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Middlesboro, KY 1-Story Homes for Sale

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  • /67

    $185,000

    • 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
  • /16

    $310,000

    • 5 Beds
    • 3 Baths
    • 2,100 Sq Ft

    717 Highway 441, Middlesboro, KY 40965

    Beautiful 5-Bedroom Home on 1.165 Acres - Middlesboro, KY Welcome to 717 Highway 441, a stunning custom manufactured home offering space, comfort, and modern charm—all set on a generous 1.165-acre lot. This gorgeous home features 5 spacious bedrooms and 3 full bathrooms, perfect for families of all sizes. Step inside to find large, open rooms, ample closet space, and beautifully designed

    Megan Stanaford Black Diamond Realty

    717 Highway 441, Middlesboro, KY 40965
  • /19

    $210,000

    • 3 Beds
    • 1 Bath
    • 728 Sq Ft

    120 Nutwood Rd Unit A & B, Middlesboro, KY 40965

    2 homes (103 and 105 Nutwood) and a duplex (120 Redwood) currently used as rental properties, priced to sell. Call to schedule a showing.

    Megan Stanaford Black Diamond Realty

    120 Nutwood Rd Unit A & B, Middlesboro, KY 40965
  • /32

    $195,000

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

    11 Castleford Way, Middlesboro, KY 40965

    This one checks the boxes and close to Major Regional Colleges! Renovated, truly move in ready, county taxed (not city!), and not in a flood zone, this home is an ideal match for first time buyers, downsizers, or anyone wanting low maintenance living. It also sits in a prime location just minutes from major regional colleges like Southeast Kentucky Community & Technical College (5-10 minutes) and

    Jennifer Ware Kentucky Land and Home

    11 Castleford Way, Middlesboro, KY 40965
  • /3

    $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
  • /3

    $175,000

    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft

    102 Redwood Rd Unit A & B, Middlesboro, KY 40965

    Great investment opportunity with this one. Built in 2000 per appraisal, this property offers a total of 1,664 square feet and is currently occupied by reliable, long-term tenants. Each unit features 2 bedrooms and 1 bathroom, providing comfortable living space for residents. The address, listed as 102 A&B Redwood Road, originates from a previous appraisal. The property is confirmed per the

    Megan Stanaford Black Diamond Realty

    102 Redwood Rd Unit A & B, Middlesboro, KY 40965
  • /20

    $399,000

    • 3 Beds
    • 3 Baths
    • 3,397 Sq Ft

    103 Kingsbury Woods Rd, Middlesboro, KY 40965

    Rare opportunity to own a premier golf course property on Hole #2 at the Middlesboro Golf Course—one of only four homes situated directly on the course. Perfectly positioned on a generous 0.67-acre lot, this spacious residence offers a grand total living space, including a finished basement, providing plenty of room to live, entertain, and relax. With three bedrooms and three full baths, the home

    Anthony Gigilo ListWithFreedom.com

    103 Kingsbury Woods Rd, Middlesboro, KY 40965
  • /17

    $159,900

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft

    405 S 37th St, Middlesboro, KY 40965

    Looking for a home to raise your family? Don't let this one go by! Spacious 4 bedrooms, 2 bath home with a fenced in yard, this one is just the right size for a growing family. Just minutes from the hospital and schools, yet tucked away on a side street with little traffic. Let us show you your new home today! Schedule a showing before it's gone.

    Kevin Bisceglia Coldwell Banker Bisceglia Realty & Auction Co

    405 S 37th St, Middlesboro, KY 40965
  • /32

    $299,000

    • 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

    Kevin Bisceglia Coldwell Banker Bisceglia Real

    113 Hollywood Dr, Middlesboro, KY 40965
  • /2

    $30,000

    • 2 Beds
    • 1 Bath
    • 1,244 Sq Ft

    103 Nutwood Rd, Middlesboro, KY 40965

    Great investment opportunity. 2 bedroom 1 bathroom home, city utilities. Call for showings.

    Megan Stanaford Black Diamond Realty

    103 Nutwood Rd, Middlesboro, KY 40965
  • /27

    $109,900

    • 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
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