$505,000

265 S Highland Street, Winchester, KY 40391

  • 8 beds |
  • 4 baths |
  • 5,058 sqft
  • Property Icon Multi-Family Home
  • Property Year Built Icon Built in 1940
  • Property Lot Size Icon6,098sqft lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $100/sqft
  • Property List Date Icon Listed 23 days ago

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!

Listing Status:
Active
Date Added:
March 14, 2026
Data Last Updated:
April 4, 2026 at 11:38PM
Listing Office:
RE/MAX Elite Lexington : 859-245-1165
MLS ID:
26004961
  • Laundry: Electric Dryer HookupWasher Hookup
  • A/C: Central Air
  • Heating: Electric
  • Parking: Off Site
  • Roofing: Shingle
  • Originating MLS: Imagine MLS (Bluegrass REALTORS®)
  • School District: Clark County - 7
  • County: Clark
  • Zoning: 054-4004-023-00
  • Source: Imagine MLS (Bluegrass REALTORS®)

This listing courtesy of RE/MAX Elite Lexington

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

Ready to Start a VA Loan?

Get Started Veterans United Home LoansNMLS #1907  â€ 
Interest rates used in the VA mortgage calculator are shown for illustrative purposes only. Your rate may differ based on a variety of factors, including your credit score and the current market conditions. To get your personalized interest rate, start your quote online.

Location

Schools Nearby

C

Conkwright Elementary School

360 Mount Sterling Rd, Winchester, KY, 40391

Grades KG-4

1.40 miles away

R

Robert D. Campbell Junior High School

620 Boone Ave, Winchester, KY, 40391

Grades 7-8

0.98 miles away

P

Phoenix Academy

100 Vaught Rd, Winchester, KY, 40391

Grades 6-12

1.12 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

Similar Listing