3 Bedroom Homes in Middlesboro, KY

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3 beds New construction With a pool

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19 Listings

Map

3 Bedroom Homes in Middlesboro, KY

19 Listings

20

19 listings

3 Bedroom Homes in Middlesboro, KY

Show Map

19 Listings

Map

3 Bedroom Homes in Middlesboro, KY

19 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #221881

Call Thomas

20

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #221881

Call Thomas

Active

$199,000

3 bd · 1 ba · 1,480 sqft

1102 W Chester Ave, Middlesboro, KY

Kevin J Bisceglia · Coldwell Banker Bisceglia Real

11Active

$99,900

3 bd · 3 ba · 2,800 sqft

141 Lick Fork Road, Middlesboro, KY

Derek Eisenberg · Continental Real Estate Group

16Active

$119,900

3 bd · 2 ba · 1,260 sqft

706 Ilchester Ave, Middlesboro, KY

Virginia Wilder · Century 21 Virginia Wilder Real Estate

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #221881

Call Thomas

Price Reduced18Active

$110,000

3 bd · 2 ba · 1,963 sqft

901 Exeter Avenue, Middlesboro, KY

Russell Tribell · Fathom Realty KY LLC

15Active

$105,900

3 bd · 2 ba · 1,966 sqft

412 N 24th Street, Middlesboro, KY

Dawn Risner · Turn Key Realty

59Active

$575,000

3 bd · 2 ba · 2,016 sqft

2010 Twin Fawn Trail, Middlesboro, KY

Lisa Stacy-Gibbs · Backwoods Realty & Development

47Active

$180,000

3 bd · 2 ba · 1,168 sqft

8 Castleford Way, Middlesboro, KY

Victoria Allen · Century 21 Virginia Wilder Real Estate

25Active

$169,000

3 bd · 2 ba · 1,592 sqft

810 1/2 Rochester Ave, Middlesboro, KY

Brad Cawood · Backwoods Realty & Development

13Active

$60,000

3 bd · 2 ba · 1,490 sqft

834 S 31st Street, Middlesboro, KY

Joann Baker · Joann Baker & Associates

17Active

$129,000

3 bd · 1 ba · 1,404 sqft

708 W Chester Ave, Middlesboro, KY

Mike Hensley · REMAX PROFESSIONAL'S

28Active

$235,000

3 bd · 2 ba · 1,400 sqft

800 S 28th St, Middlesboro, KY

Mike Hensley · REMAX PROFESSIONAL'S

12Active

$215,000

3 bd · 2 ba · 1,352 sqft

209 S 19th Street, Middlesboro, KY

Megan Stanaford · Black Diamond Realty

1Active

$279,000

3 bd · 3 ba · 2,210 sqft

515 Englewood Road, Middlesboro, KY

Kevin Carroll · Backwoods Realty & Development

16Active

$60,000

3 bd · 1 ba · 768 sqft

712 Balmoral Road, Middlesboro, KY

Megan Stanaford · Black Diamond Realty

34Active

$359,500

3 bd · 2 ba · 2,000 sqft

2909 W Cumberland Ave, Middlesboro, KY

Lisa Stacy-Gibbs · Backwoods Realty & Development

Price Reduced30Active

$200,000

3 bd · 2 ba · 2,154 sqft

116 Edgewood Road, Middlesboro, KY

Megan Stanaford · Black Diamond Realty

40Active

$229,500

3 bd · 3 ba · 2,016 sqft

301 Doe's Crossing, Middlesboro, KY

Virginia Wilder · Century 21 Virginia Wilder Real Estate

Price Reduced17Active

$230,000

3 bd · 2 ba · 1,320 sqft

156 Wellington Drive, Middlesboro, KY

Megan Stanaford · Black Diamond Realty

22Active

$97,000

3 bd · 2 ba · 1,296 sqft

252 Chasteen Drive, Middlesboro, KY

Aaron Rose · Realty Network, Inc

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: 2026-09-17 16:25:40 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: 2026-09-17 16:25:40 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

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