Middlesboro, KY homes for sale & real estate

526 Balmoral Rd, Middlesboro KY, 40965 land for sale

22 hours on Rocket

$30,000

Land • 0.35 Acres

526 Balmoral Rd, Middlesboro, KY 40965

#25008692, Listing Office: Black Diamond Realty

$3,205 Closing Credit¹

$269,900

4 beds • 2.5 baths

825 S 28th St, Middlesboro, KY 40965

#25008033, Listing Office: Coldwell Banker Bisceglia Realty & Auction Co

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$3,205 Closing Credit¹

$269,900

4 beds • 2.5 baths • 2,020 sqft

825 S 28th St, Middlesboro, KY 40965

#1298148, Listing Office: Coldwell Banker Bisceglia Real

$1,425 Closing Credit¹

$120,000

4 beds • 2 baths

209 Dalewood Rd, Middlesboro, KY 40965

#25007436, Listing Office: Black Diamond Realty

$2,374 Closing Credit¹

$199,900

3 beds • 1 bath • 2,000 sqft

515 N 25th St, Middlesboro, KY 40965

#1297570, Listing Office: Realty Group

0 Wells Camp Rd, Middlesboro KY, 40965 land for sale

$7,500

Land • 0.20 Acres

0 Wells Camp Rd, Middlesboro, KY 40965

#25006635, Listing Office: Black Diamond Realty

$1,364 Closing Credit¹

$114,900

2 beds • 1 bath

112 Exeter Ave, Middlesboro, KY 40965

#25006450, Listing Office: Action Realty

Room to negotiate?

Median Sold Price

$145.7K

Avg. Sale Time

93 Days

Based on our March 2025 Market Report.

