Recently Sold Homes in 40965

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  /11

  $152,500

  Sold Oct 10, 2025

  102 Stone Creek Dr, Middlesboro, KY 40965

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft
  • Built 2000

  Last Sold Summary

  • 10% Below List Price
  • $160/SF
  • 9 Days On Market

  Current Estimated Value $151,207

  Last Listing Agent Misti McGrath Realty Group

  102 Stone Creek Dr, Middlesboro, KY 40965
• 

  

  /2

  $170,000

  Sold Jun 04, 2026

  4605 W Cumberland Ave, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1995

  Last Sold Summary

  • 3% Above List Price
  • $161/SF
  • 37 Days On Market

  Current Estimated Value $157,031

  Last Listing Agent Virginia Wilder Century 21 Virginia Wilder Real Estate

  4605 W Cumberland Ave, Middlesboro, KY 40965
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  /30

  $202,000

  Sold Feb 17, 2026

  140 Chasteen Dr, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1954

  Last Sold Summary

  • 6% Below List Price
  • $112/SF
  • 4 Days On Market

  Current Estimated Value $223,320

  Last Listing Agent Kevin Bisceglia Coldwell Banker Bisceglia Realty & Auction Co

  140 Chasteen Dr, Middlesboro, KY 40965
• 

  

  

  /30

  $65,000

  Sold Jul 31, 2026

  316 Exeter Ave, Middlesboro, KY 40965

  • 4 Beds
  • 2 Baths
  • 2,592 Sq Ft
  • Built 1920

  Last Sold Summary

  • 48% Below List Price
  • $25/SF
  • 12 Days On Market

  Current Estimated Value $122,250

  Last Listing Agent Steve Mason REMAX PROFESSIONAL'S

  316 Exeter Ave, Middlesboro, KY 40965
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  /15

  $105,000

  Sold Apr 17, 2026

  921 Winchester Ave, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1940

  Last Sold Summary

  • 9% Below List Price
  • $78/SF
  • 98 Days On Market

  Current Estimated Value $113,326

  Last Listing Agent Virginia Wilder Century 21 Virginia Wilder Real Estate

  921 Winchester Ave, Middlesboro, KY 40965
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  /2

  $167,000

  Sold Sep 15, 2025

  414 SE North 24th St, Middlesboro, KY 40965

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1972

  Last Sold Summary

  • 10% Below List Price
  • $104/SF
  • 2 Days On Market

  Current Estimated Value $176,930

  Last Listing Agent Beth Combs Turn Key Realty

  414 SE North 24th St, Middlesboro, KY 40965
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  /2

  $10,000

  Sold Oct 17, 2025

  Lot #1 Bellwood Rd, Middlesboro, KY 40965

  • Land
  • 12,196 Sq Ft
  • $35,714 per Acre

  Last Sold Summary

  • 50% Below List Price
  • 42 Days On Market

  Last Listing Agent Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

  Lot #1 Bellwood Rd, Middlesboro, KY 40965
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  /24

  $196,000

  Sold Nov 26, 2025

  515 N 25th St, Middlesboro, KY 40965

  • 3 Beds
  • 1 Bath
  • 2,000 Sq Ft
  • Built 1918

  Last Sold Summary

  • 2% Below List Price
  • $98/SF
  • 117 Days On Market

  Current Estimated Value $191,812

  Last Listing Agent Misti McGrath Realty Group

  515 N 25th St, Middlesboro, KY 40965
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  /2

  $13,000

  Sold Sep 25, 2025

  Lot #6 Bellwood Rd, Middlesboro, KY 40965

  • Land
  • 17,859 Sq Ft
  • $31,707 per Acre

  Last Sold Summary

  • 35% Below List Price
  • 14 Days On Market

  Last Listing Agent Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

  Lot #6 Bellwood Rd, Middlesboro, KY 40965
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  /18

  $95,000

  Sold May 22, 2026

  1009 E Cumberland Ave, Middlesboro, KY 40965

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Built 1935

  Last Sold Summary

  • 17% Below List Price
  • $112/SF
  • 12 Days On Market

  Current Estimated Value $102,587

  Last Listing Agent Michael Hensley REMAX PROFESSIONAL'S

  1009 E Cumberland Ave, Middlesboro, KY 40965
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  /15

  $84,000

  Sold Apr 30, 2026

  1720 Exeter Ave, Middlesboro, KY 40965

  • 2 Beds
  • 1 Bath
  • 1,456 Sq Ft
  • Built 1922

  Last Sold Summary

  • 12% Above List Price
  • $58/SF
  • 152 Days On Market

  Current Estimated Value $122,523

  Last Listing Agent Misti McGrath Realty Group

  1720 Exeter Ave, Middlesboro, KY 40965
• 

  

