Homes in ZIP Code 40965

• 

  

  

  /22

  Est $319,458

  Not Listed For Sale

  123 Twin Acres Rd, Middlesboro, KY 40965

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

  123 Twin Acres Rd, Middlesboro, KY 40965

  Last Sold Summary

  • 42 Days On Market
• 

  

  

  /15

  $169,000

  $6K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  815 Dorchester Ave, Middlesboro, KY 40965

  Welcome to Historic Middlesboro KY - Beautifully Renovated Home with Stunning Mountain Views! Situated on an easy-to-maintain 0.29-acre lot, this charming home in the heart of Middlesboro KY JUST MINUTES FROM ONE OF THE OLDEST GOLF COURSES--This House blends historic charm with modern updates. Enjoy breathtaking views of the Cumberland Mountains, Cumberland Gap National Park, and the iconic

  Lisa Stacy-Gibbs Turn Key Realty

  815 Dorchester Ave, Middlesboro, KY 40965
• 

  

  

  /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

  Current Estimated Value $60,000

  Last Listing Agent Kevin Bisceglia Coldwell Banker Bisceglia Real

  72 Happy Hollow Hill Rd, Middlesboro, KY 40965
• 

  

  

  /19

  Est $168,327

  Not Listed For Sale

  1408 Exeter Ave, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1933

  1408 Exeter Ave, Middlesboro, KY 40965

  Last Sold Summary

  • 66 Days On Market
• 

  

  

  /13

  $55,000

  $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  918 E Cumberland Ave, Middlesboro, KY 40965

  Old home needs work with an attached older home that needs to be torn down. Great Location on Cumberland Ave behind Food City

  Steve Mason REMAX PROFESSIONAL'S

  918 E Cumberland Ave, Middlesboro, KY 40965
• 

  /2

  $22,500

  Sold Oct 17, 2025

  Lot #2 Bellwood Rd, Middlesboro, KY 40965

  • Land
  • 12,196 Sq Ft
  • $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
• 

  

  /10

  Est $110,922

  Not Listed For Sale

  1619 Winchester Ave, Middlesboro, KY 40965

  • 2 Beds
  • 1.5 Baths
  • 1,364 Sq Ft
  • Built 1940

  1619 Winchester Ave, Middlesboro, KY 40965

  Last Sold Summary

  • 178 Days On Market
• 

  

  /15

  $135,000

  $7K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,404 Sq Ft

  708 W Chester Ave, Middlesboro, KY 40965

  Great little 3 bedroom house in a wonderful neighborhood in historic Middlesboro, Ky. Very convenient to downtown and Lincoln Memorial university. Fenced in back yard and large eat in kitchen make this a good option for just about anyone. Would also make a great opportunity for someone wanting to purchase a rental property.

  Michael Hensley REMAX PROFESSIONAL'S

  708 W Chester Ave, Middlesboro, KY 40965
• 

  

  /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 $242,543

  Last Listing Agent Kevin Bisceglia Coldwell Banker Bisceglia Real

  4922 W Cumberland Ave, Middlesboro, KY 40965
• 

  

  /31

  Est $264,825

  Not Listed For Sale

  806 Cirencester Ave, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • Built 1969

  806 Cirencester Ave, Middlesboro, KY 40965

  Last Sold Summary

  • 5 Days On Market
• 

  

  /31

  $160,000

  $22K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  180 Stevenson Bridge Rd, Middlesboro, KY 40965

  Charming Rustic Cabin with Modern Comforts on 2 Acres Welcome to 180 Stevenson Branch Rd in Middlesboro, KY—where country charm meets convenience. Just minutes from historic downtown Middlesboro, you'll enjoy easy access to quaint shops, local restaurants, major retailers, medical offices, banks, and hospitals—all while savoring the serenity of rural living. Nestled on a hillside and surrounded

  Kevin Carroll Backwoods Realty & Development

  180 Stevenson Bridge Rd, Middlesboro, KY 40965
• 

  

  /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
• 

  

  /11

  Est $176,720

  Not Listed For Sale

  143 Dunlap Hill Loop, Middlesboro, KY 40965

  • 3 Beds
  • 1.5 Baths
  • 1,216 Sq Ft
  • Built 1999

  143 Dunlap Hill Loop, Middlesboro, KY 40965

  Last Sold Summary

  • 70 Days On Market
• 

  

  /35

  $179,900

  $7K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,028 Sq Ft

  1200 W Chester Ave, Middlesboro, KY 40965

  Charming Home for Sale in Middlesboro, KY - 1200 W Chester Ave Welcome to this inviting home located in the heart of Middlesboro! Situated on a spacious corner lot at 1200 W Chester Avenue, this property offers comfort, convenience, and small-town charm—all in one. Comfortable living spaces with plenty of natural light. Functional kitchen with ample cabinet storage Generous yard—perfect for

  Megan Stanaford Black Diamond Realty

  1200 W Chester Ave, Middlesboro, KY 40965
• 

  

