Search
36 listings in Middlesboro
Live MLS data, refreshed nightly. Click any listing for full details and to connect with a local INNOVATE agent in that market.
Middlesboro
Get alerts on new listings
We'll email you when new homes match these filters. No spam, unsubscribe anytime.
Loading map…
Listings
$359,500
2909 W Cumberland Ave, Middlesboro, KY 40965
Middlesboro, 40965
3 bd·2 ba
46 days on market
Listed by Lisa Stacy-Gibbs, Backwoods Realty & Development
$135,000
125 Cawood Lane, Middlesboro, KY 40965
Middlesboro, 40965
2 bd·2 ba
94 days on market
Listed by Misti McGrath, Realty Group
No photo
$279,000
515 Englewood Rd, Middlesboro, KY 40965
Middlesboro, 40965
3 bd·3 ba
694 days on market
Listed by Kevin Carroll, Backwoods Realty & Development
$149,000
64 Dunlap Hollow Rd, Middlesboro, KY 40965
Middlesboro, 40965
4 bd·2 ba
95 days on market
Listed by Virginia Wilder, Century 21 Virginia Wilder Real Estate
No photo
$229,500
301 Doe's Crossing, Middlesboro, KY 40965
Middlesboro, 40965
3 bd·2.5 ba
193 days on market
Listed by Virginia Wilder, Century 21 Virginia Wilder Real Estate
No photo
$455,000
523 N 30th St, Middlesboro, KY 40965
Middlesboro, 40965
5 bd·4 ba
453 days on market
Listed by Kevin Carroll, Backwoods Realty & Development
No photo
$30,000
LOTS 12 & 13 Sams Mountain RD., Middlesboro, KY 40965
Middlesboro, 40965
199 days on market
Listed by Sharon K Teaney, Century 21 Virginia Wilder Real Estate
No photo
$250,000
119 Wagon Hollow Rd, Middlesboro, KY 40965
Middlesboro, 40965
382 days on market
Listed by Megan Stanaford, Black Diamond Realty
$100,000
405 S 37th St, Middlesboro, KY 40965
Middlesboro, 40965
4 bd·2 ba
274 days on market
Listed by Kevin J Bisceglia, Coldwell Banker Bisceglia Real
$97,000
252 Chasteen Drive, Middlesboro, KY 40965
Middlesboro, 40965
3 bd·2 ba
362 days on market
Listed by Aaron Rose, Realty Network, Inc
No photo
$15,000
118 Polly Hollow Right Fork Rd, Middlesboro, KY 40965
Middlesboro, 40965
336 days on market
Listed by Mike Hensley, REMAX PROFESSIONAL'S
No photo
$275,000
321 Chester Ave, Middlesboro, KY 40965
Middlesboro, 40965
437 days on market
Listed by Kevin J Bisceglia, Coldwell Banker Bisceglia Real
Listing data provided by East Tennessee REALTORS® MLS via Trestle/CoreLogic. Last sample-row update: August 24, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.