Middlesboro, KY Apartment buildings for sale

Updated: Nov 17, 2025

Two-Building Multifamily Property

508 & 512 Winchester Ave, Middlesboro, KY 40965

$960,000

6,696 sqft 1.23 AC lot

Two adjacent apartment buildings at 508 and 512 Winchester Avenue
13,392 square feet of combined living area
Combined site totals 1.23 acres
Each building contains 6,696 square feet
508 Winchester Avenue sits on 0.55 acres; 512 Winchester Avenue occupies 0.68 acres

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Updated: Apr 24

Renovated Apartment Building

1908 W Chester, Middlesboro, KY 40965

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100% occupied apartment property
Fully renovated with refreshed interiors throughout
New refrigerators installed as part of the upgrades
New washers and dryers included
Six minutes from the Cumberland Mountains, Southeast Community College, and Lincoln Memorial University

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Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Middlesboro, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Remodeled Apartment Complex

508 E Central Ave, La Follette, TN 37766

$575,000

4,040 sqft

Two-building multifamily property with updated interiors and active rentals near Norris Lake recreation.

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Income Producing Storage and Apartments

175 Lakeshore Drive, Bean Station, TN 37708

$1,200,000

1.60 AC lot

Property includes 45 storage units, six apartments, and additional dwelling and RV space near Cherokee Lake.

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Multifamily Property with Storage Units

175 Lakeshore Dr, Bean Station, TN 37708

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2,560 sqft

Residential components are paired with substantial storage capacity and additional outdoor accommodation.

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24-Unit Multifamily Portfolio

La Follette, TN 37766

Contact for pricing

Three multifamily buildings totaling 24 units offer direct-billed utilities and in-unit washer/dryer connections.

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Middlesboro, KY Apartment Buildings Market Trends and Statistics

Explore 2 apartment buildings for sale in Middlesboro, KY on our real estate platform. These investment opportunities span a total of 6,696 square feet of properties for sale, with an estimated market value of $960,000.

Sale prices for two-family homes in Middlesboro, KY average $960,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.