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    Triplex with Back Parking Title is generated by Realmo AI

    221 S Highland Street, Winchester, KY 40391

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    For Sale
    $239,000

    MULTI_FAMILY - Winchester, KY

    Property size:
    3,007 SF
    Lot size:
    0.16 Acres
    Price / SF:
    $79/SF
    Added:
    Jul 2, 2026
    Days on Market:
    3
    Last Refresh:
    Jul 4 at 7:06 pm

    Property Features for 221 S Highland Street

    General Information

    Property type
    Residential Multi Family
    Property subtype
    Other
    Zoning
    R-1C
    Bedrooms
    5
    Bathrooms
    3
    Rooms
    Bedroom 3, Bedroom 2, Bedroom 1, Bathroom 1, Bathroom 3, Bedroom 5, Bedroom 4, Laundry Room, Bathroom 2
    Parking
    5
    Standard status
    Active
    APN
    054-3012-016-00
    Size
    3,007 SF
    Lot size
    0.16 Acres

    Utilities

    Heating system
    Baseboard, Electric (Heating), Floor Furnace
    Cooling system
    Electric, Window Unit(s)

    Building Details

    Year built
    1930
    Floors in Building
    2
    Number of units
    3
    Roof type
    Shingle

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    Contact an agent
    Libby Vanmeter
    Libby Vanmeter

    Listing agent Libby Vanmeter

    Listing office Marshall Lane Real Estate - Lexington 1792 Alysheba Way #110, Lexington, KY

    Listing date Jul 2, 2026

    MLS# 26015897 Listing URL

    Copyright © 2026 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

    HighLights

    • Triplex near downtown Winchester with three separate units: main‑level 2BR/1BA, upstairs 2BR/1BA, and lower‑level 1BR/1BA
    • Current rents: main level $1,299/mo, upper unit $895/mo, and lower unit $799/mo when rented
    • Main level unit includes 2 bedrooms, 1 full bath, 2 living areas, a large eat‑in kitchen, and a laundry room
    • Upstairs unit features 2 bedrooms, 1 full bath, a living room, and an eat‑in kitchen
    • Lower level unit offers 1 bedroom, 1 full bathroom, a large living room, and an eat‑in kitchen
    • On‑site parking includes a carport plus a storage building

    Overview

    This for-sale triplex includes three separate residential units with defined living spaces and kitchens. The main level unit has two bedrooms, one full bathroom, two living areas, a large eat-in kitchen, and a laundry room. The upstairs unit offers two bedrooms, one full bathroom, a living room, and an eat-in kitchen. The lower level provides a one-bedroom, one full bathroom layout with a large living room and an eat-in kitchen. The property also includes a carport and a storage building, along with ample parking in the back.

    Located at 221 S Highland Street in Winchester, Kentucky, the property is described as being near downtown and close to everyday conveniences. Zoning is listed as R-1C, supporting its residential income use.

    For tenants or buyers seeking rental housing, the unit mix provides flexibility across two-bedroom and one-bedroom demand. Reported current rents are $1,299 per month for the main level unit, $895 per month for the upstairs unit, and $799 per month for the lower level when it is rented. With rear parking plus dedicated covered and storage improvements, the property’s configuration is practical for day-to-day tenant needs.
    Property Profile Location Intelligence

    Current Use by Public Records

    Triplexes

    Suggested Use

    Real Estate Agency Dental Office Spa & Massage Center Skin Care Clinic Hotel & Motel Law Firm Gym & Fitness Center Hair Salon Nail Salon Restaurant

    Zoning and permitted uses should be independently verified with local authorities.

    Location Insight

    • Map
    • Local Demand
    City
    Winchester
    County
    Clark
    State
    Kentucky
    Longitude
    -84.176817
    Latitude
    37.989228

    FAQs

    What type of property is this?
    Triplex - Three-unit triplex offering two-bedroom and one-bedroom layouts with rear parking, a carport, and storage.
    Where is this triplex located?
    The property is located at 221 S Highland Street Winchester, KY.
    What is the asking price?
    The asking price for this property is $239,000.
    What are key features of this property?
    This property features: Triplex near downtown Winchester with three separate units: main‑level 2BR/1BA, upstairs 2BR/1BA, and lower‑level 1BR/1BA; Current rents: main level $1,299/mo, upper unit $895/mo, and lower unit $799/mo when rented; Main level unit includes 2 bedrooms, 1 full bath, 2 living areas, a large eat‑in kitchen, and a laundry room
    More about this property
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