$3,384 Closing Credit¹

$285,000

4 beds • 2 baths • 3,338 sqft

123 Twin Acres Rd, Middlesboro, KY 40965

#1295631, Listing Office: Action Realty

$3,443 Closing Credit¹

$289,900

3 beds • 2 baths

4922 W Cumberland Ave, Middlesboro, KY 40965

#25006370, Listing Office: Coldwell Banker Bisceglia Realty & Auction Co

$3,443 Closing Credit¹

$289,900

3 beds • 2 baths • 1,989 sqft

4922 W Cumberland Ave, Middlesboro, KY 40965

#1295519, Listing Office: Coldwell Banker Bisceglia Real

$1,366 Closing Credit¹

$115,000

3 beds • 2 baths • 1,344 sqft

921 Winchester Ave, Middlesboro, KY 40965

#1293786, Listing Office: Century 21 Virginia Wilder Real Estate

$7,719 Closing Credit¹

$650,000

2 beds • 1 bath • 776 sqft

516 S 34th St, Middlesboro, KY 40965

#1293374

$2,250 Closing Credit¹

$189,500

2 beds • 2 baths

806 Manchester Ave, Middlesboro, KY 40965

#25004825, Listing Office: Coldwell Banker Bisceglia Realty & Auction Co

$2,250 Closing Credit¹

$189,500

2 beds • 2 baths • 1,899 sqft

806 Manchester Ave, Middlesboro, KY 40965

#1293064, Listing Office: Coldwell Banker Bisceglia Real

Backup offers

$1,858 Closing Credit¹

$156,500

2 beds • 2 baths

109 N 30th St, Middlesboro, KY 40965

#25004465, Listing Office: Sallie Davidson, Realtors

$1,068 Closing Credit¹

$89,900

2 beds • 1 bath

1809 Exeter Ave, Middlesboro, KY 40965

#25004051, Listing Office: Shawn Rogers Realty, Inc

$2,433 Closing Credit¹

$204,900

3 beds • 2 baths • 1,408 sqft

106 S 38th St, Middlesboro, KY 40965

#1292147, Listing Office: Coldwell Banker Bisceglia Real

$3,324 Closing Credit¹

$279,900

3 beds • 2.5 baths • 1,974 sqft

9 Ennismore Dr, Middlesboro, KY 40965

#1291613, Listing Office: Turn Key Realty

$2,433 Closing Credit¹

$204,900

3 beds • 2 baths

106 S 38th St, Middlesboro, KY 40965

#25003238, Listing Office: Coldwell Banker Bisceglia Realty & Auction Co

$1,722 Closing Credit¹

$145,000

2 beds • 1 bath • 1,008 sqft

413 S 26th St, Middlesboro, KY 40965

#1290233, Listing Office: Turn Key Realty

$3,194 Closing Credit¹

$269,000

3 beds • 2.5 baths • 2,016 sqft

301 Does Xing, Middlesboro, KY 40965

#1288966, Listing Office: Century 21 Virginia Wilder Real Estate

$1,127 Closing Credit¹

$94,900

2 beds • 1 bath • 1,008 sqft

1813 Winchester Ave, Middlesboro, KY 40965

#1288008, Listing Office: Realty Group

$3,741 Closing Credit¹

$315,000

3 beds • 4 baths • 2,349 sqft

915 Lothbury Ave, Middlesboro, KY 40965

#1287518, Listing Office: Turn Key Realty

407 Exeter Ave, Middlesboro KY, 40965 land for sale

$29,900

Land • 0.26 Acres

407 Exeter Ave, Middlesboro, KY 40965

#1286317

$1,663 Closing Credit¹

$140,000

3 beds • 2 baths

112 Parker Ln, Middlesboro, KY 40965

#24026218, Listing Office: Coldwell Banker Bisceglia Realty & Auction Co

$2,672 Closing Credit¹

$225,000

2 beds • 2 baths • 1,144 sqft

505 S S 38th St, Middlesboro, KY 40965

#1284881, Listing Office: Turn Key Realty

$1,953 Closing Credit¹

$164,500

3 beds • 1 bath • 1,110 sqft

1005 Hollywood Dr, Middlesboro, KY 40965

#1283319, Listing Office: Heartland Real Estate, LLC

$2,730 Closing Credit¹

$229,900

3 beds • 2 baths • 1,684 sqft

1315 Winchester Ave, Middlesboro, KY 40965

#1282005, Listing Office: AAA Realty, Inc.

