Recently Sold Middlesboro, KY Homes

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  /25

  $134,500 Sold Jul 25, 2025

  422 Wilderness Rd, Middlesboro, KY 40965

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  Last Sold Summary

  • 4% Below List Price
  • $158/SF
  • 38 Days On Market

  Current Estimated Value $147,120

  Last Listing Agent Megan Stanaford Black Diamond Realty

  422 Wilderness Rd, Middlesboro, KY 40965
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  /18

  $60,000 Sold Jul 25, 2025

  3575 Highway 441, Middlesboro, KY 40965

  • 2 Beds
  • 1 Bath
  • 1,204 Sq Ft
  • Built 1930

  Last Sold Summary

  • 52% Below List Price
  • $50/SF
  • 171 Days On Market

  Current Estimated Value $81,410

  Last Listing Agent Sheila Durham Coldwell Banker Bisceglia Real

  3575 Highway 441, Middlesboro, KY 40965
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  /22

  $272,700 Sold Jun 13, 2025

  123 Twin Acres Rd, Middlesboro, KY 40965

  • 4 Beds
  • 2 Baths
  • 3,338 Sq Ft
  • Built 1987

  Last Sold Summary

  • 9% Below List Price
  • $82/SF
  • 42 Days On Market

  Current Estimated Value $308,834

  Last Listing Agent Ann Robinson Action Realty

  123 Twin Acres Rd, Middlesboro, KY 40965
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  /11

  $26,000 Sold Nov 26, 2025

  0 Arie Turner Ln, Middlesboro, KY 40965

  • Land
  • 2 Acres
  • $13,000 per Acre

  Last Sold Summary

  • 13% Below List Price
  • 20 Days On Market

  Current Estimated Value $178,500

  Last Listing Agent Virginia Wilder Century 21 Virginia Wilder Real Estate

  0 Arie Turner Ln, Middlesboro, KY 40965
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  /6

  $50,000 Sold Nov 03, 2025

  305 N 15th St, Middlesboro, KY 40965

  • 2 Beds
  • 1 Bath
  • 876 Sq Ft
  • Built 1952

  Last Sold Summary

  • 2% Above List Price
  • $57/SF
  • 16 Days On Market

  Current Estimated Value $56,444

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

  305 N 15th St, Middlesboro, KY 40965
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  /34

  $169,000 Sold May 09, 2025

  127 Cawood Ln, Middlesboro, KY 40965

  • 4 Beds
  • 2 Baths
  • 2,163 Sq Ft
  • Built 1976

  Last Sold Summary

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

  Current Estimated Value $189,777

  Last Listing Agent Cookie Russell Realty Network, Inc

  127 Cawood Ln, Middlesboro, KY 40965
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  /33

  $135,000 Sold Jun 23, 2025

  2817 Ky 441, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 2020

  Last Sold Summary

  • 10% Below List Price
  • $106/SF
  • 72 Days On Market

  Last Listing Agent Sallye Broyles RE/MAX LakeTime Realty

  2817 Ky 441, Middlesboro, KY 40965
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  /23

  $77,000 Sold May 16, 2025

  716 Ilchester Ave, Middlesboro, KY 40965

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Below List Price
  • $45/SF
  • 2 Days On Market

  Current Estimated Value $85,262

  Last Listing Agent Michael Hensley REMAX PROFESSIONAL'S

  716 Ilchester Ave, Middlesboro, KY 40965
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  /32

  $173,675 Sold Mar 27, 2026

  140 Hickory Ln, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • Built 2009

  Last Sold Summary

  • 5% Above List Price
  • 15 Days On Market

  Current Estimated Value $164,020

  Last Listing Agent SARAH RICHARDS RE/MAX Preferred Group

  140 Hickory Ln, Middlesboro, KY 40965
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  /2

  $8,000 Sold Nov 18, 2025

  4163 441, Middlesboro, KY 40965

  • Land
  • 0.4 Acre
  • $20,000 per Acre

  Last Sold Summary

  • 24% Below List Price
  • 82 Days On Market

  Last Listing Agent David Gambrell Coldwell Banker Bisceglia Realty & Auction Co

  4163 441, Middlesboro, KY 40965
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  /2