  /20

  $240,000

  Sold Jan 30, 2026

  220 Windermere Dr, Middlesboro, KY 40965

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft
  • Built 2003

  Last Sold Summary

  • 11% Below List Price
  • $142/SF
  • 108 Days On Market

  Current Estimated Value $273,207

  Last Listing Agent Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

  220 Windermere Dr, Middlesboro, KY 40965
• 

  

  /27

  $164,000

  Sold Feb 21, 2026

  103 Leafwood Rd, Middlesboro, KY 40965

  • 2 Beds
  • 2 Baths
  • 1,326 Sq Ft
  • Built 1923

  Last Sold Summary

  • 1% Below List Price
  • $124/SF
  • 4 Days On Market

  Current Estimated Value $168,891

  Last Listing Agent Michael Hensley REMAX PROFESSIONAL'S

  103 Leafwood Rd, Middlesboro, KY 40965
• 

  

  /15

  $145,000

  Sold Nov 25, 2025

  192 Owens Ln, Middlesboro, KY 40965

  • 3 Beds
  • 1 Bath
  • 2,600 Sq Ft
  • Built 1982

  Last Sold Summary

  • 12% Below List Price
  • $56/SF
  • 8 Days On Market

  Last Listing Agent Michael Hensley REMAX PROFESSIONAL'S

  192 Owens Ln, Middlesboro, KY 40965
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  /2

  $70,000

  Sold Jul 08, 2026

  923 Winchester Ave, Middlesboro, KY 40965

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1940

  Last Sold Summary

  • 29% Below List Price
  • $88/SF
  • 159 Days On Market

  Current Estimated Value $77,231

  Last Listing Agent Virginia Wilder Century 21 Virginia Wilder Real Estate

  923 Winchester Ave, Middlesboro, KY 40965
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  /57

  $279,000

  Sold Feb 27, 2026

  440 Sams Mountain, Middlesboro, KY 40965

  • 3 Beds
  • 2.5 Baths
  • 2,512 Sq Ft
  • Built 2013

  Last Sold Summary

  • 14% Below List Price
  • $111/SF
  • 3 Days On Market

  Last Listing Agent Steve Mason REMAX PROFESSIONAL'S

  440 Sams Mountain, Middlesboro, KY 40965
• 

  /2

  $12,000

  Sold Jul 09, 2026

  2503 Exeter Ave, Middlesboro, KY 40965

  • Land
  • 13,068 Sq Ft
  • $40,000 per Acre

  Last Sold Summary

  • 52% Below List Price
  • 110 Days On Market

  Current Estimated Value $128,000

  Last Listing Agent Misti McGrath Realty Group

  2503 Exeter Ave, Middlesboro, KY 40965
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  /29

  $155,000

  Sold Jul 27, 2026

  1425 Highway 441, Middlesboro, KY 40965

  • 3 Beds
  • 1.5 Baths
  • 1,242 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Below List Price
  • $125/SF
  • 30 Days On Market

  Current Estimated Value $164,700

  Last Listing Agent Virginia Wilder Century 21 Virginia Wilder Real Estate

  1425 Highway 441, Middlesboro, KY 40965
• 

  

  /10

  $245,000

  Sold Aug 07, 2026

  2802 W Cumberland Ave, Middlesboro, KY 40965

  • 3 Beds
  • 1.5 Baths
  • 1,304 Sq Ft
  • Built 1924

  Last Sold Summary

  • 6% Below List Price
  • $188/SF
  • 13 Days On Market

  Current Estimated Value $215,311

  Last Listing Agent Misti McGrath Realty Group

  2802 W Cumberland Ave, Middlesboro, KY 40965
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  /34

  $130,000

  Sold May 06, 2026

  123 Upper Gibson Ln, Middlesboro, KY 40965

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft
  • Built 1945

  Last Sold Summary

  • 21% Below List Price
  • $119/SF
  • 20 Days On Market

  Current Estimated Value $132,099

  Last Listing Agent Megan Stanaford Black Diamond Realty

  123 Upper Gibson Ln, Middlesboro, KY 40965
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  /34

  $310,000

  Sold Mar 24, 2026

  409 Fairview Rd, Middlesboro, KY 40965

  • 4 Beds
  • 3.5 Baths
  • 2,684 Sq Ft
  • Built 1973

  Last Sold Summary

  • 16% Below List Price
  • $115/SF
  • 29 Days On Market

  Last Listing Agent Kevin Bisceglia Coldwell Banker Bisceglia Real

  409 Fairview Rd, Middlesboro, KY 40965
• 

  