  /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

  Current Estimated Value $118,342

  Last Listing Agent Megan Stanaford Black Diamond Realty

  209 Dalewood Rd, Middlesboro, KY 40965
• 

  

  /29

  Est $107,000

  Not Listed For Sale

  1315 N 25th St, Middlesboro, KY 40965

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1977

  1315 N 25th St, Middlesboro, KY 40965

  Last Sold Summary

  • 114 Days On Market
• 

  /2

  $960,000

  • 2 Beds
  • 2 Baths
  • 6,696 Sq Ft

  508 & 512 Winchester Ave, Middlesboro, KY 40965

  Prime Multi-Family Investment Opportunity - 508 & 512 Winchester Avenue, Middlesboro, KY This exceptional offering presents two adjacent multi-family apartment buildings totaling 13,392 square feet of living area on a combined 1.23 acres of land. Located at 508 Winchester Ave (6,696 sq ft on 0.55 acres) and 512 Winchester Ave (6,696 sq ft on 0.68 acres), these properties provide a rare chance to

  Beth Combs Turn Key Realty

  508 & 512 Winchester Ave, Middlesboro, KY 40965
• 

  

  /21

  $169,900

  Sold May 22, 2026

  707 Gloucester Ave, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 1954

  Last Sold Summary

  • $143/SF
  • 3 Days On Market

  Current Estimated Value $165,361

  Last Listing Agent Dawn Risner Turn Key Realty

  707 Gloucester Ave, Middlesboro, KY 40965
• 

  

  /25

  Est $87,584

  Not Listed For Sale

  1323 N 25th St, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1900

  1323 N 25th St, Middlesboro, KY 40965

  Last Sold Summary

  • 27 Days On Market
• 

  

  /29

  $299,000

  • 5 Beds
  • 2.5 Baths
  • 3,068 Sq Ft

  207 Arthur Heights, Middlesboro, KY 40965

  CHARMING VICTORIA HOME. Experience the timeless allure of this late-1800s Victorian masterpiece, where historic character meets expansive modern living. Boasting over 2,404 finished square feet—plus a versatile 600-square-foot finished attic space—this impressive residence offers a total of five spacious bedrooms, providing ample room for family, guests, or a dedicated home office. The primary

  Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

  207 Arthur Heights, Middlesboro, KY 40965
• 

  

  /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 $44,883

  Last Listing Agent Misti McGrath Realty Group

  1809 Exeter Ave, Middlesboro, KY 40965
• 

  

  /21

  Est $103,660

  Not Listed For Sale

  116 Willow St, Middlesboro, KY 40965

  • 2 Beds
  • 1 Bath
  • 904 Sq Ft
  • Built 1924

  116 Willow St, Middlesboro, KY 40965

  Last Sold Summary

  • 150 Days On Market
• 

  

  /72

  $165,000

  $20K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 2,430 Sq Ft

  713 Exeter Ave, Middlesboro, KY 40965

  Welcome to the stunning 713 Exeter Ave located in the lovely town of Middlesboro KY, less than 5 minutes to downtown Middlesboro, 15 minutes from LMU, & super close to Norris Lake. This home makes a perfect residence for anyone looking in the area and would make a great rental property as well! This home offers ample space with 4 bedrooms on the main level and tons of potential for a loft or 2

  Victoria Allen Century 21 Virginia Wilder Real Estate

  713 Exeter Ave, Middlesboro, KY 40965
• 

  

  /15

  $160,000

  Sold Jul 14, 2025

  810 S 28th St, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 2008

  Last Sold Summary

  • 2% Below List Price
  • $154/SF
  • 19 Days On Market

  Current Estimated Value $183,031

  Last Listing Agent Ben Madon Coldwell Banker Bisceglia Realty & Auction Co

  810 S 28th St, Middlesboro, KY 40965
• 

  

  /6

  Est $90,431

  Not Listed For Sale

  114 Willow St, Middlesboro, KY 40965

  • 2 Beds
  • 1 Bath
  • 904 Sq Ft
  • Built 1800

  114 Willow St, Middlesboro, KY 40965

  Last Sold Summary

  • 61 Days On Market
• 

  

  /4

  $24,000

  $1K PRICE DROP

  • Land
  • 7,492 Sq Ft
  • $139,535 per Acre

  109 Bloomsbury Ave, Middlesboro, KY 40965

  50x150 lot; used to have a home on premises but that has been removed. City utilities available, buyer to verify all aspects of the property.

