$199,900
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
63 Old Pineville Pike, Middlesboro, KY 40965
Virginia Wilder Century 21 Virginia Wilder Real Estate
$199,900
63 Old Pineville Pike, Middlesboro, KY 40965
Virginia Wilder Century 21 Virginia Wilder Real Estate
$299,000
915 E Lothbury Ave, Middlesboro, KY 40965
Beth Combs Turn Key Realty
$249,900
5 Abbey Ln, Middlesboro, KY 40965
Kevin Bisceglia Coldwell Banker Bisceglia Real
$289,900
515 Englewood Rd, Middlesboro, KY 40965
Beth Combs Turn Key Realty
$319,900
440 Sams Mountain, Middlesboro, KY 40965
Steve Mason REMAX PROFESSIONAL'S
$284,900
10 Thaxted Ln, Middlesboro, KY 40965
Kevin Bisceglia Coldwell Banker Bisceglia Real
$210,000
708 Ilchester Ave, Middlesboro, KY 40965
Michael Hensley REMAX PROFESSIONAL'S
$209,900
1315 Winchester Ave, Middlesboro, KY 40965
Janice Pratt AAA Realty, Inc.
$329,900
832 N 25th St, Middlesboro, KY 40965
Blake Ramey Century 21 Virginia Wilder Real Estate
$249,900
4921 W Cumberland Ave, Middlesboro, KY 40965
Steve Mason REMAX PROFESSIONAL'S
$260,000
825 S 28th St, Middlesboro, KY 40965
Kevin Bisceglia Coldwell Banker Bisceglia Real
$195,000
515 N 25th St, Middlesboro, KY 40965
Misti McGrath Realty Group
$259,900
301 Doe's Crossing, Middlesboro, KY 40965
Virginia Wilder Century 21 Virginia Wilder Real Estate
$225,000
505 S South 38th St, Middlesboro, KY 40965
Beth Combs Turn Key Realty
$185,000
414 SE North 24th St, Middlesboro, KY 40965
Beth Combs Turn Key Realty
$110,000
413 S 26th St, Middlesboro, KY 40965
Lisa Stacy-Gibbs Turn Key Realty
$185,000
919 W Rochester Ave, Middlesboro, KY 40965
Beth Combs Turn Key Realty
$115,000
921 Winchester Ave, Middlesboro, KY 40965
Virginia Wilder Century 21 Virginia Wilder Real Estate
$55,000
510 W Chester Ave, Middlesboro, KY 40965
Misti McGrath Realty Group
$179,900
164 Walker Ln, Middlesboro, KY 40965
Beth Combs Turn Key Realty
$159,000
428 Wilderness Rd, Middlesboro, KY 40965
Brad Cawood Turn Key Realty
$2,500,000
259 Watson Ln, Middlesboro, KY 40965
Virginia Wilder Century 21 Virginia Wilder Real Estate
$27,500
524 Avondale Ave, Middlesboro, KY 40965
Dustin Hepburn
$189,000
409 Meadow Ln, Middlesboro, KY 40965
Brad Cawood Turn Key Realty
$190,000
105 Mudlick Rd, Middlesboro, KY 40965
Aaron Rose Realty Network, Inc
$182,050
180 Stevenson Bridge Rd, Middlesboro, KY 40965
Beth Combs Turn Key Realty
$145,000
138 Robinson Ln, Middlesboro, KY 40965
Beth Combs Turn Key Realty
$320,000
900 Twin Fawn Trail, Middlesboro, KY 40965
Misti McGrath Realty Group
$458,000
523 N 30th St, Middlesboro, KY 40965
Beth Combs Turn Key Realty
$299,000
113 Hollywood Dr, Middlesboro, KY 40965
Kevin Bisceglia Coldwell Banker Bisceglia Real
$297,500
2410 Cumberland Ave, Middlesboro, KY 40965
Kevin Bisceglia Coldwell Banker Bisceglia Real
$119,000
252 Chasteen Dr, Middlesboro, KY 40965
Virginia Wilder Century 21 Virginia Wilder Real Estate
$650,000
516 S 34th St, Middlesboro, KY 40965
Michael Hensley REMAX PROFESSIONAL'S
$192,900
106 S 38th St, Middlesboro, KY 40965
Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co
$157,000
1005 Hollywood Dr, Middlesboro, KY 40965
Nicole Goins Heartland Real Estate, LLC
Middlesboro, Kentucky, is a small city located in a meteor crater just west of the historic Cumberland Gap. This unique location provides residents with access to a variety of recreational and historic sites, including the Cumberland Gap National Historical Park. The park offers miles of trails leading to caves, creeks, scenic viewpoints, and Civil War landmarks, making it a prime spot for those seeking things to do outdoors. Middlesboro also features several city parks and the historic Middlesboro Country Club, the oldest continuously operating golf course in America. The city is home to a mix of Craftsman-style and midcentury ranch homes, with some properties dating back to the 1910s. While new construction has been limited since the 1990s, there are communities for manufactured homes available. Community events like the Cumberland Mountain Fall Festival and activities at Binghamtown Baptist Church and the Middlesboro-Bell County Public Library foster a strong sense of community. The main street area along Cumberland Avenue hosts local coffee shops, pizza parlors, and other eateries, while 12th Street offers chain restaurants and big box retailers. However, residents should be aware of potential flooding due to the city's topography and heavy traffic around the Cumberland Gap Tunnel during peak hours. Middlesboro Independent Schools have average ratings, and the city is also home to the Middlesboro Campus for Southeast Kentucky Community & Technical College.
On average, homes in Middlesboro, KY sell after 31 days on the market compared to the national average of 70 days. The median sale price for homes in Middlesboro, KY over the last 12 months is $300,000, up 97% from the median home sale price over the previous 12 months.
In Middlesboro, there are currently 35 houses for sale, offering an array of options for potential buyers. With houses priced between $27,500 to $2,500,000, there's a range to accomodate every budget. As of July, 2025 the median home price in Middlesboro is $269,900, while the average sale price is $216,125, offering insights into the local housing market. On average, houses spend 31 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Middlesboro, KY and find the perfect place to call home.