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$143,000
3 Beds ⋅ 2 Baths ⋅ 26008309 MLS
Are you looking for a private retreat? Here it is sits on an acre of land with lots of privacy watch the turkey and deer go by as your sitting on your front porch. This home has new deck on the side of the home. When you come into the home you will find the bath room as been totally remodeled. New flooring in bedrooms and beautiful hardwood in living and dining rooms. This home comes with the appliances and the washer and dryer. Call today to see this home in person you won't be disappointed.

454 Sw Four Mile, Right Fork Rd, Fourmile

Listing courtesy of Dan Miller of CENTURY 21 Advantage Realty.

$135,000
2 Beds ⋅ 1 Baths ⋅ 26010030 MLS
CHARMING 2 BEDROOM/ONE BATH HOME! This charming 2 bedroom, 1 bath home offers a perfect blend of comfort and convenience, completely outside of the flood zone. Enjoy leisurely mornings on the large covered front porch or entertain guest on the back deck overlooking your private fully fenced in yard - perfect for pets or gardening. This move in ready property also features a detached 2 -car carport, providing ample shaded parking and storage. Don't miss this gem, conveniently located close to all the local amenities. Plus only a 10 minutes drive to LMU main campus.

2002 Winchester Ave, Middlesboro

Listing courtesy of Sheila Durham of Coldwell Banker Bisceglia Realty & Auction Co.

$69,999
2 Beds ⋅ 1 Baths ⋅ 26009843 MLS
Nestled in the hills of Arjay, Kentucky, this one-of-a-kind property offers the chance to own a true piece of Appalachian history. Originally built as a coal camp house, the home still holds its original structure at the core, with additions added over the years to create additional living space while maintaining its historic character. Homes like this carry a story you simply can't recreate, making it a unique opportunity for the right buyer. Surrounded by beautiful mountain views, the property offers a peaceful setting in a small, established neighborhood. Whether you're enjoying the scenery or looking for a quiet place to call home, this location provides that tucked-away Eastern Kentucky feel. This home is a fixer-upper and will need some TLC, but it is currently livable making it a great option for someone looking to renovate over time, invest, or restore a piece of local history. With a little vision and effort, this property has the potential to truly shine. Buyer to verify all aspects of the property.

204 Greencamp Rd, Arjay

Listing courtesy of Sydney Privett of Sester & Co Realty.

$150,000
3 Beds ⋅ 2 Baths ⋅ 26016120 MLS
Recently Updated and Move In Ready. This 3 bed 2 bath spacious mobile home is waiting for new owners! If you are a first time home buyer or investor looking to expand your portfolio, this could be the ideal property. Master suite with tub and separate shower and ample closet space.

7 Alvie Buell Rd, Pineville

Listing courtesy of Rebekah Bowling of Reliance One Realty.

$129,900
4 Beds ⋅ 2 Baths ⋅ 26000834 MLS
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.

405 S 37th St, Middlesboro

Listing courtesy of Kevin Bisceglia of Coldwell Banker Bisceglia Realty & Auction Co.

$295,000
5 Beds ⋅ 3 Baths ⋅ 26006775 MLS
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 bathrooms throughout. The heart of the home is a large, well-appointed kitchen, ideal for cooking, gathering, and entertaining. You'll also appreciate the oversized laundry room, adding convenience and extra storage. Enjoy outdoor living with a nice back deck, perfect for relaxing or hosting guests. A front deck is currently being completed, adding even more curb appeal and outdoor space. Additional features include: City water and sewer. Expansive lot with room to roam. This property combines comfort, space, and value in a peaceful setting. Call today to schedule your private showing—this one won't last long!

717 Hwy 441, Middlesboro

Listing courtesy of Megan Stanaford of Black Diamond Realty.

$359,900
5 Beds ⋅ 3 Baths ⋅ 1347217 MLS
Beautiful two-story home with a fantastic front porch view of the mountains. Secluded but only 5 to 10 minutes to Pineville. Beautiful kitchen, 5 bedrooms 3 baths. large Master Suite, Hardwood floors This could be your dream home. Space for living comfortably with family and friends. Outdoor entertaining with a beautiful pool, patio and covered back porch.

56 Horizon Estate, Pineville

Listing courtesy of Lisa Stacy-Gibbs of Backwoods Realty & Development.

$142,500
2 Beds ⋅ 2 Baths ⋅ 1346436 MLS
Cute as a button! This adorable cottage style home would make an excellent choice for a first home! Come see today!

125 Cawood Lane, Middlesboro

Listing courtesy of Misti McGrath of Realty Group.

$59,000
2 Beds ⋅ 1 Baths ⋅ 1345724 MLS
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.

518 S 43rd St, Middlesboro

Listing courtesy of Mike Hensley of REMAX PROFESSIONAL'S.

