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180 Stevenson Branch Rd, Middlesboro
$158,000
3 Beds ⋅ 1 Baths ⋅ 1356645 MLS
Enjoy a peaceful country setting just minutes from downtown Middlesboro! Situated on approximately 2 acres, this rustic 3-bedroom, 1-bath cabin combines charm, usable outdoor space, and convenient access to shopping, dining, and medical facilities. Inside, hardwood floors complement the home's warm character, while the updated kitchen features stainless steel appliances. A pellet stove provides supplemental heat, and the washer and dryer are included. Additional features include a metal roof, covered front porch, mature trees, and a spacious, level backyard with room for gardening or outdoor enjoyment. A 1-car garage, covered carport, workshop, and storage building provide ample space for parking, tools, and hobbies. The unfinished basement offers additional storage. Bring your personal touches and make this country retreat your own!

180 Stevenson Branch Rd, Middlesboro

107 Ridgewood Circle, Pineville
$225,000
3 Beds ⋅ 2 Baths ⋅ 1355982 MLS
Discover the charm and character of this beautifully remodeled 1,312 sq. ft. Lustron home in a desirable neighborhood in historic Pineville, KY. This unique home blends its distinctive mid-century design with thoughtful modern updates, including new flooring throughout and fire-resistant sheetrock installed throughout much of the home. One bedroom features a newly added private en-suite bath, providing an extra level of comfort and convenience. The kitchen includes a gas cooking range, while a ventless fireplace creates a cozy gathering space. Outside, the property offers two large lots, a new patio area perfect for relaxing or entertaining, and a detached garage providing additional storage and parking. With its rare Lustron construction, updated interior, spacious grounds, and convenient Pineville location, this property offers a unique opportunity to own a piece of local history with modern comforts.

107 Ridgewood Circle, Pineville

107 E Mound St, Harlan
$180,000
1350764 MLS
This stately brick building sits in downtown Harlan, Kentucky and offer multiple possibilities. It once was a law office. The downstairs needs a little TLC. On the main floor there are 12 rooms plus 2 half bathrooms and a kitchenette, a front and back door. Upstairs, there are 2 large apartments. One the owner occupies, it has 2 bedrooms, one full bathroom, Livingroom, kitchen, laundry area and dining area. The other upstairs apartment has 2 bedrooms, one full bathroom, living room, dining area, laundry area and is vacant. With some TLC the second apartment would be ready to rent. The unfinished basement has a concrete floor. This building has city water and city sewer, high speed internet is available, a heat pump, nice windows, great visibility, walking distance to the courthouse. This is a golden opportunity!

107 E Mound St, Harlan

400 Gloucester Ave, Middlesboro
$279,000
4 Beds ⋅ 2 Baths ⋅ 1350232 MLS
Nestled in the heart of downtown Middlesboro, this beautifully maintained 1930 home offers over 2,000 square feet of comfortable living space with 4 bedrooms and 2 full baths. The updated kitchen is designed for both style and functionality, featuring custom soft-close cabinetry, under-cabinet lighting, a double oven, and a French-door refrigerator with double freezer drawers. This kitchen also has a fill-pot feature next to the stove. The kitchen's backdown is where you will , find a covered deck--perfect for entertaining family and friends. Situated on a quiet dead-end street, this property combines the convenience of downtown living with the privacy and tranquility you've been looking for. The home offers a flexible floor plan with two bedrooms on the main level with cedar lined closets and two bedrooms upstairs. The foyer entryway offers a closet and space for coats and shoes to conveniently stored. A spacious living room with a fireplace creates a warm gathering space, while the formal dining room and vented sunroom provide additional areas for relaxation and entertaining. The basement includes a two-car garage, workshop, and ample storage space, offering plenty of room for hobbies and organization. Schedule an appointment TODAY!

400 Gloucester Ave, Middlesboro

123 Cawood Lane, Middlesboro
$70,000
2 Beds ⋅ 2 Baths ⋅ 1340557 MLS
Major 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 mudroom/workshop provides excellent extra storage, hobby space, or room for projects. Inside, you'll find additional flexible living space upstairs that could easily serve as a third bedroom, home office, playroom, or bonus living area to fit your needs. Conveniently located just minutes from Lincoln Memorial University, shopping, and local amenities, this home combines privacy with convenience. Whether you're looking for a starter home, investment property, or rental opportunity, this property offers endless potential. The home could benefit from some updates, making it a fantastic opportunity to add your own style and value. Don't miss this affordable home with room to grow in a desirable location! *All information contained herein is deemed reliable but not guaranteed. Buyers to verify all information independently, but not limited to square footage, acreage, taxes, etc..

123 Cawood Lane, Middlesboro

515 Englewood Rd, Middlesboro
$279,000
3 Beds ⋅ 3 Baths ⋅ 1329448 MLS
Discover the perfect blend of peaceful living and everyday convenience in this unique, nature-surrounded home located right in town. Set on approximately 0.75 acres, this property offers privacy, scenic surroundings, and abundant natural light through dramatic floor-to-ceiling windows overlooking the wooded landscape and spacious yard. Inside, the home showcases warm character with vaulted wood ceilings, exposed beams, hardwood floors, and a striking custom spiral staircase that creates a true centerpiece. The open kitchen and living area feature custom cabinetry, stainless steel appliances, and seamless flow, ideal for both daily living and entertaining. The main level includes a spacious owner's suite with a luxury bath featuring a jacuzzi tub, walk-in shower, and private balcony access, perfect for enjoying peaceful mountain and nature views. A second bedroom, full guest bath, and access to the rear deck and fenced yard complete the main floor. Upstairs, the loft bedroom provides flexible space for sleeping, office, or retreat. The walk-out finished basement offers additional living space with a full bath, laundry area, and multiple possibilities including recreation, guest quarters, or home office. A heated and cooled converted garage with built-in shelving provides excellent storage or workspace. Recent updates include beautiful hardwood flooring, smart HVAC system, and a lifetime warranty metal roof. Outdoor features include a large storage shed and expansive yard ideal for enjoying wildlife, relaxing, or entertaining. This rare property combines charm, space, and setting—schedule your private showing today to experience it for yourself.

515 Englewood Rd, Middlesboro

301 Doe's Crossing, Middlesboro
$229,500
3 Beds ⋅ 3 Baths ⋅ 1328317 MLS
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 dishwasher, a new refrigerator, a new cook stove and a new built in microwave. There are lots of cabinets and a pantry. The main floor also has a half bathroom. The upstairs has 3 bedrooms and 2 full bathrooms, laundry room and a computer/study room that leads out to the balcony. This home has central gas heat and central air. Lots of windows to enjoy the amazing mountain views. There is a wonderful view overlooking the city of Middlesboro. The new laminate flooring throughout this home is waterproof. City water, the driveway was paved November 2024, this home is move in ready with possession at closing, there is a balcony upstairs and a wrapped deck on the main level with a natural gas connection for your gas grill, never worry about running out of gas in those propane tanks again! Internet available. This home is located in the county yet less than 5 minutes to downtown Middlesboro.

301 Doe's Crossing, Middlesboro