  Megan Stanaford Black Diamond Realty

  109 Bloomsbury Ave, Middlesboro, KY 40965
• 

  

  /30

  $107,500

  Sold Jul 31, 2025

  3202 W Cumberland Ave, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 1977

  Last Sold Summary

  • 13% Below List Price
  • $53/SF
  • 7 Days On Market

  Current Estimated Value $124,062

  Last Listing Agent Elizabeth Mills Huddleston Real Estate

  3202 W Cumberland Ave, Middlesboro, KY 40965
• 

  

  /4

  Est $122,251

  Not Listed For Sale

  111 Cherry St, Middlesboro, KY 40965

  • Built 1920

  111 Cherry St, Middlesboro, KY 40965

  Last Sold Summary

  • 146 Days On Market
• 

  /2

  $182,000

  • 2 Beds
  • 2 Baths
  • 1,608 Sq Ft

  414 S 24th St, Middlesboro, KY 40965

  Prime commercial opportunity at 414 S 24th Street in Middlesboro, KY! This versatile property offers excellent visibility and accessibility in a well-established area, just minutes from historic downtown Middlesboro and major routes. Ideal for office space, retail, professional services, or an investment property with strong potential in Bell County. Spacious layout, solid construction, and

  Beth Combs Turn Key Realty

  414 S 24th St, Middlesboro, KY 40965
• 

  

  /52

  $555,000

  Sold Jan 20, 2026

  850 Big Buck Ln, Middlesboro, KY 40965

  • 5 Beds
  • 4 Baths
  • 4,331 Sq Ft
  • Built 2022

  Last Sold Summary

  • 7% Below List Price
  • $128/SF
  • 116 Days On Market

  Last Listing Agent Virginia Wilder Century 21 Virginia Wilder Real Estate

  850 Big Buck Ln, Middlesboro, KY 40965
• 

  

  /3

  Est $124,077

  Not Listed For Sale

  216 Barkley Dr, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  216 Barkley Dr, Middlesboro, KY 40965

  Last Sold Summary

  • 152 Days On Market
• 

  

  /30

  $279,900

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  127 Alpine Rd, Middlesboro, KY 40965

  This charming property offers the perfect blend of cozy indoor living and expansive outdoor space. Nestled in the heart of Middlesboro this home is situated on 1.5 acres. This brick ranch home with a basement has 1344 square feet, and features 3 bedrooms and 2 baths on the main floor along with the washer and dryer. The home provides plenty of room for family and guests. The heart of the home is

  Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

  127 Alpine Rd, Middlesboro, KY 40965
• 

  

  /25

  $176,500

  Sold Feb 11, 2026

  164 Walker Ln, Middlesboro, KY 40965

  • 3 Beds
  • 1.5 Baths
  • 1,040 Sq Ft
  • Built 2012

  Last Sold Summary

  • 1% Above List Price
  • $170/SF
  • 12 Days On Market

  Current Estimated Value $185,059

  Last Listing Agent Michael Hensley REMAX PROFESSIONAL'S

  164 Walker Ln, Middlesboro, KY 40965
• 

  

  /43

  Est $377,776

  Not Listed For Sale

  72 Everett Money Rd, Middlesboro, KY 40965

  • 3 Beds
  • 5 Baths
  • 3,000 Sq Ft
  • Built 1997

  72 Everett Money Rd, Middlesboro, KY 40965

  Last Sold Summary

  • 79 Days On Market
• 

  

  /32

  $270,000

  $29K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,174 Sq Ft

  113 Hollywood Dr, Middlesboro, KY 40965

  Beautiful Traditional Brick Ranch with Basement!This home has 1698sq/ft on the main floor with an additional 1476sq/ft in the basement. Nestled in the center of Middlesboro with a curved driveway and a 2 car carport with a storage unit between them. The home has two entrances from the carport for easy entry. There are two bonus rooms with a formal living room and formal dining area. The main

  Kevin Bisceglia Coldwell Banker Bisceglia Real

  113 Hollywood Dr, Middlesboro, KY 40965
• 

  

  /26

  $225,000

  Sold Aug 08, 2025

  218 Windermere Dr, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 2002

  Last Sold Summary

  • 10% Below List Price
  • $174/SF
  • 18 Days On Market

  Current Estimated Value $241,426

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

  218 Windermere Dr, Middlesboro, KY 40965
• 

  

  /25

  Est $137,496

  Not Listed For Sale

  194 Lick Fork Rd, Middlesboro, KY 40965

  • 2 Beds
  • 1 Bath
  • 1,564 Sq Ft

  194 Lick Fork Rd, Middlesboro, KY 40965

  Last Sold Summary

  • 131 Days On Market
• 

  

  /50

  $223,000

  Sold Mar 30, 2026

  4921 W Cumberland Ave, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1996

  Last Sold Summary

  • 5% Below List Price
  • $117/SF
  • 137 Days On Market

  Current Estimated Value $228,956

  Last Listing Agent Dustin Daniels Mountain Realty

  4921 W Cumberland Ave, Middlesboro, KY 40965
• 

  

  /24

  Est $205,731

  Not Listed For Sale

  150 Wellington Dr, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1993

  150 Wellington Dr, Middlesboro, KY 40965

  Last Sold Summary

  • 4 Days On Market
• 

  

  /24

  Est $282,528

  Not Listed For Sale

  230 Windermere Dr, Middlesboro, KY 40965

  • 3 Beds
  • 2 Baths
  • 2,099 Sq Ft
  • Built 2007

  230 Windermere Dr, Middlesboro, KY 40965

  Last Sold Summary

  • 186 Days On Market

Showing Results 201 - 240, Page 6 of 18