4 Bedroom Homes in Middlesboro, KY

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3 beds New construction With a pool

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5 Listings

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4 Bedroom Homes in Middlesboro, KY

5 Listings

Price Reduced46Active

5 listings

4 Bedroom Homes in Middlesboro, KY

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5 Listings

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4 Bedroom Homes in Middlesboro, KY

5 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #221881

Call Thomas

Price Reduced46Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #221881

Call Thomas

$315,000

4 bd · 3 ba · 2,488 sqft

1015 Old Wilson Lane, Middlesboro, KY

David Gambrell · Coldwell Banker Bisceglia Realty & Auction Co

Price Reduced44Active

$279,000

4 bd · 2 ba · 2,032 sqft

400 Gloucester Avenue, Middlesboro, KY

Sheila Durham · Coldwell Banker Bisceglia Realty & Auction Co

26Active

$199,900

4 bd · 2 ba · 1,612 sqft

140 Wellington Drive, Middlesboro, KY

Janice Pratt · Fathom Realty TN LLC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #221881

Call Thomas

34Active

$159,000

4 bd · 2 ba · 1,440 sqft

64 Dunlap Hollow Rd, Middlesboro, KY

Virginia Wilder · Century 21 Virginia Wilder Real Estate

Price Reduced17Active

$129,900

4 bd · 2 ba · 1,908 sqft

405 S 37th Street, Middlesboro, KY

Kevin Bisceglia · Coldwell Banker Bisceglia Realty & Auction Co

Listing data & MLS disclosures

East Tennessee REALTORS MLS (Knoxville): IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.
Listing information ©2026 Knoxville Area AOR, Inc®. All Rights Reserved. Last Updated: 2026-08-25 22:30:37 UTC
Imagine MLS (Bluegrass REALTORS): The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) Program of Bluegrass REALTORS®. IDX information is provided exclusively 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. Real estate listings held by IDX brokerage firms other than Realty.com, are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX brokers. Information deemed reliable but not guaranteed. Copyright © 2026 Bluegrass REALTORS®. All Rights Reserved.

Middlesboro housing market

August 2026 · This period is still settling

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,186 sq. ft.

Middlesboro, KY community profile

Area: 73.6 sq. mi.

Source: HJN community data

Explore Middlesboro homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #221881

Call Thomas

Listing data & MLS disclosures

East Tennessee REALTORS MLS (Knoxville): IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.
Listing information ©2026 Knoxville Area AOR, Inc®. All Rights Reserved. Last Updated: 2026-08-25 22:30:37 UTC
Imagine MLS (Bluegrass REALTORS): The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) Program of Bluegrass REALTORS®. IDX information is provided exclusively 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. Real estate listings held by IDX brokerage firms other than Realty.com, are marked with the IDX logo or the IDX thumbnail logo and detailed information about them includes the name of the listing IDX brokers. Information deemed reliable but not guaranteed. Copyright © 2026 Bluegrass REALTORS®. All Rights Reserved.

Middlesboro, KY community profile

Area: 73.6 sq. mi.

Source: HJN community data

Middlesboro housing market

August 2026 · This period is still settling

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,186 sq. ft.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Middlesboro housing market

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Middlesboro, KY community profile

Explore Middlesboro homes

Your local brokerage

Listing data & MLS disclosures

Middlesboro, KY community profile

Middlesboro housing market

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026