View 800 S 28th St Middlesboro, KY MLS# 1354108
$229,000
3

Beds

2.0

Baths

1,400

Sq.Ft.

800 S 28th St

Middlesboro, KY

KnoxvilleTN
View 31 & 29 E 10th Lothbury St Middlesboro, KY MLS# 1360340
$180,000
5

Beds

3.0

Baths

3,000

Sq.Ft.

31 & 29 E 10th Lothbury St

Middlesboro, KY

KnoxvilleTN
View 508 Worchester Avenue Middlesboro, KY MLS# 26029407
  • Recently Listed
1 of 10
$234,900
3

Beds

2.0

Baths

2,191

Sq.Ft.

508 Worchester Avenue

Middlesboro, KY

Bluegrass
The time to sell is now! THE TIME TO SELL IS NOW!
View 114 E Rochester Avenue Middlesboro, KY MLS# 26028237
$175,500
3

Beds

1.0

Baths

1,066

Sq.Ft.

114 E Rochester Avenue

Middlesboro, KY

Bluegrass
View 114 E Rochester Ave Middlesboro, KY MLS# 1358653
$175,500
3

Beds

1.0

Baths

1,066

Sq.Ft.

114 E Rochester Ave

Middlesboro, KY

KnoxvilleTN
View 88 Tracy Ridge Rd Middlesboro, KY MLS# 1357060
$235,000
3

Beds

2.0

Baths

1,600

Sq.Ft.

88 Tracy Ridge Rd

Middlesboro, KY

KnoxvilleTN
View 1801 & 1801 1/2 Exeter Avenue Middlesboro, KY MLS# 26026368
$175,000
2

Beds

1.0

Baths

700

Sq.Ft.

1801 & 1801 1/2 Exeter Avenue

Middlesboro, KY

Bluegrass
View 1102 W Chester Ave Middlesboro, KY MLS# 1355810
$199,000
3

Beds

1.0

Baths

1,480

Sq.Ft.

1102 W Chester Ave

Middlesboro, KY

KnoxvilleTN
View 808 N 28th St Middlesboro, KY MLS# 1355737
$175,000
4

Beds

2.0

Baths

1,590

Sq.Ft.

808 N 28th St

Middlesboro, KY

KnoxvilleTN
View 812 Worchester Ave Middlesboro, KY MLS# 1352799
$219,000
4

Beds

2.0

Baths

1,544

Sq.Ft.

812 Worchester Ave

Middlesboro, KY

KnoxvilleTN
View 209 S 19th Street Middlesboro, KY MLS# 26022968
$215,000
3

Beds

2.0

Baths

1,352

Sq.Ft.

209 S 19th Street

Middlesboro, KY

Bluegrass
View 1102 W Chester Avenue Middlesboro, KY MLS# 26022803
$199,000
3

Beds

1.0

Baths

1,480

Sq.Ft.

1102 W Chester Avenue

Middlesboro, KY

Bluegrass
View 140 Wellington Drive Middlesboro, KY MLS# 1348714
$199,900
4

Beds

2.0

Baths

1,612

Sq.Ft.

140 Wellington Drive

Middlesboro, KY

KnoxvilleTN
View 623 N 20th Street Middlesboro, KY MLS# 26013646
$229,500
6

Beds

6.0

Baths

2,700

Sq.Ft.

623 N 20th Street

Middlesboro, KY

Bluegrass
View 116 Edgewood Road Middlesboro, KY MLS# 26013326
$200,000
3

Beds

1.1

Baths

2,154

Sq.Ft.

116 Edgewood Road

Middlesboro, KY

Bluegrass
View 301 Doe's Crossing Middlesboro, KY MLS# 1328317
$232,500
3

Beds

2.1

Baths

2,016

Sq.Ft.

301 Doe's Crossing

Middlesboro, KY

KnoxvilleTN
View 156 Wellington Drive Middlesboro, KY MLS# 26005639
$230,000
3

Beds

1.1

Baths

1,320

Sq.Ft.

156 Wellington Drive

Middlesboro, KY

Bluegrass

About Middlesboro

Listings in Middlesboro, KY

75

Estimated median home price

$199,900
Middlesboro KY Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Middlesboro, Kentucky real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Middlesboro, KY.

Homes for Sale by Price in Middlesboro, KY

Price Count
$0 - 100K 17
$100K - 200K 22
$200K - 300K 24
$300K - 400K 3
$400K - 500K 3
$500K - 600K 3
$600K - 700K 1
$700K - 800K 0
$800K - 900K 0
$900K - 1M 0
$1M - Max 2

Homes for Sale by Type in Middlesboro, KY

Property Type Count
Single Family 53
Townhouse 0
Condo 0
Commercial 2
Rental 2
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 3
Mobile Home 3
Farms 0

(Data as of 11/1/2026)

Information deemed reliable but not guaranteed.

Listing data provided courtesy of the Internet Data Exchange Program of Bluegrass REALTORS.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Bluegrass REALTORS. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is 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.

Data is updated as of 11/3/2026.

The data relating to real estate for sale on this website comes in part from the IDX Program of the Knoxville Area Association of REALTORS® Multiple Listing Service.

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