  $167,000 Sold Sep 15, 2025

  919 W Rochester Ave, Middlesboro, KY 40965

  • 4 Beds
  • 2 Baths
  • 2,024 Sq Ft
  • Built 2010

  Last Sold Summary

  • 10% Below List Price
  • $83/SF
  • 4 Days On Market

  Current Estimated Value $173,098

  Last Listing Agent Beth Combs Turn Key Realty

  919 W Rochester Ave, Middlesboro, KY 40965
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  /20

  $108,000 Sold Dec 19, 2025

  TBD Rt 516 Old Cross Rd, Pineville, KY 40977

  • Land
  • 11 Acres
  • $9,818 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 6 Days On Market

  Current Estimated Value $109,000

  Last Listing Agent Steve Mason REMAX PROFESSIONAL'S

  TBD Rt 516 Old Cross Rd, Pineville, KY 40977
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  /26

  $190,000 Sold Aug 21, 2025

  206 Nottingham Dr, Middlesboro, KY 40965

  • 2 Beds
  • 2 Baths
  • 1,059 Sq Ft
  • Built 1994

  Last Sold Summary

  • 5% Below List Price
  • $179/SF
  • 2 Days On Market

  Current Estimated Value $202,867

  Last Listing Agent Steve Mason REMAX PROFESSIONAL'S

  206 Nottingham Dr, Middlesboro, KY 40965
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  /32

  $231,000 Sold Oct 22, 2025

  825 S 28th St, Middlesboro, KY 40965

  • 4 Beds
  • 2.5 Baths
  • 2,020 Sq Ft
  • Built 2004

  Last Sold Summary

  • 14% Below List Price
  • $114/SF
  • 151 Days On Market

  Current Estimated Value $229,812

  Last Listing Agent Kevin Bisceglia Coldwell Banker Bisceglia Real

  825 S 28th St, Middlesboro, KY 40965
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  /15

  $235,000 Sold May 30, 2025

  411 S 29th St, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2025

  Last Sold Summary

  • $188/SF
  • 2 Days On Market

  Last Listing Agent Michael Hensley REMAX PROFESSIONAL'S

  411 S 29th St, Middlesboro, KY 40965
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  /2

  $32,500 Sold Mar 19, 2026

  0 Windermere, Middlesboro, KY 40965

  • Land
  • 0.67 Acre
  • $48,507 per Acre

  Last Sold Summary

  • 19% Below List Price
  • 41 Days On Market

  Last Listing Agent Misti McGrath Realty Group

  0 Windermere, Middlesboro, KY 40965
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  /40

  $135,000 Sold May 27, 2025

  359 Beans Fork Rd, Middlesboro, KY 40965

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft
  • Built 1920

  Last Sold Summary

  • 1% Below List Price
  • $142/SF
  • 172 Days On Market

  Current Estimated Value $151,859

  Last Listing Agent Beth Combs Turn Key Realty

  359 Beans Fork Rd, Middlesboro, KY 40965
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  /10

  $90,000 Sold Nov 19, 2025

  234 S 46th St, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft
  • Built 2013

  Last Sold Summary

  • 17% Below List Price
  • $97/SF
  • 47 Days On Market

  Current Estimated Value $105,548

  Last Listing Agent Misti McGrath Realty Group

  234 S 46th St, Middlesboro, KY 40965
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  /10

  $293,000 Sold Feb 06, 2026

  314 Picadilly Ct, Middlesboro, KY 40965

  • 4 Beds
  • 2.5 Baths
  • 2,576 Sq Ft
  • Built 1999

  Last Sold Summary

  • $114/SF
  • 9 Days On Market

  Current Estimated Value $295,944

