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Street View
$239,000
Monthly Est:$1,190
6 Beds
- 3 Baths
3 full baths
3,007sqft
221 S Highland St, Winchester, KY 40391
$239,000
$1,190/moEst:
Get Pre-Approved
Triplex
Built in 1930
$-- HOA
0.16 acre lot
$79/sq.ft
Description
Excellent investment opportunity!!! A triplex near downtown Winchester. Close to everything. The main level features a unit with 3 bedrooms, 1 full bath, 2 living areas, a large eat-in kitchen and a laundry room. The upstairs unit features 2 bedrooms, 1 full bath, a living room, and an eat-in kitchen. The lower level features a 1 bedroom, 1 full bathroom, a large living room and an eat-in kitchen. The main level unit rents for $1299 per month. The upper unit rents for $895 per month. When the lower level is rented it rents for $799 per month. You will find plenty of parking in the back. There is a carport and storage building that also goes with this property.
- Houzeo last checked: 4 hours ago
- Listing updated: July 24, 2026 at 12:23 am
- Listing Provided by: Libby VanMeter (859) 771-4811 | Marshall Lane Real Estate - Lexington (502) 682-1226
- Source: Lexington Bluegrass AOR (Imagine) MLS-KY | MLS#: 26015897

Part of
Property Details
Status
Pending
Type
Multi Family
No. of Stories
2
County
City
Neighborhood
--
Year Built
1930
HOA Fees
-
Finished Area
3,007 sqft
Lot Size
0.16 acre lot
Basement Area
- sqft
MLS Name
Lexington Bluegrass AOR (Imagine) MLS
MLS Number
26015897
MLS Status
Pending
Days on Market
90
Cumulative Days on Market
9

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 6
Bathrooms: 3
Interior
Cooling
Electric, Window Unit(s)
Heating
Baseboard, Electric, Floor Furnace, Other
Construction
Year Built
Year Built: 1930
Home type
Triplex
Roof
Shingle
Utilities & Energy
Laundry Features
Electric Dryer Hookup, Washer Hookup
Other Features
Subdivision Name
Downtown
Community Features
Park, Pool, Tennis Court(s)
Price History
| Date | Event | Price |
|---|---|---|
07/24/2026 Source: | Pending | $239,000 $79/sqft |
07/02/2026 Source: | Price Decreased | $239,000 -0.38% $79/sqft |
04/01/2026 Source: | Price Decreased | $239,900 -3.62% $80/sqft |
01/12/2026 Source: | Price Increased | $248,900 +1.01% $83/sqft |
01/12/2026 Source: | Price Decreased | $246,400 -4.31% $82/sqft |
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Based on information from the IMAGINE MLS® through Sep 30, 2026, 11:15AM. 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









