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30 Properties

30 Properties Available In Middlesboro

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KY >Middlesboro >
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1425 Highway 441, Middlesboro, KY 40965
1/23 23
New

$165,000

3 Beds2 Baths1,242 SqFt

1425 Highway 441, Middlesboro, KY 40965

Single Family Home

Listed by Century 21 Virginia Wilder Real Estate

1807 Winchester Ave, Middlesboro, KY 40965
1/24 24
New

$155,000

3 Beds1 Bath1,104 SqFt

1807 Winchester Ave, Middlesboro, KY 40965

Single Family Home

Listed by REMAX PROFESSIONAL'S

413 26th St, Middlesboro, KY 40965
1/13 13
New

$140,000

2 Beds1 Bath1,008 SqFt

413 26th St, Middlesboro, KY 40965

Single Family Home

Listed by Turn Key Realty

116 Petersborough Ave, Middlesboro, KY 40965
1/20 20
Active

$225,000

3 Beds1 Bath1,652 SqFt

116 Petersborough Ave, Middlesboro, KY 40965

Single Family Home

Listed by Coldwell Banker Bisceglia Real

908 Chester Ave, Middlesboro, KY 40965
1/12 12
Active

$225,000

3 Beds2 Baths1,400 SqFt

908 Chester Ave, Middlesboro, KY 40965

Single Family Home

Listed by REMAX PROFESSIONAL'S

815 Dorchester Ave, Middlesboro, KY 40965
1/2 2
Active

$175,000

2 Beds1 Bath792 SqFt

815 Dorchester Ave, Middlesboro, KY 40965

Single Family Home

Listed by Turn Key Realty

123 Cawood LN, Middlesboro, KY 40965
1/18 18
Price Dropped by $6K

$118,500

2 Beds2 Baths1,426 SqFt

123 Cawood LN, Middlesboro, KY 40965

Single Family Home

Listed by Mountain Realty

918 Cumberland Ave, Middlesboro, KY 40965
1/13 13
Price Dropped by $5K

$70,000

2 Beds1 Bath792 SqFt

918 Cumberland Ave, Middlesboro, KY 40965

Single Family Home

Listed by REMAX PROFESSIONAL'S

913 Doncaster St, Middlesboro, KY 40965
1/19 19
Active

$249,900

3 Beds2 Baths1,346 SqFt

913 Doncaster St, Middlesboro, KY 40965

Single Family Home

Listed by Fathom Realty TN LLC

1203 Winchester Ave, Middlesboro, KY 40965
1/32 32
Active

$239,900

4 Beds3 Baths2,456 SqFt

1203 Winchester Ave, Middlesboro, KY 40965

Single Family Home

Listed by Coldwell Banker Bisceglia Real

23 Castleford WAY, Middlesboro, KY 40965
1/31 31
Price Dropped by $7K

$185,000

3 Beds2 Baths1,080 SqFt

23 Castleford WAY, Middlesboro, KY 40965

Single Family Home

Listed by Turn Key Realty

523 30th St, Middlesboro, KY 40965
1/13 13
Active

$455,000

5 Beds4 Baths3,146 SqFt

523 30th St, Middlesboro, KY 40965

Single Family Home

Listed by Turn Key Realty

708 Chester Ave, Middlesboro, KY 40965
1/15 15
Price Dropped by $7K

$135,000

3 Beds1 Bath1,404 SqFt

708 Chester Ave, Middlesboro, KY 40965

Single Family Home

Listed by REMAX PROFESSIONAL'S

301 Doe's Crossing, Middlesboro, KY 40965
1/40 40
Price Dropped by $10K

$239,000

3 Beds3 Baths2,016 SqFt

301 Doe's Crossing, Middlesboro, KY 40965

Single Family Home

Listed by Century 21 Virginia Wilder Real Estate

206 Summit DR, Middlesboro, KY 40965
1/29 29
Active

$259,000

4 Beds3 Baths1,832 SqFt

206 Summit DR, Middlesboro, KY 40965

Single Family Home

Listed by Century 21 Virginia Wilder Real Estate

405 37th St, Middlesboro, KY 40965
1/17 17
Price Dropped by $20K

$139,900

4 Beds2 Baths1,908 SqFt

405 37th St, Middlesboro, KY 40965

Single Family Home

Listed by Coldwell Banker Bisceglia Real

140 Wellington DR, Middlesboro, KY 40965
1/21 21
Price Dropped by $30K

$219,900

4 Beds2 Baths1,612 SqFt

140 Wellington DR, Middlesboro, KY 40965

Single Family Home

Listed by Fathom Realty TN LLC

2004 Twin Fawn Tr, Middlesboro, KY 40965
1/33 33
Price Dropped by $26K

$499,000

5 Beds3 Baths2,542 SqFt

2004 Twin Fawn Tr, Middlesboro, KY 40965

Single Family Home

Listed by Century 21 Virginia Wilder Real Estate

252 Chasteen DR, Middlesboro, KY 40965
1/22 22
Price Dropped by $9K

$99,999

3 Beds2 Baths1,296 SqFt

252 Chasteen DR, Middlesboro, KY 40965

Single Family Home

Listed by Realty Network, Inc

310 Barkley DR, Middlesboro, KY 40965
1/12 12
Price Dropped by $15K

$85,000

2 Beds1 Bath910 SqFt

310 Barkley DR, Middlesboro, KY 40965

Single Family Home

Listed by REMAX PROFESSIONAL'S

259 Watson LN, Middlesboro, KY 40965
1/52 52
Active

$2,500,000

3 Beds2 Baths1,976 SqFt

259 Watson LN, Middlesboro, KY 40965

Single Family Home

Listed by Century 21 Virginia Wilder Real Estate

180 Stevenson Branch Rd, Middlesboro, KY 40965
1/31 31
Price Dropped by $10K

$160,000

3 Beds1 Bath1,200 SqFt

180 Stevenson Branch Rd, Middlesboro, KY 40965

Single Family Home

Listed by Turn Key Realty

113 Hollywood DR, Middlesboro, KY 40965
1/32 32
Price Dropped by $29K

$270,000

3 Beds3 Baths3,174 SqFt

113 Hollywood DR, Middlesboro, KY 40965

Single Family Home

Listed by Coldwell Banker Bisceglia Real

1801 Exeter Ave, Middlesboro, KY 40965
1/4 4
Active

$164,000

700 SqFt

1801 Exeter Ave, Middlesboro, KY 40965

Multi-Family

Listed by Realty Group

  • 1
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Realty Executives
Rooted Realty Co.
+1(865) 910-8455
rooted@rootedrealtyco.com
3513 Western Ave, Knoxville, TN, 37921, USA
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Realty Executives
Rooted Realty Co.
+1(865) 910-8455
rooted@rootedrealtyco.com
3513 Western Ave, Knoxville, TN, 37921, USA

Privacy Policy

At Knox Connect Property Group, your privacy is important to us.  We are committed to protecting your personal information and ensuring tranparency in how we handle your data.

Information Sharing and Selling

We want to make it clear, We do not sell, trade, or share your personal information with any third-party vendors or services for marketing or other commercial purposes. 

Any information you provide to us is used solely to improve your experience with our website and services, and to communicate with you directly wihen necessary.

Your Consent

By using our website, you consent to our privacy policy.  If we ever make changes to our policy we will update this page accordingly.  If you have any questions or concerns about our privacy pratices, please contact us at melissa@knoxconnectgroup.com

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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Get My App

Enter your email address*

Thanks! I'll get back to you shortly.