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

  314 Picadilly Ct, Middlesboro, KY 40965
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  /21

  $177,000 Sold May 05, 2025

  104 Hollywood Dr, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1955

  Last Sold Summary

  • 23% Below List Price
  • $118/SF
  • 284 Days On Market

  Current Estimated Value $191,783

  Last Listing Agent Lisa Davenport REMAX PROFESSIONAL'S

  104 Hollywood Dr, Middlesboro, KY 40965
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  /15

  $175,000 Sold Jan 13, 2026

  708 Ilchester Ave, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1980

  Last Sold Summary

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

  Current Estimated Value $169,299

  Last Listing Agent Michael Hensley REMAX PROFESSIONAL'S

  708 Ilchester Ave, Middlesboro, KY 40965
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  /31

  $290,000 Sold Jun 16, 2025

  135 Highpoint Rd, Middlesboro, KY 40965

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1950

  Last Sold Summary

  • 93% Above List Price
  • $242/SF
  • 161 Days On Market

  Current Estimated Value $157,672

  Last Listing Agent Janice Pratt Fathom Realty TN LLC

  135 Highpoint Rd, Middlesboro, KY 40965
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  /17

  $239,500 Sold Nov 19, 2025

  5 Abbey Ln, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Below List Price
  • $196/SF
  • 86 Days On Market

  Current Estimated Value $218,789

  Last Listing Agent Kevin Bisceglia Coldwell Banker Bisceglia Real

  5 Abbey Ln, Middlesboro, KY 40965
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  /48

  $275,000 Sold Nov 03, 2025

  109 Hollywood Dr, Middlesboro, KY 40965

  • 3 Beds
  • 2.5 Baths
  • 3,544 Sq Ft

  Last Sold Summary

  • 11% Below List Price
  • $78/SF
  • 159 Days On Market

  Current Estimated Value $282,236

  Last Listing Agent David Gambrell Coldwell Banker Bisceglia Realty & Auction Co

  109 Hollywood Dr, Middlesboro, KY 40965
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  /30

  $168,700 Sold Jan 21, 2026

  3008 State Highway 441, Middlesboro, KY 40965

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • Built 1900

  Last Sold Summary

  • 16% Below List Price
  • $94/SF
  • 104 Days On Market

  Current Estimated Value $162,561

  Last Listing Agent Brad Cawood Turn Key Realty

  3008 State Highway 441, Middlesboro, KY 40965
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  /16

  $180,000 Sold Oct 21, 2025

  106 S 38th St, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1971

  Last Sold Summary

  • 20% Below List Price
  • $128/SF

  Current Estimated Value $179,177

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

  106 S 38th St, Middlesboro, KY 40965
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  /2

  $6,000 Sold Dec 31, 2025

  lot 34 Brush Mountain Cir, Miracle, KY 40856

  • Land
  • 2.58 Acres
  • $2,326 per Acre

  Last Sold Summary

  • 40% Below List Price
  • 141 Days On Market

  Last Listing Agent Megan Stanaford Black Diamond Realty

  lot 34 Brush Mountain Cir, Miracle, KY 40856
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  /19