$152,000
2 Beds ⋅ 1 Baths ⋅ 1343969 MLS
2 bedrooms 1 bath with a bonus room that could easily be a third bedroom. one level living with the cutest screened in porch ever! All new appliances, (Recent fha appraisal completed)

416 Georgia Ave, Pineville

Listing courtesy of Misti McGrath of Realty Group.

$149,000
4 Beds ⋅ 2 Baths ⋅ 1343957 MLS
This home is turnkey and ready to move right in; it has been well maintained over the years. This home has 4 Bedrooms, 2 Full Baths, Dining Room and a Kitchen that comes with Range, Refrigerator, Dishwasher and Microwave plus the laundry room has a washer and dryer set that will stay with home. Step out the back door and just a few steps up the hill is a wonderful workshop and a storage shed. Home has a country setting with a private drive in the front and a right of way to the property from the back. Public water and septic system, internet is available, great views and close to Wal-Mart, hospital, churches and much more!

64 Dunlap Hollow Rd, Middlesboro

Listing courtesy of Virginia Wilder of Century 21 Virginia Wilder Real Estate.

$159,900
2 Beds ⋅ 1 Baths ⋅ 1343066 MLS
Welcome to Historic Middlesboro KY - Beautifully Renovated Home with Stunning Mountain Views! Situated on an easy-to-maintain 0.29-acre lot, this charming home in the heart of Middlesboro KY JUST MINUTES FROM ONE OF THE OLDEST GOLF COURSES--This House blends historic charm with modern updates. Enjoy breathtaking views of the Cumberland Mountains, Cumberland Gap National Park, and the iconic Pinnacle. Steps away from hiking trails, local shops, cafes, and restaurants. Featuring 2 spacious bedrooms, 1 renovated full baths, new flooring, a modern kitchen. Ideal for a permanent home, vacation retreat, or short-term rental. Conveniently close to LMU campuses, Cumberland College, Knoxville, and Gatlinburg. Experience peaceful living with natural beauty. THIS HOUSE IS A MUST SEE!!

815 Dorchester Ave, Middlesboro

Listing courtesy of Lisa Stacy-Gibbs of Backwoods Realty & Development.

$229,000
3 Beds ⋅ 3 Baths ⋅ 1343063 MLS
3-bedroom home with 2 full bathrooms and one-half bath located just minutes outside of the city of Pineville, Ky and the Pine Mountain State Park. Also convenient to Harlan Kentucky and local ATV trails. Oversized 3 car attached garage is perfect for storing all those toys or for your own workshop. Very private back patio area and large swimming pool are perfect for entertaining or just relaxing after a long day.

2953 U.S. 119, Pineville

Listing courtesy of Mike Hensley of REMAX PROFESSIONAL'S.

$135,000
2 Beds ⋅ 1 Baths ⋅ 1342457 MLS
This beautiful 2 bed 1 bath with beautiful hardwood floors, sits only minutes away from downtown Middlesboro and the Cumberland Gap National Park. This home has had some great improvements such as a new roof and new windows installed. don't miss your opportunity to call this your own.

413 S 26th St, Middlesboro

Listing courtesy of Brad Cawood of Backwoods Realty & Development.

$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

Listing courtesy of Dustin Clay Daniels of Mountain Realty.

$35,000
2 Beds ⋅ 1 Baths ⋅ 1340131 MLS
Old home needs work with an attached older home that needs to be torn down. Great Location on Cumberland Ave behind Food City

918 E Cumberland Ave, Middlesboro

Listing courtesy of Steve Mason of REMAX PROFESSIONAL'S.

$455,000
5 Beds ⋅ 4 Baths ⋅ 1330109 MLS
Spacious All-Brick Home with Attached Guest Quarters - Prime Location! This beautifully maintained, all-brick home offers exceptional flexibility and space, featuring a main residence with 3 bedrooms, 2 bathrooms, a bonus room perfect for a home office, rec room, or additional sleeping area, and two laundry rooms for added convenience. In addition, the property includes a fully separate, attached living space—ideal for extended family or rental income. The guest quarters offer 2 bedrooms, 2 bathrooms, a full kitchen, living room, laundry area, and private entry—essentially two homes in one! Located just minutes from two local colleges and close to shopping and dining, this move-in-ready property is a rare opportunity for multi-generational living or income potential. With numerous upgrades throughout, this spacious home could be the dream property you've been waiting for!

523 N 30th St, Middlesboro

Listing courtesy of Kevin Carroll of Backwoods Realty & Development.

$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

Listing courtesy of Kevin Carroll of Backwoods Realty & Development.

