Middlesboro, KY Homes for Sale under $100,000

/18
$93,500

$32K PRICE DROP
- 2 Beds
- 1.5 Baths
- 1,426 Sq Ft
123 Cawood Ln, Middlesboro, KY 40965

Large Price Reduction!! Charming 2 bedroom, 1.5 bath home situated on a beautiful, quiet lot with plenty of potential and possibilities! This property features an extra-large carport, storage shed, and inviting front porch perfect for enjoying peaceful mornings or evenings outdoors. The large backyard offers plenty of space for entertaining, gardening, or relaxing, while the enclosed back

Dustin Daniels

Mountain Realty

123 Cawood Ln, Middlesboro, KY 40965
/14
$50,000
- 3 Beds
- 1 Bath
- 728 Sq Ft
105 Nutwood Rd, Middlesboro, KY 40965

3 bed, 1 bath fixer-upper in Middlesboro, KY! Great investment opportunity—flip, rent, or make it your own. City water/sewer (per public record). Priced for potential—bring your ideas!

Megan Stanaford Black Diamond Realty

105 Nutwood Rd, Middlesboro, KY 40965
/28
$59,900
- Land
- 4.24 Acres
- $14,127 per Acre
1197 Beans Fork Rd, Middlesboro, KY 40965

Opportunity awaits on this 4.24-acre tract offering a peaceful setting with endless potential. The property was previously improved with a home that has recently been lost to fire, presenting a unique chance to start fresh and bring your vision to life. With utilities previously in place (buyer to verify), this parcel may offer a head start for rebuilding, whether you're considering a custom

SARAH RICHARDS RE/MAX Preferred Group

1197 Beans Fork Rd, Middlesboro, KY 40965
/5
$30,000
- Land
- 1.26 Acres
- $23,810 per Acre
0 Lots 12 & 13 Sams Mountain Rd Unit 1328410, Middlesboro, KY 40965

LOCATION!! LOCATION!! Ready to build your dream home. Property is located minutes from Middlesboro. Wooded lot with electric and water available. Close to shopping, restaurants and hospitals. Minutes from LMU main campus. Buyer to verify acres!

Sharon Teaney Century 21 Virginia Wilder Real Estate

0 Lots 12 & 13 Sams Mountain Rd Unit 1328410, Middlesboro, KY 40965
/2
$50,000
- Land
- 16,639 Sq Ft
- $130,890 per Acre
0000 Edgewood Rd, Middlesboro, KY 40965

Lot on Edgewood road, can be purchased with 205 N 20th Street Middlesboro KY; former duplex was removed and now vacant land. City utilities available.

Megan Stanaford Black Diamond Realty

0000 Edgewood Rd, Middlesboro, KY 40965
/15
$59,000
- 2 Beds
- 1 Bath
- 920 Sq Ft
518 S 43rd St, Middlesboro, KY 40965

Two bedroom, 1 bath home located in a great neighborhood. Large bedrooms, living room, and kitchen. Don't miss the opportunity to make this home your own.

Michael Hensley REMAX PROFESSIONAL'S

518 S 43rd St, Middlesboro, KY 40965
/27
$89,900

$30K PRICE DROP
- 2 Beds
- 2 Baths
- 1,240 Sq Ft
816 W Chester Ave, Middlesboro, KY 40965

Ranch-style home built in 1950 offering over 1,200 square feet with 2 bedrooms and 2 full bathrooms. Features include a covered patio, a fireplace in the living room, and additional space suitable for a den or workspace. The home sits on an approximate 0.38-acre lot.

James Martin Century 21 Pinnacle

816 W Chester Ave, Middlesboro, KY 40965
/5
$29,000
- Land
- 39,204 Sq Ft
- $32,222 per Acre
0 Bowling Rd Unit 1344123, Middlesboro, KY 40965

0.9 Acres Partially cleared with wooded area in back for privacy. City limits. All utilities available. Perfect location for a home or two right next to the mountains!

Misti McGrath Realty Group

0 Bowling Rd Unit 1344123, Middlesboro, KY 40965
/3
$28,000
- Land
- 7,405 Sq Ft
- $164,706 per Acre
14 Honeycutt Ln, Middlesboro, KY 40965

COUNTY LOT, NO RESTRICTIONS!!!Flat and cleared lot in the county doesn't get much better than this!Previously home to a singlewide trailer means this location has all utilities including City water and septic.

