Kentucky
Homes for Sale in Middlesboro
“Discover your next home in Middlesboro”
43 listings
Avg $201,100
80 days avg
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Market Overview
Middlesboro Real Estate at a Glance
Current market statistics for Middlesboro, KY
43
Active Listings
$201K
Avg Price
$155K
Median Price
2,530
Avg Sqft
80
Avg Days
Price Range
From
$15,000
To
$960,000
Handpicked
Editor's Picks
Our curated selection of the finest middlesboro homes homes
Featured
More Middlesboro Homes
Discover more properties that match this lifestyle
Single Family
$299K
207 Arthur Heights
Middlesboro, KY
5 bd3 ba3,068
Single Family
$180K
713 Exeter Avenue
Middlesboro, KY
4 bd1 ba2,430
Single Family
$134K
215 S 21st Street
Middlesboro, KY
5 bd4 ba2,844
Townhouse
$125K
120 Redwood Road
Middlesboro, KY
4 bd2 ba1,664
Single Family
$240K
116 Edgewood Road
Middlesboro, KY
3 bd2 ba2,154
Single Family
$220K
140 Wellington Drive
Middlesboro, KY
4 bd2 ba1,612
Single Family
$140K
405 S 37th Street
Middlesboro, KY
4 bd2 ba1,908
Single Family
$119K
123 Cawood Lane
Middlesboro, KY
2 bd2 ba1,426
Browse
Homes for Sale in Middlesboro
Every active listing in Middlesboro, browsable page by page.
Single Family
$240K
116 Edgewood Road
Middlesboro, KY
3 bd2 ba2,154
Single Family
$150K
422 Wilderness Rd
Middlesboro, KY
2 bd1 ba840
Single Family
$350K
717 S 27th Street
Middlesboro, KY
5 bd4 ba3,195
Commercial
$325K
1803 W Cumberland Avenue
Middlesboro, KY
0 bd0 ba12,210
Commercial
$375K
601 N 15th Street
Middlesboro, KY
0 bd0 ba3,200
Single Family
$155K
1807 Winchester Ave
Middlesboro, KY
3 bd1 ba1,104
Single Family
$140K
413 S 26th St
Middlesboro, KY
2 bd1 ba1,008
Single Family
$134K
215 S 21st Street
Middlesboro, KY
5 bd4 ba2,844
Single Family
$225K
908 Chester Ave
Middlesboro, KY
3 bd2 ba1,400
Single Family
$119K
123 Cawood Lane
Middlesboro, KY
2 bd2 ba1,426
Single Family
$175K
815 Dorchester Ave
Middlesboro, KY
2 bd1 ba792
Single Family
$70K
918 E Cumberland Ave
Middlesboro, KY
2 bd1 ba792
Residential Multi Family
$164K
1801 Exeter Ave
Middlesboro, KY
0 bd0 ba700
Single Family
$135K
2002 Winchester Avenue
Middlesboro, KY
2 bd1 ba1,120
Single Family
$299K
207 Arthur Heights
Middlesboro, KY
5 bd3 ba3,068
Single Family
$325K
1015 Old Wilson Lane
Middlesboro, KY
4 bd3 ba2,488
Land
$24K
109 Bloomsbury Avenue
Middlesboro, KY
0 bd0 ba
Land
$35K
2107 Winchester Avenue
Middlesboro, KY
0 bd0 ba
Single Family
$280K
127 Alpine
Middlesboro, KY
3 bd2 ba2,016
Single Family
$250K
913 Doncaster St
Middlesboro, KY
3 bd2 ba1,346
Single Family
$180K
713 Exeter Avenue
Middlesboro, KY
4 bd1 ba2,430
Single Family
$180K
1200 W Chester Avenue
Middlesboro, KY
3 bd2 ba1,028
Single Family
$295K
717 Highway 441
Middlesboro, KY
5 bd3 ba2,100
Residential Multi Family
$182K
414 S 24th Street
Middlesboro, KY
2 bd2 ba1,608
Multi-Family
$855K
725 N 19th Street
Middlesboro, KY
2 bd2 ba15,119
Multi-Family
$960K
508 & 512 Winchester Avenue
Middlesboro, KY
2 bd2 ba6,696
Commercial
$350K
205 N 20th Street
Middlesboro, KY
0 bd0 ba3,330
Land
$15K
205 Exeter Avenue
Middlesboro, KY
0 bd0 ba
Single Family
$50K
105 Nutwood Road
Middlesboro, KY
3 bd1 ba728
Townhouse
$125K
120 Redwood Road
Middlesboro, KY
4 bd2 ba1,664
Land
$60K
1197 Beans Fork Road
Middlesboro, KY
0 bd0 ba
Single Family
$230K
156 Wellington Drive
Middlesboro, KY
3 bd2 ba1,320
Land
$20K
2503 Exeter Ave
Middlesboro, KY
0 bd0 ba
Single Family
$135K
708 W Chester Ave
Middlesboro, KY
3 bd1 ba1,404
Single Family
$105K
816 W Chester Avenue
Middlesboro, KY
2 bd2 ba1,240
Land
$139K
312 Blakely Lane
Middlesboro, KY
0 bd0 ba
Single Family
$140K
405 S 37th Street
Middlesboro, KY
4 bd2 ba1,908
Single Family
$40K
406 Rochester Avenue
Middlesboro, KY
3 bd2 ba1,230
Single Family
$220K
140 Wellington Drive
Middlesboro, KY
4 bd2 ba1,612
Land
$15K
118 Polly Hollow Right Fork Rd
Middlesboro, KY
0 bd0 ba
Single Family
$85K
310 Barkley Drive
Middlesboro, KY
2 bd1 ba910
Land
$275K
321 Chester Avenue
Middlesboro, KY
0 bd0 ba
Land
$23K
526 Balmoral Road
Middlesboro, KY
0 bd0 ba
Showing 1–43 of 43 · Page 1 of 1
About Middlesboro Real Estate
Middlesboro, Kentucky offers a diverse real estate market with 43 homes currently for sale. Whether you're looking for a starter home, family property, or luxury estate, Middlesboro has options for every budget and lifestyle.
Average listing price: $201,100 · 43 homes available