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Middlesboro, KY - single-family homes for sale
20 of 20 results displayed
$140,000Pending4 beds 2 baths995 sq. ft.172 Beans Fork Road, Middlesboro, KY 40965
MLS# 26001939Listed by: CENTURY 21 VIRGINIA WILDER REAL ESTATE
$164,900Pending3 beds 2 baths140 Hickory Lane, Middlesboro, KY 40965
MLS# 639539Listed by: RE/MAX PREFERRED GROUP
$119,900Active2 beds 2 baths1,240 sq. ft.816 W Chester Avenue, Middlesboro, KY 40965
MLS# 26001413Listed by: CENTURY 21 PINNACLE
$159,900Active4 beds 2 baths1,908 sq. ft.405 S 37th Street, Middlesboro, KY 40965
MLS# 26000834Listed by: COLDWELL BANKER BISCEGLIA REALTY & AUCTION CO
$44,000Pending3 beds 2 baths1,230 sq. ft.406 Rochester Avenue, Middlesboro, KY 40965
MLS# 26000523Listed by: BLACK DIAMOND REALTY
$369,900Pending4 beds 4 baths2,684 sq. ft.409 Fairview Road, Middlesboro, KY 40965
MLS# 25508417Listed by: COLDWELL BANKER BISCEGLIA REALTY & AUCTION CO
$235,200Active3 beds 1 baths1,100 sq. ft.11 Castleford Way, Middlesboro, KY 40965
MLS# 25508059Listed by: KENTUCKY LAND AND HOME
$189,000Pending2 beds 2 baths960 sq. ft.1208 Ky-217, Middlesboro, KY 40965
MLS# 25507211Listed by: COLDWELL BANKER BISCEGLIA REALTY & AUCTION CO
$24,900Active3 beds 2 baths960 sq. ft.13 Duncan Lane, Middlesboro, KY 40965
MLS# 25507063Listed by: TURN KEY REALTY
$172,000Active3 beds 2 baths934 sq. ft.45 Fourmile Run Road, Middlesboro, KY 40965
MLS# 25506029Listed by: COLDWELL BANKER BISCEGLIA REALTY & AUCTION CO
$195,000Pending3 beds 2 baths1,800 sq. ft.140 Chasteen Drive, Middlesboro, KY 40965
MLS# 25504524Listed by: COLDWELL BANKER BISCEGLIA REALTY & AUCTION CO
$130,000Active3 beds 1 baths792 sq. ft.918 E Cumberland Avenue, Middlesboro, KY 40965
MLS# 25504336Listed by: COLDWELL BANKER BISCEGLIA REALTY & AUCTION CO
$79,900Pending3 beds 2 baths1,848 sq. ft.72 Happy Hollow Hill Road, Middlesboro, KY 40965
MLS# 25504175Listed by: COLDWELL BANKER BISCEGLIA REALTY & AUCTION CO
$112,000Active2 beds 1 baths1,056 sq. ft.903 Ilchester Avenue, Middlesboro, KY 40965
MLS# 25503302Listed by: CENTURY 21 VIRGINIA WILDER REAL ESTATE
$249,000Pending4 beds 3 baths1,966 sq. ft.6 Hampton Court, Middlesboro, KY 40965
MLS# 25503239Listed by: COLDWELL BANKER BISCEGLIA REALTY & AUCTION CO
$155,000Active2 beds 1 baths1,088 sq. ft.123 Upper Gibson Lane, Middlesboro, KY 40965
MLS# 25502716Listed by: BLACK DIAMOND REALTY
$359,000Active4 beds 3 baths3,885 sq. ft.2702 Cumberland Avenue, Middlesboro, KY 40965
MLS# 25500647Listed by: DIY FLAT FEE.COM
$319,900Active6 beds 4 baths4,033 sq. ft.832 N 25th Street, Middlesboro, KY 40965
MLS# 25011376Listed by: CENTURY 21 VIRGINIA WILDER REAL ESTATE
$115,000Pending4 beds 2 baths1,568 sq. ft.209 Dalewood Road, Middlesboro, KY 40965
MLS# 25011716Listed by: BLACK DIAMOND REALTY
$229,900Active4 beds 3 baths2,455 sq. ft.1203 Winchester Avenue, Middlesboro, KY 40965
MLS# 25017682Listed by: COLDWELL BANKER BISCEGLIA REALTY & AUCTION CO
Local realty services provided by:CENTURY 21 Pinnacle, CENTURY 21 Premiere Properties
Information Deemed Reliable but Not Guaranteed. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of NKMLS. Real estate listings held by IDX Brokerage firms other than CENTURY 21 Premiere Properties are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. Copyright 2026 Northern Kentucky Multiple Listing Service, Inc. All rights reserved.
Neighborhoods near Middlesboro, KY
Zip codes near Middlesboro, KY
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
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 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.