Movoto Real Estate

Homes Recently Sold in Middlesboro, KY

223 Homes
 
2621 Cumberland Ave, Middlesboro, KY 40965
  • $221,500
  • 3Bd
  • 2Ba
  • 3,948 Sq Ft
SOLD 09/25/26
1010 W Chester, Middlesboro, KY 40965
  • $135,000
  • 2Bd
  • 1Ba
  • 1,275 Sq Ft
SOLD 09/21/26
904 E Cumberland Ave # -A, Middlesboro, KY 40965
  • $32,000
  • 0.28 Acre
SOLD 09/18/26
127 Alpine Rd, Middlesboro, KY 40965
  • $214,000
  • 3Bd
  • 2Ba
  • 2,016 Sq Ft
SOLD 09/18/26
417 B Avondale Ave # -A, Middlesboro, KY 40965
  • $50,000
  • —Bd
  • —Ba
  • 2,256 Sq Ft
SOLD 09/11/26
1720 Exeter Ave, Middlesboro, KY 40965
  • $85,000
  • 2Bd
  • 1Ba
  • 1,456 Sq Ft
SOLD 09/10/26
713 Exeter Ave, Middlesboro, KY 40965
  • $164,800
  • 4Bd
  • 1Ba
  • 2,430 Sq Ft
SOLD 08/31/26
1577 Beans Fork Rd, Middlesboro, KY 40965
  • $130,000
  • 1.02 Acre
SOLD 08/25/26
116 N Petersborough Ave, Middlesboro, KY 40965
  • $187,000
  • 3Bd
  • 1Ba
  • 1,652 Sq Ft
SOLD 08/20/26
1203 Winchester Ave, Middlesboro, KY 40965
  • $225,000
  • 4Bd
  • 3Ba
  • 2,456 Sq Ft
SOLD 08/17/26
63 Old Pineville Pike, Middlesboro, KY 40965
  • $145,000
  • 3Bd
  • 2Ba
  • 1,560 Sq Ft
SOLD 08/17/26
2802 W Cumberland Ave, Middlesboro, KY 40965
  • $245,000
  • 3Bd
  • 2Ba
  • 1,304 Sq Ft
SOLD 08/07/26
316 Exeter Ave, Middlesboro, KY 40965
  • $65,000
  • 4Bd
  • 2Ba
  • 2,592 Sq Ft
SOLD 07/31/26
913 Doncaster St, Middlesboro, KY 40965
  • $249,900
  • 3Bd
  • 2Ba
  • 1,346 Sq Ft
SOLD 07/27/26
1425 Highway 441, Middlesboro, KY 40965
  • $155,000
  • 3Bd
  • 2Ba
  • 1,242 Sq Ft
SOLD 07/27/26
103 Nutwood Rd, Middlesboro, KY 40965
  • $17,000
  • 2Bd
  • 1Ba
  • 1,244 Sq Ft
SOLD 07/24/26
1807 Winchester Ave, Middlesboro, KY 40965
  • $152,500
  • 3Bd
  • 1Ba
  • 1,104 Sq Ft
SOLD 07/21/26
23 Castleford Way, Middlesboro, KY 40965
  • $183,500
  • 3Bd
  • 2Ba
  • 1,080 Sq Ft
SOLD 07/17/26
2503 Exeter Ave, Middlesboro, KY 40965
  • $12,000
  • 0.3 Acre
SOLD 07/09/26
923 Winchester Ave, Middlesboro, KY 40965
  • $70,000
  • 1Bd
  • 1Ba
  • 800 Sq Ft
SOLD 07/08/26
206 Summit Dr, Middlesboro, KY 40965
  • $240,000
  • 4Bd
  • 3Ba
  • 1,832 Sq Ft
SOLD 06/23/26
359 Beans Fork Rd, Middlesboro, KY 40965
  • $150,000
  • 2Bd
  • 1Ba
  • 952 Sq Ft
SOLD 06/04/26
4605 W Cumberland Ave, Middlesboro, KY 40965
  • $170,000
  • 3Bd
  • 2Ba
  • 1,056 Sq Ft
SOLD 06/04/26
200 Colonial Hts, Middlesboro, KY 40965
  • $2,750,000
  • 99Bd
  • 58Ba
  • 50,352 Sq Ft
SOLD 06/01/26
907 Doncaster Ave, Middlesboro, KY 40965
  • $240,000
  • 3Bd
  • 2Ba
  • 1,398 Sq Ft
SOLD 05/29/26
1009 E Cumberland Ave, Middlesboro, KY 40965
  • $95,000
  • 2Bd
  • 1Ba
  • 850 Sq Ft
SOLD 05/22/26
707 Gloucester Ave, Middlesboro, KY 40965
