Curious about this home?

Ask anything — no agents, no pressure

Try asking

About This Home

This 2-bedroom, 2-bathroom multi-family at 508 & 512 Winchester Avenue in Middlesboro, KY is listed for $960,000 ($143 per sqft). Built in 1980, the home offers 6,696 sqft of living space on a 0.55 acres lot.

Agent Description

Prime Multi-Family Investment Opportunity - 508 & 512 Winchester Avenue, Middlesboro, KY This exceptional offering presents two adjacent multi-family apartment buildings totaling 13,392 square feet of living area on a combined 1.23 acres of land. Located at 508 Winchester Ave (6,696 sq ft on 0.55 acres) and 512 Winchester Ave (6,696 sq ft on 0.68 a

cres), these properties provide a rare chance to acquire substantial rental inventory in one convenient location. Built for efficiency and scale, each building offers significant square footage ideal for multiple residential units, making them well-suited for investors seeking strong cash flow potential in the Middlesboro market.

The generous lot sizes allow for ample parking, green space, or future expansion opportunities. Situated along Winchester Avenue, the properties benefit from convenient access to local amenities, major thoroughfares, and the broader Middlesboro community. Whether you're an experienced multifamily investor or looking to expand your portfolio, this paired offering represents a solid foundation for long-term rental income and value appreciation.

Key Features

  • Built in 1980
  • 0.55 acre lot
  • 2 stories
  • 12 parking spaces

Property Details

2 stories
2 full
12 spaces
1980

Amenities

A/C

Monthly Cost Estimate

$5,134/mo

20% down · 6.5% · 30 years

Principal$694
Interest$4,160
Insurance$280

Estimates only. Actual payments may vary.

Location

508 & 512 Winchester Avenue

Middlesboro, KY 40965

City Limits

Property Details

Heating

Electric (Heating)

Cooling

Electric

Questions & Answers

This 2-bedroom, 2-bathroom multi-family at 508 & 512 Winchester Avenue is listed at $960,000 ($143/sqft). The estimated monthly payment is $4,160 based on 20% down at 6.5% interest.

Key features include: Built in 1980, 0.55 acre lot, 2 stories, 12 parking spaces.

This property is listed by Beth Combs and can be reached at 6062691807 or bethcombs9390@yahoo.com.

BC

Beth Combs

Agent at Turn Key Realty

(606) 269-1807

Listed by Turn Key Realty · View on Broker Site

MLS# 26007224· Source: listhub· Updated 63 days ago

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.

508 & 512 Winchester Avenue, Middlesboro, KY 40965

Open this listing in: