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$149,999
2 Beds ⋅ 1 Baths ⋅ 26015402 MLS
Charming Renovated Ranch in the Heart of Middlesboro! Welcome home to 1010 W Chester Avenue, a cozy and beautifully updated 2-bedroom, 1-bath brick ranch right in the heart of Middlesboro, KY. If you've been looking for that perfect blend of classic hometown charm and worry-free modern living, this is the one you've been waiting for. Step inside this solid traditional brick home and you'll immediately notice the inviting vibe. The entire house has been refreshed with updated paint throughout, creating a bright and airy atmosphere that lets the natural light pour in. Underfoot, you'll love the beautifully restored original hardwood floors paired with updated flooring that ties the whole home together perfectly. The heart of the home features a spacious eat-in kitchen complete with updated cabinets and a brand-new refrigerator added in 2024. For ultimate convenience, a brand-new dedicated laundry room has been added right off the kitchen. Around the corner, the living room serves up the ultimate cozy Appalachian factor with its classic brick, wood-burning fireplace—perfect for those crisp mountain evenings. Key Updates & Features: Brand New Roof (2024): Complete with durable 25-year shingles for total peace of mind. Modernized Kitchen & Bath: Features updated cabinetry, flooring, and a 2024 refrigerator. Convenient Layout: 1,275 sq. ft. of comfortable, main-level living space with an added laundry room and a convenient 1-car attached carport. Level Lot: A nice 50x140 level yard that's easy to maintain and perfect for relaxing. Tucked away on a great level lot near the West End, this property puts you just minutes from local schools, shopping, and all the dining downtown Middlesboro has to offer. Whether you're buying your very first home, downsizing, or looking for a solid investment in Bell County, this move-in-ready gem is ready for its next chapter. Don't wait on this one—call today to schedule your personal tour and let's go take a look!

1010 W Chester, Middlesboro

Listing courtesy of Russell Tribell of Fathom Realty KY LLC.

$297,500
5 Beds ⋅ 4 Baths ⋅ 26013256 MLS
This open floor plan home is waiting for your large family. This home features 5 bedrooms and 4 full baths, cathedral ceilings, a rock fireplace in the living room, and a full, unfinished basement just waiting for you to make more living space. Located in downtown with an out-of-town feel, get in to see this home now. *Buyer to verify acreage and septic.

717 S 27th St, Middlesboro

Listing courtesy of Barry Turner of RE/MAX LakeTime Realty London.

$79,900
2 Beds ⋅ 2 Baths ⋅ 26001413 MLS
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.

816 W Chester Ave, Middlesboro

Listing courtesy of James Martin of Century 21 Pinnacle.

$264,900
3 Beds ⋅ 2 Baths ⋅ 26007901 MLS
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 designed for comfort and gatherings highlighting the fireplace in the dining area to create a warm inviting atmosphere. This home has built in shelving and natural wood cabinets in the kitchen along with an island. The potential is endless with an additional 634 square feet of living finished living space in the basement with a fireplace. The basement has a finished bathroom and additional 624 square feet unfinished that can be used as a workshop or other workspace. Walk out of the basement onto a large patio area. There is a short walk to the fenced in area and barn that can house many animal options. This home is near all the amenities including groceries, entertainment, shopping and restaurants. This is a rare gem in the heart of Middlesboro. Call for an appointment today!

127 Alpine Rd, Middlesboro

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

$124,900
3 Beds ⋅ 3 Baths ⋅ 26010902 MLS
All offers must be submitted by the Buyer's agent via the RES.NET Agent Portal. If your offer is accepted, you agree to be responsible for an offer submission technology fee of $225.00. The fee will be collected and disbursed by the settlement agent and disbursed at the closing and settlement of the transaction. To submit your buyer's offer, simply click the link below. If you already have a RES.NET Agent account, you will be prompted to log in. If not, you will be prompted to create an account. To begin, click or paste this link into your web browser: https://agent.res.net/Offers.aspx?-1807017 Escape to serenity with this 1,820 sq ft mountain retreat, perfectly nestled on 2± acres of lush, tranquil land in Southeast Kentucky. This 3-bedroom, 3-bath home offers the perfect blend of modern comfort and rustic charm, designed for peaceful living. A dedicated, functional laundry room adds to the convenience of daily living. The private primary suite acts as a true oasis, featuring a luxurious soaking tub for ultimate relaxation. Situated on 2 expansive acres, this property offers unparalleled privacy and mature trees, creating a peaceful backdrop for your morning coffee or evening sunsets. A standout feature is the large detached garage—providing ample space for vehicles, workshop, or storage.