  /31

  $183,500

  Sold Jul 17, 2026

  23 Castleford Way, Middlesboro, KY 40965

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Built 1986

  Last Sold Summary

  • 12% Below List Price
  • $170/SF
  • 25 Days On Market

  Current Estimated Value $181,539

  Last Listing Agent Beth Combs Backwoods Realty & Development

  23 Castleford Way, Middlesboro, KY 40965
• 

  

  /7

  $271,500

  Sold Oct 02, 2025

  115 George Ann Dr, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 2,008 Sq Ft
  • Built 1967

  Last Sold Summary

  • 1% Below List Price
  • $135/SF
  • 8 Days On Market

  Current Estimated Value $281,908

  Last Listing Agent Brad Cawood Turn Key Realty

  115 George Ann Dr, Middlesboro, KY 40965
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  /3

  $100,000

  Sold Feb 04, 2026

  413 S 26th St, Middlesboro, KY 40965

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1939

  Last Sold Summary

  • 43% Below List Price
  • $99/SF
  • 104 Days On Market

  Current Estimated Value $135,830

  Last Listing Agent Lisa Stacy-Gibbs Backwoods Realty & Development

  413 S 26th St, Middlesboro, KY 40965
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  /16

  $1,250,000

  Sold Sep 05, 2025

  423 N 10th St, Middlesboro, KY 40965

  Last Sold Summary

  • 530 Days On Market

  Current Estimated Value $567,667

  Last Listing Agent Kevin Bisceglia Coldwell Banker Bisceglia Realty & Auction Co

  423 N 10th St, Middlesboro, KY 40965
• 

  

  /16

  $147,979

  Sold Feb 26, 2026

  138 Robinson Ln, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 648 Sq Ft
  • Built 2000

  Last Sold Summary

  • 10% Below List Price
  • $228/SF
  • 19 Days On Market

  Last Listing Agent Beth Combs Turn Key Realty

  138 Robinson Ln, Middlesboro, KY 40965
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  /28

  $150,000

  Sold Mar 25, 2026

  2523 Exeter Ave, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 2022

  Last Sold Summary

  • 7% Above List Price
  • $89/SF
  • 3 Days On Market

  Current Estimated Value $159,025

  Last Listing Agent Jody Moore Threshold Real Estate Services

  2523 Exeter Ave, Middlesboro, KY 40965
• 

  

  /24

  $159,000

  $41K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  63 Old Pineville Pike, Middlesboro, KY 40965

  Remodeled and gorgeous! This home has completely remodeled throughout with gorgeous kitchen and new bathrooms! This home was stripped down to the studs! Laminate floors are waterproof. The master bathroom has a double bowl sink, nice walk-in shower. There are 3 bedrooms and 2 full bathroom, large living room, kitchen with new farmhouse sink. The kitchen extends to dining room, range, refrigerator

  Virginia Wilder Century 21 Virginia Wilder Real Estate

  63 Old Pineville Pike, Middlesboro, KY 40965
• 

  

  /40

  $390,000

  Sold Aug 27, 2025

  2824 W Cumberland Ave, Middlesboro, KY 40965

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1928

  Last Sold Summary

  • 2% Below List Price
  • $156/SF
  • 21 Days On Market

  Current Estimated Value $422,307

  Last Listing Agent Michael Hensley REMAX PROFESSIONAL'S

  2824 W Cumberland Ave, Middlesboro, KY 40965
• 

  /2

  $17,000

  Sold Jul 24, 2026

  103 Nutwood Rd, Middlesboro, KY 40965

  • 2 Beds
  • 1 Bath
  • 1,244 Sq Ft
  • Built 1950

  Last Sold Summary

  • 43% Below List Price
  • $14/SF
  • 51 Days On Market

  Current Estimated Value $77,178

  Last Listing Agent Megan Stanaford Black Diamond Realty

  103 Nutwood Rd, Middlesboro, KY 40965
• 

  