$299,900
5 Beds ⋅ 4 Baths ⋅ 1329199 MLS
Pristine home on over an acre of land! This beautifully maintained home with over 3,000 sf of living space has all the space you could need for your family. This home has 3 bedrooms and 3 bathrooms on the main floor, with 2 more bedrooms and 1 bathroom in the basement. Featuring 2 living rooms, a dining room, a sunporch and a den, you don't want to miss this beauty. Included with the home is a 952 sf apartment behind the extra-large 3 car detached garage. This is the kind of home people wish for--move in ready and ready to make your dreams come true.

184 Osborne Rd, Pineville

Listing courtesy of Kevin J Bisceglia of Coldwell Banker Bisceglia Real.

$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

Listing courtesy of Virginia Wilder of Century 21 Virginia Wilder Real Estate.

$250,000
1327234 MLS
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. (119 Wagon Hollow Rd) has a wrap around porch, large kitchen, dining and living room areas, oversized bathroom with garden tub and stand up shower. Pretty flooring throughout. Kitchen appliances convey with the property. The store (4080 hwy 217) is an adorable cabin style design with wrap around porch and swing. Inside theres a bathroom and plenty space for more shelving if you'd like to expand. Call for an appointment to tour all that Wagon Hollow Road has to offer.

119 Wagon Hollow Rd, Middlesboro

Listing courtesy of Megan Stanaford of Black Diamond Realty.

$129,900
4 Beds ⋅ 2 Baths ⋅ 1326276 MLS
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.

405 S 37th St, Middlesboro

Listing courtesy of Kevin J Bisceglia of Coldwell Banker Bisceglia Real.

$525,000
3 Beds ⋅ 3 Baths ⋅ 1323427 MLS
TWO HOMES FOR $525,000 - This property is in a perfect location for the golfer in you. Wasioto Winds Golf Course is immediately across the road from this property, and this property has access to Boone Trace Hiking Trail and is close to the Pine Mountain State Park. The main house has 3 full bathrooms and 3 bedrooms (2 bedrooms are suites) there are 2 stone gas log fireplaces, one in the Sunroom and the other in the living room, The living room has a gorgeous wood cathedral ceiling. The shining hardwood floors are an added bonus to the fine home, the amazing kitchen has an abundance of cabinets, there is an island in the kitchen, Kitchen extends to formal dining area and also leads to back covered porch. This home has a large spacious laundry room. There are lots of closets, double pane windows, 2 heat pumps that are serviced regularly, this home sits on a level yard with privacy from back porch, the front porch offers view of the golf course. Home has a handicap ramp for easy entry and has 36 inch doors for wheelchair access. High speed internet is available, public water, paved driveway with extra parking spaces. There is a 2 car garage/workshop and a 2 car carport on property. Gorgeous mountain views. Home has natural gas, cookstove is gas, all kitchen appliances stay with home plus washer and dryer. The second home has 2 bedrooms, one full bathroom, living room, family room and eat-in kitchen, laundry hookup, heat and air are wall units, wrapped porch with great views, septic system, public water. This home is ideal for additional income or to keep a family members close by. This property is close to downtown Pineville, hospitals and medical clinics as well as shopping.

105 Hwy 190, Pineville

Listing courtesy of Virginia Wilder of Century 21 Virginia Wilder Real Estate.

$97,000
3 Beds ⋅ 2 Baths ⋅ 1316842 MLS
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 convert the property into two rental units or maintain it as a single-family residence with extra convenience. The outside is just as impressive, with a spacious fenced backyard, perfect for gatherings, pets, or a garden. You'll also appreciate ample off-street parking, seasonal mountain views, and plenty of storage space throughout. Located close to schools, shopping, and town amenities, this property combines practicality with investment potential. Whether you're looking for a family home or an income-producing opportunity, 252 Chasteen Drive is a must-see!

252 Chasteen Drive, Middlesboro

Listing courtesy of Aaron Rose of Realty Network, Inc.

$595,000
7 Beds ⋅ 5 Baths ⋅ 1290184 MLS
A One-of-a-Kind Dream Home with Spectacular Views! This stunning home offers breathtaking views from every window and boasts 7 spacious bedrooms, 3 full bathrooms, and 2 half bathrooms—plenty of room for the entire family! Step inside and be captivated by the grand staircase and an incredible private library, perfect for quiet moments or working from home. The walkout basement is ready to be finished to your specifications, allowing you to create the ultimate entertainment space, home gym, or guest suite. As an added bonus, the price includes an extra buildable lot, giving you even more possibilities for expansion or investment. Don't miss out on this rare opportunity to own a truly unique home. Schedule your showing today!

142 Edgewood Rd, Middlesboro

Listing courtesy of Lisa Stacy-Gibbs of Backwoods Realty & Development.

Listings courtesy of Spartanburg Association of Realtors as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.