  $87,000 Sold Jan 20, 2026

  101 Earle Ln, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft
  • Built 1970

  Last Sold Summary

  • 17% Below List Price
  • $79/SF
  • 111 Days On Market

  Current Estimated Value $92,124

  Last Listing Agent Michael Hensley REMAX PROFESSIONAL'S

  101 Earle Ln, Middlesboro, KY 40965
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  /18

  $175,000 Sold Dec 31, 2025

  114 W Rochester Ave, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • Built 1978

  Last Sold Summary

  • $174/SF
  • 15 Days On Market

  Last Listing Agent Michael Hensley REMAX PROFESSIONAL'S

  114 W Rochester Ave, Middlesboro, KY 40965
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  /27

  $145,000 Sold May 16, 2025

  109 N 30th St, Middlesboro, KY 40965

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  Last Sold Summary

  • 15% Below List Price
  • $139/SF
  • 49 Days On Market

  Last Listing Agent Tim Smith Sallie Davidson, Realtors

  109 N 30th St, Middlesboro, KY 40965
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  /16

  $147,000 Sold Oct 27, 2025

  428 Wilderness Rd, Middlesboro, KY 40965

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1960

  Last Sold Summary

  • 8% Below List Price
  • $111/SF
  • 64 Days On Market

  Current Estimated Value $149,039

  Last Listing Agent Brad Cawood Turn Key Realty

  428 Wilderness Rd, Middlesboro, KY 40965
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  /6

  $60,000 Sold Sep 03, 2025

  515 Winchester Ave, Middlesboro, KY 40965

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1940

  Last Sold Summary

  • $55/SF
  • 17 Days On Market

  Current Estimated Value $64,981

  Last Listing Agent Misti McGrath Realty Group

  515 Winchester Ave, Middlesboro, KY 40965
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  /20

  $60,000 Sold Apr 03, 2026

  72 Happy Hollow Hill Rd, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 2007

  Last Sold Summary

  • 25% Below List Price
  • $32/SF
  • 18 Days On Market

  Last Listing Agent Kevin Bisceglia Coldwell Banker Bisceglia Real

  72 Happy Hollow Hill Rd, Middlesboro, KY 40965
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  /2

  $22,500 Sold Oct 17, 2025

  Lot #2 Bellwood Rd, Middlesboro, KY 40965

  • Land
  • 0.28 Acre
  • $80,357 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 3 Days On Market

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

  Lot #2 Bellwood Rd, Middlesboro, KY 40965
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  /24

  $220,000 Sold Aug 29, 2025

  4922 W Cumberland Ave, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,989 Sq Ft
  • Built 1967

  Last Sold Summary

  • 24% Below List Price
  • $111/SF
  • 117 Days On Market

  Current Estimated Value $241,959

  Last Listing Agent Kevin Bisceglia Coldwell Banker Bisceglia Real

  4922 W Cumberland Ave, Middlesboro, KY 40965
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  /10

  $186,000 Sold May 28, 2025

  Unlisted Address

  • 2 Beds
  • 2 Baths
  • 1,899 Sq Ft
  • Built 1964

  Last Sold Summary

  • 86% Below List Price
  • $98/SF
  • 52 Days On Market

  Current Estimated Value $200,799

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

  Unlisted Address
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  /36

  $275,000 Sold Aug 12, 2025

  709 Balmoral Rd, Middlesboro, KY 40965

  • 4 Beds
  • 2 Baths
  • 1,950 Sq Ft
  • Built 1982

  Last Sold Summary

  • $141/SF
  • 5 Days On Market

  Last Listing Agent D.J Wilder Century 21 Virginia Wilder Real Estate

  709 Balmoral Rd, Middlesboro, KY 40965
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  /14

  $118,000 Sold Feb 27, 2026

  209 Dalewood Rd, Middlesboro, KY 40965

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2020

  Last Sold Summary

  • $75/SF
  • 78 Days On Market

  Last Listing Agent Megan Stanaford Black Diamond Realty

  209 Dalewood Rd, Middlesboro, KY 40965
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  /11

  $40,000 Sold Jul 30, 2025

  1809 Exeter Ave, Middlesboro, KY 40965

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft
  • Built 1960

  Last Sold Summary

  • 20% Below List Price
  • $38/SF
  • 22 Days On Market

  Current Estimated Value $47,376

  Last Listing Agent Misti McGrath Realty Group

  1809 Exeter Ave, Middlesboro, KY 40965
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  /50

  $312,000 Sold Nov 03, 2025

  1087 Brush Mountain Cir, Miracle, KY 40856

  • 2 Beds
  • 3 Baths
  • 2,024 Sq Ft
  • Built 2006

  Last Sold Summary

  • 11% Below List Price
  • $154/SF
  • 0 Days On Market

  Current Estimated Value $308,301

  Last Listing Agent Jennifer Skidmore Highland Heritage Realty

  1087 Brush Mountain Cir, Miracle, KY 40856

Showing Results 41 - 80, Page 2 of 3