  • $169,900
  • 3Bd
  • 2Ba
  • 1,184 Sq Ft
SOLD 05/22/26
810 Worchester Ave, Middlesboro, KY 40965
  • $222,500
  • 3Bd
  • 3Ba
  • 2,000 Sq Ft
SOLD 05/22/26
11 Castleford Way, Middlesboro, KY 40965
  • $189,500
  • 3Bd
  • 1Ba
  • 1,100 Sq Ft
SOLD 05/20/26
3306 W Cumberland Ave, Middlesboro, KY 40965
  • $340,000
  • 3Bd
  • 2Ba
  • 2,126 Sq Ft
SOLD 05/18/26
832 N 25th St, Middlesboro, KY 40965
  • $305,000
  • 6Bd
  • 4Ba
  • 4,033 Sq Ft
SOLD 05/14/26
123 Upper Gibson Ln, Middlesboro, KY 40965
  • $130,000
  • 2Bd
  • 1Ba
  • 1,088 Sq Ft
SOLD 05/06/26
409 Meadow Ln, Middlesboro, KY 40965
  • $168,000
  • 4Bd
  • 2Ba
  • 1,120 Sq Ft
SOLD 04/22/26
925 Winchester Ave, Middlesboro, KY 40965
  • $95,000
  • 3Bd
  • 2Ba
  • 1,056 Sq Ft
SOLD 04/17/26
805 Worchester Ave, Middlesboro, KY 40965
  • $324,900
  • 5Bd
  • 3Ba
  • 2,250 Sq Ft
SOLD 04/17/26
921 Winchester Ave, Middlesboro, KY 40965
  • $105,000
  • 3Bd
  • 2Ba
  • 1,344 Sq Ft
SOLD 04/17/26
72 Happy Hollow Hill Rd, Middlesboro, KY 40965
  • $60,000
  • 3Bd
  • 2Ba
  • 1,848 Sq Ft
SOLD 04/03/26
4921 W Cumberland Ave, Middlesboro, KY 40965
  • $223,000
  • 3Bd
  • 2Ba
  • 1,900 Sq Ft
SOLD 03/30/26
140 Hickory Ln, Middlesboro, KY 40965
  • $173,675
  • 3Bd
  • 2Ba
  • 1,209 Sq Ft
SOLD
2523 Exeter Ave, Middlesboro, KY 40965
  • $150,000
  • 3Bd
  • 2Ba
  • 1,680 Sq Ft
SOLD
409 Fairview Rd, Middlesboro, KY 40965
  • $310,000
  • 4Bd
  • 4Ba
  • 2,684 Sq Ft
SOLD
Windermere, Middlesboro, KY 40965
  • $32,500
  • 0.67 Acre
SOLD
45 Fourmile Run Rd, Middlesboro, KY 40965
  • $97,000
  • 3Bd
  • 2Ba
  • 934 Sq Ft
SOLD
6 Hampton Ct, Middlesboro, KY 40965
  • $250,000
  • 4Bd
  • 3Ba
  • 1,966 Sq Ft
SOLD
209 Dalewood Rd, Middlesboro, KY 40965
  • $118,000
  • 4Bd
  • 2Ba
  • 1,568 Sq Ft
SOLD
440 Sams Mtn, Middlesboro, KY 40965
  • $279,000
  • 3Bd
  • 3Ba
  • 2,512 Sq Ft
SOLD
138 Robinson Ln, Middlesboro, KY 40965
  • $147,979
  • 3Bd
  • 2Ba
  • 648 Sq Ft
SOLD
103 Leafwood Rd, Middlesboro, KY 40965
  • $164,000
  • 2Bd
  • 2Ba
  • 1,326 Sq Ft
SOLD
140 Chasteen Dr, Middlesboro, KY 40965
  • $202,000
  • 3Bd
  • 2Ba
  • 1,800 Sq Ft
SOLD
164 Walker Ln, Middlesboro, KY 40965
  • $176,500
  • 3Bd
  • 2Ba
  • 1,040 Sq Ft
SOLD
1 - 50 of 223 Homes in Middlesboro, KY
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Middlesboro, KY real estate market trends

Statistics as of September 2026
$184K
Avg. list price
$98/Sqft
Avg. price/sqft
62
Homes for sale
1,707 Sqft
Avg. home size
107 Days
Avg. days on market
Movoto makes it easy to track market trends in Middlesboro, KY. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Middlesboro, KY?
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