Misti McGrath Realty Group

14 Honeycutt Ln, Middlesboro, KY 40965
/5
$22,500

$8K PRICE DROP
- Land
- 15,681 Sq Ft
- $62,500 per Acre
526 Balmoral Rd, Middlesboro, KY 40965

Lot available within the city limits of Middlesboro KY; The Bell County Ky online PVA site shows approximately 0.355 of an acre more or less. City utilities are available. There was a home on the property but was demoed April 2025. Buyer to verify all pertinent information; sold as is where is.

Megan Stanaford Black Diamond Realty

526 Balmoral Rd, Middlesboro, KY 40965
/22
$99,999

$19K PRICE DROP
- 3 Beds
- 2 Baths
- 1,296 Sq Ft
252 Chasteen Dr, Middlesboro, KY 40965

Welcome to this versatile 3-bedroom, 2-bathroom home offering 1,296 sq. ft. of living space in a convenient Middlesboro location. With a new roof and a freshly painted exterior, this property is move-in ready and full of potential. Step inside to find a layout that offers both comfort and flexibility. The home features multiple kitchens and laundry areas, creating the unique opportunity to easily

Aaron Rose Realty Network, Inc

252 Chasteen Dr, Middlesboro, KY 40965
/12
$85,000

$20K PRICE DROP
- 2 Beds
- 1 Bath
- 910 Sq Ft
310 Barkley Dr, Middlesboro, KY 40965

2 bed, 1 bath, manufactured home sitting on a large level lot. Conveniently located to shopping and Harrogate, TN.

Michael Hensley REMAX PROFESSIONAL'S

310 Barkley Dr, Middlesboro, KY 40965
/4
$19,000

$6K PRICE DROP
- Land
- 1.02 Acres
- $18,627 per Acre
1577 Beans Fork Rd, Middlesboro, KY 40965

OVER 1 ACRE AND NO RESTRICTIONS!!! Live peaceful, level and free on your own land.Bring your own home or build your own home, in the quiet top of Beans Fork.Utilities available All reasonable offers entertained Home on land holds zero value, please do not enter without agent

Misti McGrath Realty Group

1577 Beans Fork Rd, Middlesboro, KY 40965
/16
$69,900

$10K PRICE DROP
- 2,256 Sq Ft
417-A&B Avondale Ave, Middlesboro, KY 40965

Has the up stairs new flooring some new windows roof 7 years old hot water 7 years old new gutters with gutter guards. Bring your vision and bring this fixer upper back to life. Great duplex for rental or 2 families, Walking distances to everything. Live in one and rent one out. Check it out.

Nancy Maiden Mountain Realty

417-A&B Avondale Ave, Middlesboro, KY 40965
/5
$15,000

$5K PRICE DROP
- Land
- 5,662 Sq Ft
- $115,385 per Acre
118 Polly Hollow Right Fork Rd, Middlesboro, KY 40965

Unrestricted lot in a good location in Middlesboro. Has old home on the property that does not hold any value and would need to be disposed of.

Michael Hensley REMAX PROFESSIONAL'S

118 Polly Hollow Right Fork Rd, Middlesboro, KY 40965
/2
$15,000

$5K PRICE DROP
- Land
- 5,488 Sq Ft
- $119,048 per Acre
205 Exeter Ave, Middlesboro, KY 40965

Great lot, city utilities available.

Megan Stanaford Black Diamond Realty

205 Exeter Ave, Middlesboro, KY 40965
/3
$35,000
- Land
- 14,853 Sq Ft
- $102,639 per Acre
2107 Winchester Ave, Middlesboro, KY 40965

PRIME LOCATION, NO FLOOD ZONE! Discover the ultimate blank canvas within the city limits. This fully cleared, level, and build ready lot offers an exceptional opportunity to build your dream home, or next investment project. Situated entirely outside the FEMA flood zone, this lot offers peace of mind and reduced insurance costs. All city utilities are ready for connection. This lot would always

Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

2107 Winchester Ave, Middlesboro, KY 40965
/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
/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

Kentucky Bell County Middlesboro

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In Middlesboro, there are currently 19 homes for sale priced under $100,000, providing budget-friendly options for prospective buyers. Whether you're in search of houses for sale under 100k or other property types, there are opportunities to discover your ideal home within your budget in Middlesboro, KY. From cozy starter homes to properties awaiting your personal touch, these affordable residences offer an entry point into the housing market or an opportunity for real estate investment without stretching your finances.

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