  /27

  $290,000

  Sold Nov 06, 2025

  900 Twin Fawn Trail, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 2,270 Sq Ft
  • Built 2010

  Last Sold Summary

  • 17% Below List Price
  • $128/SF
  • 133 Days On Market

  Current Estimated Value $310,514

  Last Listing Agent Misti McGrath Realty Group

  900 Twin Fawn Trail, Middlesboro, KY 40965
• 

  

  /37

  $250,000

  Sold Mar 04, 2026

  6 Hampton Ct, Middlesboro, KY 40965

  • 4 Beds
  • 3 Baths
  • 1,966 Sq Ft
  • Built 1985

  Last Sold Summary

  • 11% Above List Price
  • $127/SF
  • 95 Days On Market

  Current Estimated Value $215,336

  Last Listing Agent Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

  6 Hampton Ct, Middlesboro, KY 40965
• 

  

  /24

  $280,000

  Sold Aug 29, 2025

  10 Thaxted Ln, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 2,096 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $134/SF
  • 33 Days On Market

  Current Estimated Value $319,973

  Last Listing Agent Kevin Bisceglia Coldwell Banker Bisceglia Real

  10 Thaxted Ln, Middlesboro, KY 40965
• 

  

  /20

  $95,000

  Sold Apr 17, 2026

  925 Winchester Ave, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1995

  Last Sold Summary

  • 10% Below List Price
  • $90/SF
  • 3 Days On Market

  Last Listing Agent Virginia Wilder Century 21 Virginia Wilder Real Estate

  925 Winchester Ave, Middlesboro, KY 40965
• 

  

  /36

  $97,000

  Sold Mar 18, 2026

  45 Fourmile Run Rd, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 934 Sq Ft
  • Built 2000

  Last Sold Summary

  • 44% Below List Price
  • $104/SF
  • 103 Days On Market

  Current Estimated Value $121,243

  Last Listing Agent Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

  45 Fourmile Run Rd, Middlesboro, KY 40965
• 

  /2

  $2,750,000

  Sold Jun 01, 2026

  200 Colonial Heights, Middlesboro, KY 40965

  • 99 Beds
  • 58 Baths
  • 50,352 Sq Ft
  • Built 1982

  Last Sold Summary

  • $55/SF

  Last Listing Agent Chris McHargue Huddleston Real Estate

  200 Colonial Heights, Middlesboro, KY 40965
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  /16

  $1,250,000

  Sold Sep 05, 2025

  423 N 10th St, Middlesboro, KY 40965

  • Land
  • 64.84 Acres
  • $19,278 per Acre

  Last Sold Summary

  • 530 Days On Market

  Current Estimated Value $567,667

  Last Listing Agent Kevin Bisceglia Coldwell Banker Bisceglia Real

  423 N 10th St, Middlesboro, KY 40965
• 

  

  /29

  $240,000

  Sold Jun 23, 2026

  206 Summit Dr, Middlesboro, KY 40965

  • 4 Beds
  • 2.5 Baths
  • 1,832 Sq Ft
  • Built 1962

  Last Sold Summary

  • 14% Below List Price
  • $131/SF
  • 129 Days On Market

  Current Estimated Value $244,337

  Last Listing Agent Sharon Teaney Century 21 Virginia Wilder Real Estate

  206 Summit Dr, Middlesboro, KY 40965
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  /32

  $189,500

  Sold May 20, 2026

  11 Castleford Way, Middlesboro, KY 40965

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1987

  Last Sold Summary

  • 21% Below List Price
  • $172/SF
  • 26 Days On Market

  Current Estimated Value $183,374

  Last Listing Agent Jennifer Ware Kentucky Land and Home

  11 Castleford Way, Middlesboro, KY 40965
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  /37

  $539,000

  Sold Jan 05, 2026

  1308 Gloucester Ave, Middlesboro, KY 40965

  • 5 Beds
  • 3.5 Baths
  • 4,829 Sq Ft
  • Built 1965

  Last Sold Summary

  • $112/SF
  • 2 Days On Market

  Current Estimated Value $556,546

  Last Listing Agent Brad Cawood Turn Key Realty

  1308 Gloucester Ave, Middlesboro, KY 40965

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