16

Middlesboro, KY Homes for Sale under $300,000

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  • /40

    $239,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    301 Doe's Crossing, Middlesboro, KY 40965

    This 2-story gorgeous home sits in the mountains of Kentucky and is located in the desired subdivision of Vista Venado! This home sits on 0.944 acre. The main floor offers an open floor plan with a large living room with gas log fireplace. The living room extends to the formal dining area. The spacious kitchen has room for a breakfast table. The kitchen appliances stay with home and includes a

    Virginia Wilder Century 21 Virginia Wilder Real Estate

    301 Doe's Crossing, Middlesboro, KY 40965
  • /29

    $259,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,832 Sq Ft

    206 Summit Dr, Middlesboro, KY 40965

    Beautiful move-in ready renovated Property. Home features four bedrooms 2 1/2 baths. kitchen features soft closed custom cabinets, kitchen island and stainless steel appliances. Laminated floors throughout the home. Enjoy your coffee on screened in back porch. Storage building for your tools, lawnmower etc..Property is located within minutes from Lmu main campus, Shopping, restaurants, and

    Sharon Teaney Century 21 Virginia Wilder Real Estate

    206 Summit Dr, Middlesboro, KY 40965
  • /17

    $245,000

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    156 Wellington Dr, Middlesboro, KY 40965

    Welcome home to this spacious and inviting 3-bedroom, 1.5-bath property that offers both comfort and versatility! In addition to the three bedrooms, you'll find a bonus room that can easily serve as a 4th bedroom, home office, or flex space to fit your needs. This home features both a cozy living room and a separate den, providing plenty of space for relaxing or entertaining. The den is

    Megan Stanaford Black Diamond Realty

    156 Wellington Dr, Middlesboro, KY 40965
  • /32

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,398 Sq Ft

    907 Doncaster Ave, Middlesboro, KY 40965

    907 DONCASTER MIDDLESBORO KY 40965 This home is located in the city of Middlesboro minutes away from the hospital, close to downtown. Walmart, LMU are minutes away. It's located in a very safe neighborhood. The home includes a 280' single car garage; 240' back deck; and a 154' covered front porch.

    Janice Pratt Fathom Realty TN LLC

    907 Doncaster Ave, Middlesboro, KY 40965
  • /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
  • /11

    $225,000

    • 3 Beds
    • 1.5 Baths
    • 3,948 Sq Ft

    2621 W Cumberland Ave, Middlesboro, KY 40965

    Opportunities are built on the right properties and this could be the one! The potential of this home is limitless. a home with instant equity to put your finishing touches on!

    Kelsey Kelley Keller Williams Legacy Group

    2621 W Cumberland Ave, Middlesboro, KY 40965
  • /13

    $275,000

    $75K PRICE DROP
    • Land
    • 1.69 Acres
    • $162,722 per Acre

    321 W Chester Ave, Middlesboro, KY 40965

    1.695 flat acres in the city of Middlesboro. Zoned B3 (Central Business District). Some uses permitted are: Wholesale & Retail Trade, Sporting Goods, Pharmacy, Banks, Theater, Auto Repair, Hotel-Motel, Bed & Breakfast, and Multi Family Copy of Middlesboro Zoning attached. All city utilities available.

    Kevin Bisceglia Coldwell Banker Bisceglia Real

    321 W Chester Ave, Middlesboro, KY 40965
  • /21

    $219,900

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,612 Sq Ft

    140 Wellington Dr, Middlesboro, KY 40965

    Nice 3-bedroom 2 bath home just for the picking. Priced is right with the possibility of a 4th bedroom. The kitchen, dining room, living room, 3 bedrooms and 1 bath are on the main level. The bonus room (optional 4th bedroom), full bath with laundry facilities downstairs. This home has a back deck, patio and storage building. Don't let this one get away!

    Janice Pratt Fathom Realty TN LLC

    140 Wellington Dr, Middlesboro, KY 40965
  • /36

    $285,000

    00 Highway 217 & 1344, Middlesboro, KY 40965

    UNIQUE OPPORTUNITY PROPERTY. This property offers plenty of potential. Formerly Shillelagh garage and swimming hole, this property has above the ground fuel tanks that could provide ATV's, Side-by-side, farm equipment fuel for work or entertainment. There are Off-road trails for ATV enthusiasts to enjoy the endless trails. These 9.613 surveyed acres can be used for residential, commercial

    Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

    00 Highway 217 & 1344, Middlesboro, KY 40965
  • /51

    $250,000

    • 1,500 Sq Ft

    119 Wagon Hollow Rd, Middlesboro, KY 40965

    Welcome to the best of all worlds! One home and an operational store that fronts Highway 217. Several outbuildings and just over 20 acres make this the perfect property for homesteading as seller had livestock on the property at one time. The land is gently rolling to level, Pineville city water in place, spectrum internet and you're off the beaten path but just a 15 minute drive back into town.

    Megan Stanaford Black Diamond Realty

    119 Wagon Hollow Rd, Middlesboro, KY 40965
  • /12

    $225,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    908 W Chester Ave, Middlesboro, KY 40965

    This home is older home well maintained, 2 bd 1 full bath with an efficiency apartment behind the house great for the mother-in-law. The apartment is open space with 1 bdrm and a full bath. Metal roof, vinyl siding and windows, hardwood, laminate & tile floors. Privacy and a chain link fenced in back yard, 2 storage buildings, level back yard. Great student home and rental!!

    Steve Mason REMAX PROFESSIONAL'S

    908 W Chester Ave, Middlesboro, KY 40965
  • /16

    $295,000

    $15K PRICE DROP
    • 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
  • /20

    $225,000

    • 3 Beds
    • 1 Bath
    • 1,652 Sq Ft

    116 N Petersborough Ave, Middlesboro, KY 40965

    Exceptional 3 bedrooms, 1 bath home in the heart of Middlesboro. Located just off Cumberland Ave on 30th St, this home's location is what you have been looking for--within walking distance of downtown, schools, and the hospital. Just down the street from the T-ball field and the city pool. With hardwood floors throughout and beautiful wood trim, this house is waiting for a family to make it a

    Kevin Bisceglia Coldwell Banker Bisceglia Real

    116 N Petersborough Ave, Middlesboro, KY 40965
  • /24

    $200,000

    $25K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 960 Sq Ft

    615 S 22nd St, Middlesboro, KY 40965

    NOT FOR RENT. Come check out this beautifully renovated 2 bedroom, 2.5 bath home, metal roof, open concept, privacy fence, new concrete driveway, large back deck for entertaining, outbuilding for storage, great location, new kitchen appliances, new water heater and more! 10 minute drive Lincoln Memorial University's main campus and approx 20 minutes LMU's Vet school. Schedule today to see this

    Megan Stanaford Black Diamond Realty

    615 S 22nd St, Middlesboro, KY 40965
  • /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
  • /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
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