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Middlesborough, KY - single-family homes for sale
22 of 22 results displayed
$115,000Pending2 beds 1 baths850 sq. ft.1009 E Cumberland Ave, Middlesboro, KY 40965
MLS# 1337921Listed by: REMAX PROFESSIONAL'S
$169,900Pending3 beds 2 baths1,184 sq. ft.707 Gloucester Ave, Middlesboro, KY 40965
MLS# 1336660Listed by: TURN KEY REALTY
$249,900Pending3 beds 2 baths1,346 sq. ft.913 Doncaster St, Middlesboro, KY 40965
MLS# 1336350Listed by: FATHOM REALTY TN LLC
$249,900Active3 beds 2 baths1,398 sq. ft.907 Doncaster Ave, Middlesboro, KY 40965
MLS# 1336322Listed by: FATHOM REALTY TN LLC
$349,900Pending3 beds 2 baths2,126 sq. ft.3306 W Cumberland Ave, Middlesboro, KY 40965
MLS# 1335347Listed by: COLDWELL BANKER BISCEGLIA REAL
$229,000Pending3 beds 3 baths2,000 sq. ft.810 Worchester Ave, Middlesboro, KY 40965
MLS# 1333149Listed by: CENTURY 21 VIRGINIA WILDER REAL ESTATE
$239,900Pending4 beds 3 baths2,456 sq. ft.1203 Winchester Ave, Middlesboro, KY 40965
MLS# 1331672Listed by: COLDWELL BANKER BISCEGLIA REAL
$455,000Active5 beds 4 baths3,146 sq. ft.523 N 30th St, Middlesboro, KY 40965
MLS# 1330109Listed by: TURN KEY REALTY
$135,000Active3 beds 1 baths1,404 sq. ft.708 W Chester Ave, Middlesboro, KY 40965
MLS# 1328773Listed by: REMAX PROFESSIONAL'S
$259,000Active4 beds 3 baths1,832 sq. ft.206 Summit Drive, Middlesboro, KY 40965
MLS# 1327623Listed by: CENTURY 21 VIRGINIA WILDER REAL ESTATE
$139,900Active4 beds 2 baths1,908 sq. ft.405 S 37th St, Middlesboro, KY 40965
MLS# 1326276Listed by: COLDWELL BANKER BISCEGLIA REAL
$85,000Active1 beds 1 baths800 sq. ft.923 Winchester Ave, Middlesboro, KY 40965
MLS# 1324643Listed by: CENTURY 21 VIRGINIA WILDER REAL ESTATE
$24,900Pending3 beds 2 baths960 sq. ft.13 Duncan Lane, Middlesboro, KY 40965
MLS# 1323130Listed by: TURN KEY REALTY
$240,000Pending3 beds 3 baths1,856 sq. ft.129 Lower Gibson Lane, Middlesboro, KY 40965
MLS# 1316259Listed by: REMAX PROFESSIONAL'S
$165,000Pending3 beds 2 baths1,056 sq. ft.4605 W Cumberland Ave, Middlesboro, KY 40965
MLS# 1315630Listed by: CENTURY 21 VIRGINIA WILDER REAL ESTATE
$68,000Pending2 beds 1 baths1,456 sq. ft.1720 Exeter Ave, Middlesboro, KY 40965
MLS# 1315173Listed by: REALTY GROUP
$85,000Active2 beds 1 baths910 sq. ft.310 Barkley Drive, Middlesboro, KY 40965
MLS# 1311219Listed by: REMAX PROFESSIONAL'S
$2,500,000Active3 beds 2 baths1,976 sq. ft.259 Watson Lane, Middlesboro, KY 40965
MLS# 1306495Listed by: CENTURY 21 VIRGINIA WILDER REAL ESTATE
$89,000Pending3 beds 1 baths1,296 sq. ft.3028 Highway 441, Middlesboro, KY 40965
MLS# 1302185Listed by: TURN KEY REALTY
$490,000Pending7 beds 5 baths6,276 sq. ft.142 Edgewood Rd, Middlesboro, KY 40965
MLS# 1290184Listed by: TURN KEY REALTY
$270,000Active3 beds 3 baths3,174 sq. ft.113 Hollywood Drive, Middlesboro, KY 40965
MLS# 1277166Listed by: COLDWELL BANKER BISCEGLIA REAL
$109,000Active3 beds 2 baths1,296 sq. ft.252 Chasteen Drive, Middlesboro, KY 40965
MLS# 1316842Listed by: REALTY NETWORK, INC
Local realty services provided by:Better Homes and Gardens Real Estate Gwin Realty
Neighborhoods near Middlesborough, KY
Zip codes near Middlesborough, KY
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.