Hot
$320,000
Views: 11
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 3,000sqft
Single family home for sale
Realty Group, Listing provided by East Tennessee Realtors® Mls
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Hot103 Sherwood Rd, Middlesboro, KY 40965 
816 W Chester Ave, Middlesboro, KY 40965
31 & 29 E 10th Lothbury St, Middlesboro, KY 40965
114 E Rochester Ave, Middlesboro, KY 40965
Price Drop: $10K
413 S 26th Street, Middlesboro, KY 40965
508 Worchester Ave, Middlesboro, KY 40965
518 S 43rd Street, Middlesboro, KY 40965Price Drop: $13.5K
123 Cawood Ln, Middlesboro, KY 40965 
406 N 25th Street, Middlesboro, KY 40965
405 S 37th Street, Middlesboro, KY 40965
305 N 15th Street, Middlesboro, KY 40965
412 Englewood Rd, Middlesboro, KY 40965
1801 & 1801 1/2 Exeter Ave, Middlesboro, KY 40965
808 N 28th Street, Middlesboro, KY 40965
207 Arthur Hts, Middlesboro, KY 40965
1102 W Chester Ave, Middlesboro, KY 40965
706 Ilchester Ave, Middlesboro, KY 40965
2002 Winchester Ave, Middlesboro, KY 40965
412 N 24th Street, Middlesboro, KY 40965
3D Tour
400 Gloucester Ave, Middlesboro, KY 40965
708 W Chester Ave, Middlesboro, KY 40965
908 Manchester Ave, Middlesboro, KY 40965
113 Hollywood Dr, Middlesboro, KY 40965
2909 W Cumberland Ave, Middlesboro, KY 40965
712 Balmoral Rd, Middlesboro, KY 40965
252 Chasteen Dr, Middlesboro, KY 40965
215 S 21st Street, Middlesboro, KY 40965
414 S 24th Street, Middlesboro, KY 40965
623 N 20th Street, Middlesboro, KY 40965
2601 W Cumberland Ave, Middlesboro, KY 40965
406 Rochester Ave, Middlesboro, KY 40965
1200 W Chester Ave, Middlesboro, KY 40965
105, 103 120 Nutwood Rd #A & B, Middlesboro, KY 40965
2702 Cumberland Ave, Middlesboro, KY 40965
416 Winchester Ave, Middlesboro, KY 40965
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Historic Homes for Sale in Middlesborough, KY
35 Homes for Sale
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Hot$79,900
Views: 14
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,240sqft
Single family home for sale
Century 21 Pinnacle
$180,000
Views: 1
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 3,000sqft
Sale Pending
Century 21 Virginia Wilder Real Estate, Listing provided by East Tennessee Realtors® Mls
$175,500
Views: 3
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,066sqft
Single family home for sale
Backwoods Realty & Development
Price Drop: $10K$125,000
Views: 8
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,008sqft
Single family home for sale
Backwoods Realty & Development, Listing provided by East Tennessee Realtors® Mls
$234,900
Views: 1
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,191sqft
Single family home for sale
Mountain Realty Group Llc
$51,000
Views: 11
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 920sqft
Single family home for sale
Remax Professional'S, Listing provided by East Tennessee Realtors® Mls
Price Drop: $13.5K$70,000
Views: 11
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,426sqft
Sale Pending
Mountain Realty, Listing provided by East Tennessee Realtors® Mls
$285,000
Views: 7
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,400sqft
Single family home for sale
Realty Group, Listing provided by East Tennessee Realtors® Mls
$100,000
Views: 10
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,908sqft
Single family home for sale
Coldwell Banker Bisceglia Realty & Auction Co
$150,000
Views: 10
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 876sqft
Single family home for sale
Remax Professional'S, Listing provided by East Tennessee Realtors® Mls
$299,900
Views: 6
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,968sqft
Sale Pending
Coldwell Banker Bisceglia Realty & Auction Co
$175,000
Views: 13
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 700sqft
Single family home for sale
Century 21 Virginia Wilder Real Estate
$175,000
Views: 12
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 1,590sqft
Sale Pending
Realty Group, Listing provided by East Tennessee Realtors® Mls
$264,900
Views: 17
Bedrooms: 5Bds
Bathrooms: 3Ba
Area: 3,068sqft
Single family home for sale
Coldwell Banker Bisceglia Realty & Auction Co
$199,000
Views: 6
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,480sqft
Single family home for sale
Coldwell Banker Bisceglia Real, Listing provided by East Tennessee Realtors® Mls
$119,900
Views: 16
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,260sqft
Single family home for sale
Century 21 Virginia Wilder Real Estate, Listing provided by East Tennessee Realtors® Mls
$135,000
Views: 14
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,120sqft
Single family home for sale
Coldwell Banker Bisceglia Realty & Auction Co
$105,900
Views: 22
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,966sqft
Single family home for sale
Turn Key Realty
3D Tour$279,000
Views: 12
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 2,032sqft
Single family home for sale
Coldwell Banker Bisceglia Real, Listing provided by East Tennessee Realtors® Mls
$129,000
Views: 10
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 1,404sqft
Single family home for sale
Remax Professional'S, Listing provided by East Tennessee Realtors® Mls
$137,900
Views: 9
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,100sqft
Single family home for sale
Action Realty
$270,000
Views: 10
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 3,174sqft
Sale Pending
Coldwell Banker Bisceglia Realty & Auction Co
$359,500
Views: 12
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,000sqft
Single family home for sale
Backwoods Realty & Development, Listing provided by East Tennessee Realtors® Mls
$60,000
Views: 17
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 768sqft
Single family home for sale
Black Diamond Realty
$97,000
Views: 8
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,296sqft
Single family home for sale
Realty Network, Inc, Listing provided by East Tennessee Realtors® Mls
$120,000
Views: 7
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 2,844sqft
Single family home for sale
Black Diamond Realty
$182,000
Views: 7
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,608sqft
Multi family home for sale
Turn Key Realty
$229,500
Views: 4
Bedrooms: 6Bds
Bathrooms: 6Ba
Area: 2,700sqft
Multi family home for sale
Continental Real Estate Group
$235,000
Views: 10
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 2,400sqft
Single family home for sale
Keller Williams Legacy Group
$40,000
Views: 15
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,230sqft
Single family home for sale
Black Diamond Realty
$179,900
Views: 1
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,028sqft
Single family home for sale
Black Diamond Realty
$210,000
Views: 7
Bedrooms: 3Bds
Bathrooms: 1Ba
Area: 728sqft
Townhouse for sale
Black Diamond Realty
$359,000
Views: 8
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 3,885sqft
Single family home for sale
Diyflatfee.Com
$100,000
Views: 30
Bedrooms: 6Bds
Bathrooms: 4Ba
Area: 2,520sqft
Sale Pending
Black Diamond Realty
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Based on information from the Knoxville Area Association of REALTORS MLS through Oct 31, 2026, 4:00 PM. Information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. © 2026 Knoxville Area Association of REALTORS® MLS. All Rights Reserved. Angela Fowler Real Estate, LLC | 423.320.4620 | afowler@catt.com Mailing Address: 452 Kailors Cove Cir, Ringgold, GA 30736
Based on information from the IMAGINE MLS® through Oct 31, 2026, 4:00 PM. Copyrighted by the Imagine MLS®. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data on this website is deemed reliable but is not guaranteed accurate by the MLS. © 2026 IMAGINE MLS®. All Rights Reserved.
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