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Debra Bray
REALTOR®
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265 S Highland Street, Winchester, KY 40391

$479,000
  • 265 S Highland Street, Winchester, KY 40391 Main Photo

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Active Price Reduced by $26,000 on April 12th, 2026
BEDS8 BATHS4 full SQUARE FEET5,058 MLS#26004961
STATUS PROPERTY TYPEMulti Unit - Multiple SUBDIVISIONDowntown SCHOOLClark County - 7

Property Description

Great investment opportunity in downtown Winchester! This spacious quadplex has been updated throughout and offers a true turn-key multi-family property. Each unit features two bedrooms, one bathroom, a full kitchen, and its own private laundry area. Utilities are separately metered, allowing tenants to handle their own services and helping keep operating costs manageable. With a total of 8 bedrooms, 4 bathrooms, and approximately 5058 square feet, this property provides strong rental potential in a convenient location close to downtown shopping, dining, and local amenities. The units are clean, well-maintained, and ready for new tenants, making this an excellent option for investors seeking a solid income-producing property. Schedule your showing today before this opportunity is gone!

265 S Highland Street | MLS# 26004961

This multi-family property located at 265 S Highland Street, Winchester, KY 40391 is currently listed for sale with an asking price of $479,000. S Highland Street is located within the Clark County - 7 school district. Search Winchester real estate on dbray.salliedavidson.com today.

Property Features

Property Type: Multi Unit - Multiple
Cooling: Central Air
Fuel Type: Electric
Heating: Electric
Lot Size: 0.14 Acres
Roof Type: Shingle
Year Built: 1940

Feature Descriptions

Days on Site: 34
Laundry: Electric Dryer Hookup, Washer Hookup
Laundry Features: Electric Dryer Hookup, Washer Hookup
Lot Dimensions: 0.140 acre(s)
Parcel #: 054-4004-023-00
Parking Notes: Off Site
Structure Type: Quadruplex

Local Schools

High School: GRC
Middle School: Robert Campbell
Elementary School: Conkwright
School District: Clark County - 7

Listed By / Shown By

Listed By

Agency Name: RE/MAX Elite Lexington

Shown By

Agent Name: Debra Bray
Agent Phone:
Agency Title: SALLIE DAVIDSON, REALTORS

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Estimated Payment

$ 1,860.45 per month $1,720.74 Principal & Interest $0.00 Property Tax (data not provided by mls) $139.71 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/17/2026. The listing information on this page last changed on 04/17/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 04/17/2026 4:37:43 AM EST) or Imagine MLS (last updated Thu 04/16/2026 11:15:13 PM EST). Real estate listings held by brokerage firms other than SALLIE DAVIDSON, REALTORS may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Agency License Information: SALLIE DAVIDSON REALTORS, KENTUCKY


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