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$89,900
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
$138,000
26014214 MLS
This is a great investment for hunters and outdoorsman. or someone that wants off the grid. Very remote but only 6 miles from Pineville. Lots of timber and a good stream on the property.

6758 Hwy 66, Arjay
$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
$325,000
26012876 MLS
Location, Location, Location! Exceptional investment opportunity featuring a 12,210-square-foot commercial building in the Downtown Business District. A long-established restaurant tenant is already in place, occupying 4,070 square feet and providing immediate income potential. The remaining 8,140 square feet of open space offers outstanding flexibility for additional tenants, retail, office, or mixed-use development. The property boasts 141 feet of road frontage, excellent visibility, and ample on-site parking for customers and employees. With a proven tenant, significant leasable space available, and a prime downtown location, this property is well-positioned for both current cash flow and future growth.

1803 W Cumberland Ave, Middlesboro
$50,000
26006363 MLS
Lot on Edgewood road, can be purchased with 205 N 20th Street Middlesboro KY; former duplex was removed and now vacant land. City utilities available.

0000 Edgewood Rd, Middlesboro
$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
$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
$289,000
26012932 MLS
Seeking an immediate income-generating business opportunity? Contact us today to schedule a viewing of this well-established two-bay car wash, vacuum station, and coin vending machine facility. The property is equipped with three-phase electric power and includes a storage facility with twenty eight-by-twenty rental units. Situated on US Highway 119 between Pineville and Harlan, Kentucky, the property is conveniently located near Boone Ridge, a national tourism destination projected to open in 2027.

Tbd Hwy 119, Calvin
$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
$152,900
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
$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
$229,500
6 Beds ⋅ 6 Baths ⋅ 26013646 MLS
Excellent investment opportunity with a strong ~9% cap rate at asking price! This unique 4-unit property offers incredible versatility-perfect as a pure cash-flowing asset or an ideal opportunity to live in one unit while renting out the other three. The property consists of four fully occupied units: a main multi-family building featuring one 2-bedroom unit and two 1-bedroom units, plus a detached, standalone 2-bedroom, 2-bathroom manufactured home. All units have been historically well-maintained, feature newer appliances, and have received numerous updates and improvements over the years. Currently rented at stable, conservative rates, this property offers an immediate return on investment with substantial upside potential to increase rents to market value. A formidable long term opportunity.

623 N 20th St, Middlesboro
$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
$10,900
23012695 MLS
Escape to the serenity of Brush Mountain Farms Phase 2 in Miracle, KY, and claim your own slice of paradise on this stunning 0.9-acre lot, known as Lot 72. Nestled amidst breathtaking natural beauty, this expansive parcel of land presents an idyllic setting for building your dream home or vacation retreat.

205 Farm House Ln, Miracle
$275,000
25012296 MLS
1.695 flat acres in the city of Middlesboro. Zoned B3 (Central Business District). Some uses permitted are: Wholesale & Retail Trade, Sporting Goods, Banks, Theater, Auto Repair, Pharmacy, Hotel-Motel, Bed & Breakfast, and Multi Family

321 Chester Ave, Middlesboro
$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
$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
$35,000
26009102 MLS
PRIME LOCATION, NO FLOOD ZONE! Discover the ultimate blank canvas within the city limits. This fully cleared, level, and build ready lot offers an exceptional opportunity to build your dream home, or next investment project. Situated entirely outside the FEMA flood zone, this lot offers peace of mind and reduced insurance costs. All city utilities are ready for connection. This lot would always be suitable for a double-wide manufactured home. Don't miss this opportunity to build in a premier location.

2107 Winchester Ave, Middlesboro
$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
$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
$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
$22,500
25008692 MLS
Lot available within the city limits of Middlesboro KY; The Bell County Ky online PVA site shows approximately 0.355 of an acre more or less. City utilities are available. There was a home on the property but was demoed April 2025. Buyer to verify all pertinent information; sold as is where is.

526 Balmoral Rd, Middlesboro
$350,000
26006359 MLS
GREAT COMMERCIAL BUILDING; USE AS AN OFFICE, RETAIL ETC. FORMER AT&T BUILDING YEARS AGO.HAS ADDITIONAL LOT BEHIND THE BUILDING THAT WILL CONVEY WITH THE SALE.

205 N 20th St, Middlesboro
$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
$59,900
26006342 MLS
Opportunity awaits on this 4.24-acre tract offering a peaceful setting with endless potential. The property was previously improved with a home that has recently been lost to fire, presenting a unique chance to start fresh and bring your vision to life. With utilities previously in place (buyer to verify), this parcel may offer a head start for rebuilding, whether you're considering a custom home, manufactured home, or investment project. The land provides ample space for privacy, gardening, recreation, or additional improvements. Conveniently located with easy access to nearby amenities while still offering a quiet, rural feel, this property combines location, acreage, and opportunity. Property is being sold as-is. Buyer and buyer's agent to verify all information including utilities, zoning, and land use.

1197 Beans Fork Rd, Middlesboro
$139,000
26001499 MLS
Rare find! 5.33 undeveloped acres in Middlesboro on Blakely Lane, off Cumberland Ave. Zoned R-1. Land is mostly level with a drop to the creek behind. Portion near the creek is in the floor plain. Several building sites on the land above the flood plain. Easy access to Cumberland Ave yet away from the noise and traffic.

312 Blakely Ln, Middlesboro
$140,000
26000447 MLS
Six Acres of Wooded land. These 6 acres are zoned residential. You can build a home, use it for hunting or enjoy the outdoors hiking or with ATVs. Thes 6 acres have 1733 feet of road frontage. You can subdivide for multiple home site. Enjoy the ATV trails of both Harlan and Bell County.

Us-119 Bell-Harlan County Line, Calvin
$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
$15,000
26006275 MLS
Great lot, city utilities available.

205 Exeter Ave, Middlesboro
$375,000
26012603 MLS
3,200 sf building in the city limits of Middlesboro. Built in 1998, this building is located on a high-visibility street behind the Middlesboro Mall. With lots of parking, this building would be an excellent opportunity to own your own business. This building would be great for retail, commercial or a restaurant.

601 N 15th St, Middlesboro