265 S Highland Street, Winchester, KY 40391
$455,000
Property Type:
Residential Income
Bedrooms:
8
Baths:
4
Square Footage:
5,058
Lot Size (sq. ft.):
6,098
Status:
Active
Current Price:
$455,000
List Date:
8/12/2026
Last Modified:
8/12/2026
Overview
Description
Listing Details MLS# 26004961
Listing Information
- Comp Sale YN
- No
- Property Sub Type
- Quadruplex
Status Change Information
- Price Change Timestamp
- 2026-07-17T17:49:26Z
- Status Change Timestamp
- 2026-08-12
- Back on Market Date
- 2026-08-12
Address
- County
- Clark
- Street Number
- 265
- Street Direction Prefix
- S
- Street Name
- Highland
- Street Suffix
- Street
- State
- KY
- Zip Code
- 40391
- Directions
- Take Lexington Ave east through town, and turn right on South Highland. Home is on the left.
- Parcel Number
- 054-4004-023-00
Contract
- Original List Price
- 505000
- Start Showing Date
- 2026-03-13
- Listing Contract Date
- 2026-03-12
- Listing Agreement
- Exclusive Right To Sell
- Occupant Type
- Tenant
- Office Exclusive YN
- No
- List Price/Acre
- 3250000
- List Price/SqFt
- 89.96
Tax Legal
- MLS Area Major
- 007 - Clark County
- Subdivision Name
- Downtown
- High School District
- Clark County - 7
Interior
- Bedrooms Total
- 8
- Bathrooms Total
- 4
- Bathrooms Full
- 4
- Living Area
- 5058
- Living Area Source
- Public Records
More Information
Building
- Year Built
- 1940
- Stories Total
- 2
- Accessibility Features YN
- No
Lot
- Lot Size Acres
- 0.14
- Lot Size Square Feet
- 6098
Utilities
- Cooling YN
- Yes
- Heating YN
- Yes
Remarks
- Public Remarks
- 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!
Unit Details
- Number Of Units Vacant
- 4
Showing Information
- Showing Instructions
- 3 Apartments are vacant and available for showing. Please do not disturb current Tenants in occupied apartment. Please schedule all showings through ShowingTime
Property Features
Cooling:
Central Air
Heating:
Electric
Laundry Features:
Electric Dryer Hookup; Washer Hookup
Parking Features:
Off Site
Possession:
Close Of Escrow; Rental Agreement
Roof:
Shingle
Structure Type:
Quadruplex
Showing Requirements:
Call Listing Agent; No Sign; Showing Service
Lead Based Paint Disclosure ›
Listing Office:
RE/MAX Elite Lexington
Last Updated: August - 12 - 2026
Information deemed reliable but not guaranteed.