9529 Hwy 92, Pineville

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

$279,000
5 Beds ⋅ 3 Baths ⋅ 26010558 MLS
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 bedroom is currently under renovation, offering the rare opportunity to add your final personal touch to the suite. While the primary bedroom bath has been completely remodeled with a walk in shower, bluetooth speakers, Step into your personal sanctuary with this top-of-the-line intelligent toilet. A seamless one-piece, skirted design, this smart fixture features a motion-activated lid that opens upon approach and an automatic, high-efficiency flush for ultimate sanitation. The integrated bidet offers customizable warm water cleaning, heated seating for year-round comfort, and an automatic air purifier to keep the atmosphere fresh and serene. The heart of the home flows through classic spaces designed for both grand entertaining and quiet retreats. Enjoy the traditional elegance of the parlor, a formal dining room for holiday gatherings, and a comfortable living room. Outside, the large wrap-around porch serves as the perfect vantage point for beautiful neighborhood views, while the screened-in porch and fenced in courtyard beautiful elegance to the home.

207 Arthur Hts, Middlesboro

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

$229,900
3 Beds ⋅ 2 Baths ⋅ 26003725 MLS
This stunning home with a thoughtfull design offers the perfect blend of comfort, charm, and mountain beauty. The kitchen is a dream for any home chef, featuring granite countertops, abundant counter space, and elegant white cabinetry with generous storage. Beautiful hardwood floors flow throughout the home, adding warmth and character. The private primary suite is truly exceptional, complete with a customized en-suite bath designed for relaxation. Enjoy peaceful mornings and cool mountain evenings on the inviting wraparound porch. The home also offers a formal living room, a spacious family room, and a large laundry area for added convenience. Upstairs, you'll find a generously sized bedroom with direct deck access, perfect for looking at those morning mountain views. Location, lifestyle, and endless outdoor adventure—this home has it all! Just minutes from local schools, and the post office, you'll enjoy small-town convenience with modern perks like high-speed internet and Pineville city water. Love the outdoors? You're only a short drive from the breathtaking trails and scenic overlooks of Pine Mountain State Resort Park, tee time at Wasioto Winds Golf Course, exciting ATV trails, and local shopping. Adventure, convenience, and mountain charm are all waiting right here! Schedule your showing today!!!

15379 State Highway 190, Pineville

Listing courtesy of Sarah Richards of RE/MAX Preferred Group.

$115,000
2 Beds ⋅ 1 Baths ⋅ 26014807 MLS
Welcome to 1720 Exeter Avenue, this adorable fixer has tons of potential with 2 living areas, a detached garage, brand new metal roof, and a fully fenced yard! Less than 5 minutes to schools and hospital, and only 15 minutes from LMU Harrogate main campus. Offered at a great price! Call or text today to schedule a showing!

1720 Exeter Ave, Middlesboro

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

$149,900
3 Beds ⋅ 2 Baths ⋅ 26013710 MLS
MOTIVATED SELLER This three-bedroom, two-bath home at 908 Manchester has been thoughtfully updated with a brand new metal roof, fresh HVAC system, and energy-efficient windows. At fourteen hundred square feet on a nice lot, it's move-in ready and priced to sell. It's in a quiet neighborhood, super close to schools, and offers great value in the Middlesboro market. Perfect for families or anyone wanting low-maintenance living with modern comforts.

908 Manchester Ave, Middlesboro

Listing courtesy of Jonathan Evans of Action Realty.

$244,900
3 Beds ⋅ 2 Baths ⋅ 26009193 MLS
Escape to the Country! 12 Acres with a 3 Bedroom Home! Imagine waking up to the sounds of nature, with a beautiful view and spending the day in your private detached shop! This home has been completely bricked on the outside. The 12-acre parcel offers the ultimate country retreat. Featuring spacious living areas, a spacious kitchen, a laundry room , and 2 additional sheds for storage. With some TLC this home could be that peaceful getaway you've been searching for. This home is close to town and all the amenities. Call for a showing today!

