For Sale95d on marketHistoric · 138 yrs
218 S Maple St
Winchester, KY, 40391 • 40391 • Clark County
$875,000
$146/sqft
-$75,000 since Jan 29, 2026
Down payment assistance available
5Beds
5Baths
6,000Sqft
1 acLot
1888Built
Property DNA
City Views
City
Character Home
Built 1888 · 138 years of history
Tile & Hardwood Floors
Quality flooring throughout
This home is getting attention
Listed 95 days ago · 248 views · 4 saves
Market activity
Demand and pricing signals for this listing
248 views
People checking out this listing
4 saves
Buyers have saved this home
95 days on market
Established listing
$146/sqft
Price per square foot
About this home
Multi Family · Built 1888 · Historic
Historic downtown Winchester landmark offering exceptional flexibility and potential. Formerly known as the Old South Inn, this unique property features commercial or residential use, two full upstairs apartments for income or living space, approx. 25 parking spaces, a detached three-car garage, and a beautiful open lawn with spacious greenspace. Ideal for a business with rental income, live-work setup, or conversion into a stunning historic home. Endless possibilities in a location that has exceptional access to Lexington as well as Eastern Kentucky.
Estimated monthly payment
Based on current rates
$5,707/month
Principal & Interest$4,540
Property Tax$875
Insurance$292
Down payment20% ($175,000)
3%50%
Est. 6.75% rate · 30yr fixed · $700,000 loan
Full calculator →At a glance
Key facts and listing details
TypeMultiFamily
Year Built1888
ParkingGarage - Detached
Days on Zillow95 Days
Price/sqft$146
Property
Home typeMulti Family
Year built1888
Systems
RoofOther
Parking & Outdoor
ParkingGarage - Detached
BasementUnfinished
Lot1 Acres
Location & Tax
Neighborhood40391
Bathrooms & Fees
Full baths2
Features & details
5 categories of property features
Interior Features
Appliances
Dishwasher
Microwave
Range / Oven
Refrigerator
Flooring
Tile
Carpet
Concrete
Hardwood
Exterior Features
Exterior
Stone
Vinyl
Brick
Cement / Concrete
Parking
Garage - Detached
Views
City
Room details
6 rooms detailed
Dining Room
Family Room
Library
Master Bath
Office
Recreation Room
Listing insights
Market data and value estimates
StatusFor Sale
Days on market95
Est. value$780,600
Est. rent$1,568/mo
Tax rate0.73%
Price/sqft$146
On marketJan 9, 2026
PostedJan 9, 2026
Tour days6
Views248
Favorites4
How are the schools in Winchester?
3 schools rated nearby
Location
Winchester, KY, 40391
Price history
2 events
DateEventPrice$/sqftSource
Jan 29, 2026Price Change$875,000$146Owner
Jan 9, 2026Listed For Sale$950,000$158Owner
Price Change$875,000
Jan 29, 2026•$146/sqft•Owner
Listed For Sale$950,000
Jan 9, 2026•$158/sqft•Owner
Nearby homes
Neighborhood details
Local context around this listing
Winchester, KY • Clark County
Nearby cities
Winchester
Nearby zip codes
4039140392
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