sale
Attached Garage N
Subdivision Name Downtown
Building Features Vinyl Flooring Tile/Brick Floor
Status Active
Directions From downtown turn onto Main Street heading north. Property will be on the right
City Winchester
Zoning Description B-3
MLS Area 007 - Clark County
Lot Size Units Acres
Lot Size Square Feet 10018.8
Land Lease Y/N N
MLS Area Minor 007 - Clark County
Lease Considered Y/N N
Rent Control Y/N N
Virtual Tour https://player.vimeo.com/video/1184369928?byline=0&title=0&owner=0&name=0&logos=0&profile=0&profilepicture=0&vimeologo=0&portrait=0
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Senior Community None
Water Body Access Y/N None
Accessibility Features Y/N None
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Exterior
Parking Features On Site Paved
Total Parking 10.0
Lot Size Area 0.23
Number of Buildings 1
Building Area Total 1308.0
Lot Size Acres 0.23
Crops Included Y/N N
Irrigation Water Rights Y/N N
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Interior
Total Stories 1
Basement (Y/N) N
Air Conditioning Y/N Y
Heating Y/N Y
Total Baths 0
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Internal Only
Street Number 1 409
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* Excluded Features
List By
Keller Williams Legacy Group

Broker

Affordability Calculator

$1,225
Per Month
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Monthly Principal & Interest
$1,225
Monthly Property Taxes
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Monthly Home Insurance
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Default based on a 30-year fixed rate of 6.25% 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
458656 Elementary School
458772 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
4/19/2026$199,000 Listed Price

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409 N Main Street, Winchester, KY, 40391 is a Commercial Property for sale at $199,000 with 300 sqft and a lot size of 0.23. 409 N Main Street was built in 1965. The property's zip code is 40391 which is in Winchester, KY