391 Rose Rd, Pineville

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

$230,000
3 Beds ⋅ 2 Baths ⋅ 26005639 MLS
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 highlighted by a charming fireplace—perfect for gathering on cooler evenings. The eat-in kitchen offers a warm and functional space for everyday meals. Step outside to enjoy a large backyard complete with a swimming pool, an expansive deck, and a screened-in area attached to the deck—perfect for relaxing without worrying about pests while still enjoying the outdoors. Whether you're hosting guests or unwinding after a long day, this outdoor space has it all. With its flexible layout, multiple living spaces, and great indoor and outdoor amenities, this home has something for everyone. Don't miss your chance to make it yours!

156 Wellington Dr, Middlesboro

Listing courtesy of Megan Stanaford of Black Diamond Realty.

$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.

$75,000
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.

$139,900
3 Beds ⋅ 1 Baths ⋅ 26014208 MLS
Check out this newly remodeled Move-In ready home in Pineville. Just 1.5 miles down 92 sits this 3 bedrooms / 1 bath charming home on a half acre. New appliances, new flooring, new porch and deck, ready for you to call home. Enjoy the farm views and the quiet setting just 6 miles outside of Pineville. Don't let this beauty pass by. Call today for your showing

2082 Kentucky 92, Pineville

Listing courtesy of Jarrod Nunnelley of New Beginnings Real Estate LLC.

$369,000
3 Beds ⋅ 3 Baths ⋅ 26003950 MLS
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 offers both comfort and functionality, while the finished basement creates flexible space ideal for a media room, home office, guest suite, or recreation area. Outdoor living is just as impressive, featuring a 290-square-foot back deck and a 252-square-foot patio that overlook the beautifully maintained fairway. Whether you're enjoying calm mornings with coffee, taking in the peaceful golf course views, or hosting gatherings, the setting delivers a lifestyle that is both scenic and private. A 504-square-foot garage adds convenience and storage, completing this exceptional property. Homes in this location rarely become available.

103 Kingsbury Woods, Middlesboro

Listing courtesy of Tony Giglio of ListWithFreedom.com.

$325,000
4 Beds ⋅ 3 Baths ⋅ 26009828 MLS
Super nice four bedroom, two and 1/2 bath, 2488 sq ft with hardwood floors on a level lot in Middlesboro. Welcome to a home designed for the way you live. This stunning split level residence offers the perfect architectural solution for those seeking distinct spaces without sacrificing an open feel. This home offers privacy and distinct zones for living, working and relaxing.

1015 Old Wilson Ln, Middlesboro

Listing courtesy of David Gambrell of Coldwell Banker Bisceglia Realty & Auction Co.

$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.

$100,000
3 Beds ⋅ 2 Baths ⋅ 26000768 MLS
3 bedroom, 2 bathroom 1997 manufactured home with ramp access to the front porch. Side porch is great for entertaining, mostly level yard, pretty views of the mountains, washer, dryer conveys with sale. Home needs a little TLC but is a great place for anyone at any stage in life. There is a building out back that could be made into an apartment or use for storage. City water available but home has an existing well. Seller has no knowledge of condition of the well. 5 minutes to the TN/KY line, Dollar General store, schools, post office, Henderson Settlement and more.

122 Blue Hollow Rd, Frakes

Listing courtesy of Megan Stanaford of Black Diamond Realty.

$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.

$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.

$159,000
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.

$315,000
4 Beds ⋅ 2 Baths ⋅ 1343082 MLS
Large property with finished basement, 4-bedroom 2-bath house has been remodeled from the inside to the out. With a new metal roof (2025) New Front porch (2025) New Gutters (2025) New vinyl fence around this beautiful inground salt water pool (2026) Kitchen has been remodeled (2025) and all the inside has been painted (2025) Setting on a little over 2 acres this property has been surveyed and a new chain link fence installed around the whole property. This is a move-in ready home as most all furniture conveys with the property. Within 5 miles to the New Boone's Ridge Wildlife Park. Weather your looking for some good riding or just a little country get away this property has it all. Conveniently located in between Pineville and Harlan this property makes getting to town a breeze. Call now because this won't last long.

144 Mathel Church Rd, Pineville

Listing courtesy of Beth Combs of Backwoods Realty & Development.

$164,900
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.

$239,000
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.

$83,500
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.

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.