Backup offers

$3,551 Closing Credit¹

$299,000

3 beds • 2.5 baths

109 Hollywood Dr, Middlesboro, KY 40965

#24022848, Listing Office: Coldwell Banker Bisceglia Realty & Auction Co

$24,000

Land • 1.46 Acres

LOT13 Venado Dr, Middlesboro, KY 40965

#1280147, Listing Office: Century 21 Virginia Wilder Real Estate

$2,791 Closing Credit¹

$235,000

2 beds • 1 bath • 2,031 sqft

512 N 25th St, Middlesboro, KY 40965

#1278575

$45,000

Land • 3.16 Acres

19 Venado Dr, Middlesboro, KY 40965

#24020807, Listing Office: Coldwell Banker Bisceglia Realty & Auction Co

$3,551 Closing Credit¹

$299,000

3 beds • 2.5 baths • 3,174 sqft

113 Hollywood Dr, Middlesboro, KY 40965

#1277166, Listing Office: Coldwell Banker Bisceglia Real

0 Home Run Rd, Middlesboro KY, 40965 land for sale

$19,500

Land • 1.14 Acres

0 Home Run Rd, Middlesboro, KY 40965

#24018475, Listing Office: Century 21 Virginia Wilder Real Estate

$3,622 Closing Credit¹

$305,000

5 beds • 3.5 baths

2410 Cumberland Ave, Middlesboro, KY 40965

#24018171, Listing Office: Coldwell Banker Bisceglia Realty & Auction Co

$3,622 Closing Credit¹

$305,000

5 beds • 3.5 baths • 3,000 sqft

2410 Cumberland Ave, Middlesboro, KY 40965

#1274726, Listing Office: Coldwell Banker Bisceglia Real

$4,511 Closing Credit¹

$379,900

5 beds • 4 baths • 2,943 sqft

717 S 27th St, Middlesboro, KY 40965

#1271628, Listing Office: REMAX PROFESSIONAL'S

$2,374 Closing Credit¹

$199,900

3 beds • 1 bath • 1,661 sqft

811 Gloucester Ave, Middlesboro, KY 40965

#1270976, Listing Office: REMAX PROFESSIONAL'S

$3,443 Closing Credit¹

$289,900

3 beds • 3 baths • 2,210 sqft

515 Englewood Rd, Middlesboro, KY 40965

#1262597, Listing Office: Turn Key Realty

$6,531 Closing Credit¹

$550,000

4 beds • 2.5 baths

1015 Old Wilson Ln, Middlesboro, KY 40965

#24005120, Listing Office: Coldwell Banker Bisceglia Realty & Auction Co

Middlesboro, KY Real Estate Market Overview

Browse 43 homes for sale in Middlesboro, KY. View properties, photos, nearby real estate with school and housing market information. The number of homes for sale in Middlesboro, KY decreased by 2% between February 2025 and March 2025. Listings spent 93 days on the market in March 2025, and had a median list price of $145,750 during the same period. In March 2025, from all listings sold in Middlesboro, KY there were more than 0 sold above asking price, over 4 sold below and more than 0 were sold right at the asked price.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in Middlesboro, KY

Overview

Middlesboro is located in Bell County, Kentucky. There are roughly 13,615 residents, living in 5,815 households. The average temperature for Middlesboro this time of the year is low of 40F and high of 67F. On average, Middlesboro gets about 4.23 inches of precipitation in April. Most residents are home owners (60%), have a high school diploma (67%) and are single, no kids (42%).

Data provided by Home Junction

Housing types

Middlesboro's housing market offers a blend of residential options, with single-family homes being a significant component. The architectural styles vary, providing a mix of traditional and contemporary designs that cater to a range of preferences. While the exact composition of the housing market is not specified, there is a presence of both homeowners and renters within the community.

Advantages

Middlesboro is known for its welcoming atmosphere and a sense of tight-knit community. The area prides itself on local events that bring residents together, reflecting the town's cultural identity and values. The community's character is further defined by its scenic surroundings and local parks, which contribute to the town's peaceful and family-friendly ambiance.

Convenience

The community is served by a number of public schools, ensuring educational opportunities for children at various levels. Healthcare needs are met by local clinics and a hospital that provides a range of services from primary care to emergency treatment. Retail and dining options are available, with local businesses reflecting the culture and tastes of Middlesboro. The public library system supports the community's educational and informational needs.

Transportation

Transportation in Middlesboro includes a network of roads that connect residents to nearby cities and amenities. Public transit options are available, with schedules that cater to the needs of the community. The area's walkability varies, with certain neighborhoods being more pedestrian-friendly than others. Ride-sharing services are present, offering additional transportation choices for residents.

Schools near Middlesboro, KY

Elementary Schools

Middlesboro Elementary School
3400 Cumberland Ave
Public District PK-4
Ellen Myers Primary School
275 Nettleton Rd
Public District PK-4

Middle Schools

Middlesboro Middle School
4400 W Cumberland Ave
Public District 5-8
Yellow Creek School Center
4840 W Cumberland Ave
Public District PK-8

High Schools

Middlesboro High School
4404 W Cumberland Ave
Public District 9-12

Data provided by Great Schools

Homes for sale in Middlesboro, KY

Middlesboro, KY Real Estate Market Overview

What is it like to live in Middlesboro, KY

Overview

Housing types

Advantages

Convenience

Transportation

Schools near Middlesboro, KY

Housing market reports in Bell County

Homes for sale near Middlesboro, KY

Top real estate cities in Kentucky