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810 Worchester Ave, Middlesboro
$222,500
3 Beds ⋅ 3 Baths ⋅ 1333149 MLS
This stunning older home is in pristine condition! This home has 3 bedrooms (primary bedroom on main level) and 3 full bathrooms, large extended living room, family room with gas log fireplace (natural gas), dining area that extends into the kitchen. The kitchen has a breakfast bar. All appliances stay with home including washer and dryer. The laundry room has a sink that is convenient for prewash items. There is an attached 2 car garage with pull down ladder to attic for extra storage. There is a ramp in the garage to go into the house. The driveway is concrete. The yard is level and has a nice firepit area in back yard. You can enjoy the covered front porch to relax or the concrete patio in the back of house. This home is estimated to have been built in 1950, but looks much newer! You can see that has been well maintained inside and outside. Home has central heat and air. High speed internet available. It is less than 5 minutes from the hospital, shopping is close by also, yet you have a country setting with a mountain view.

810 Worchester Ave, Middlesboro

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

Selling Office: .

127 Alpine Rd, Middlesboro
$214,000
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.

Selling Office: .

11 Castleford Way, Middlesboro
$189,500
3 Beds ⋅ 1 Baths ⋅ 25508059 MLS
Price Improvement + Seller offering $5,000 toward buyer's closing cost with an acceptable offer! This one checks the boxes and close to Major Regional Colleges! Recent repairs completed, including crawlspace improvements this home is Renovated and move in ready, county taxed (not city!), and not in a flood zone, this home is an ideal match for first time buyers, downsizers, or anyone wanting low maintenance living. It also sits in a prime location just minutes from major regional colleges like Southeast Kentucky Community & Technical College (5-10 minutes) and Lincoln Memorial University in Harrogate, TN (about 15 minutes) including the LMU Vet School and LMU DCOM. Union College and the University of the Cumberlands are also within an easy commute. Proudly owned by just one owner, the care shows the moment you step inside. Fresh paint, new luxury vinyl and laminate flooring, and thoughtful updates throughout create that clean feeling. The kitchen shines with new granite countertops, an updated sink and faucet, and finishes that pair beautifully with the existing cabinetry. Down the hall, the bathroom has been tastefully updated as well. Major components offer peace of mind: the HVAC is only 5 years old with 5 years of warranty remaining, the water heater is new, and the roof was replaced in 2013. Gutter guards add easy maintenance, and even the backyard shed features brand new interior wood. With the washer and dryer included, you can move right in and get to living.

11 Castleford Way, Middlesboro

Listing courtesy of Jennifer Ware of Kentucky Land and Home.

Selling Office: .

23 Castleford Way, Middlesboro
$183,500
3 Beds ⋅ 2 Baths ⋅ 1331558 MLS
Come see this move in ready home, located in the desirable Ambleside subdivision, this beautifully maintained and tastefully decorated two-story home features soft, calming paint colors, gorgeous luxury vinyl flooring, and a warm, welcoming feel throughout. This charming home offers 3 spacious bedrooms and 1.5 bathrooms. The main level includes a comfortable living room, formal dining room, kitchen, large laundry room, and an attached garage for added convenience. A storage shed also provides extra room for storage, tools, or outdoor equipment. Step outside to enjoy the back patio, perfect for relaxing evenings or entertaining family and friends in a peaceful outdoor setting. Conveniently located just minutes from Downtown Middlesboro, you'll enjoy easy access to local dining, shopping, and small-town charm, along with community events, live music, and seasonal entertainment at the Levitt AMP Middlesboro Music Series Pavilion. Outdoor enthusiasts will appreciate being near Cumberland Gap National Historical Park, offering hiking trails, scenic beauty, rich history, and endless outdoor adventure. Situated in Bell County near the borders of Kentucky, Tennessee, and Virginia, this location provides convenient access to all three states while allowing you to enjoy the beauty and history of the Cumberland Gap region. Thoughtfully maintained and full of character, this super cute home offers the perfect blend of comfort, charm, and functionality -- making it easy to settle in and feel right at home. Seller will pay up to $2500.00 in Buyer's closing cost.

23 Castleford Way, Middlesboro

Listing courtesy of Beth Combs of Backwoods Realty & Development.

Selling Office: .

1425 Highway 441, Middlesboro
$155,000
3 Beds ⋅ 2 Baths ⋅ 1342800 MLS
This brick ranch style home has 3 bedrooms, 1.5 bathrooms, living room, eat-in kitchen that extends to dining area, range, refrigerator, new dishwasher, washer and dryer stay with home; double pane windows; 1 car attached garage with pull down ladder to access attic partially floored for storage; yard is partially fenced with chain link fence for pets, nice yard; the septic system was replaced and upgraded in 2015; new metal roof in 2015, heat pump and air unit replaced in 2017, outside unit of heat pump unit was replaced in 2023 with warranty, in 2017 hot water heater was upgraded from 30 gallon to a 50 gallon water heater. In 2026 seller completely had home remodeled and spent $30,000 by installing waterproof laminate, new ceiling fans, new dishwasher, freshly painted, replaced all interior doors and baseboard, and front storm door, bathroom sinks, and commodes were replaced, kitchen cabinets were painted white, kitchen and bathroom faucets were replaced, added new garage door with garage door opener, replaced wooden attic stairs with new HD metal stairs, dozed front and side top soil, additional gravel was added for additional parking beside of concrete driveway. This home is close to downtown Middlesboro and hospital, city water, high speed internet.

1425 Highway 441, Middlesboro

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

Selling Office: .

63 Old Pineville Pike, Middlesboro
$145,000
3 Beds ⋅ 2 Baths ⋅ 1310085 MLS
Remodeled and gorgeous! This home has completely remodeled throughout with gorgeous kitchen and new bathrooms! This home was stripped down to the studs! Laminate floors are waterproof. The master bathroom has a double bowl sink, nice walk-in shower. There are 3 bedrooms and 2 full bathroom, large living room, kitchen with new farmhouse sink. The kitchen extends to dining room, range, refrigerator stay with home, laundry area, covered front and back porch, central gas heat and central air, double pane tilt windows, metal roof approximately 3 years old, home has vinyl siding that is less than 2 years old, high crawl space large enough to stand with dirt floor, great place for storage; internet available, natural gas, located in the county yet approximately a mile from Walmart. City water, city sewer and fenced yard

63 Old Pineville Pike, Middlesboro

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

Selling Office: .

815 Dorchester Ave, Middlesboro
$142,000
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.

Selling Office: .

1010 W Chester, Middlesboro
$135,000
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.

Selling Office: .

141 Lick Fork Rd, Middlesboro
$97,900
3 Beds ⋅ 3 Baths ⋅ 26025732 MLS
Incredible Opportunity to Own a Unique 3 Level A-Frame Retreat Situated on 1.70 Acres! This One-Of-A-Kind Property Features Spacious Bedrooms, Soaring Ceilings Throughout the Main Level and a Dramatic Floor-To-Ceiling Rock Fireplace Creating a Stunning Focal Point. A Separate Stone Fireplace in the Walk-Out Lower Level Adds Additional Character and Warmth. Enjoy Outdoor Living From the Expansive Wrap Around Deck, Perfect for Entertaining, Relaxing, or Taking in the Peaceful Surroundings. Large Detached Carport Provides Convenient Covered Parking. Property Needs Updating and Renovations, Offering Excellent Potential for Investors, Renovation Enthusiasts or Buyers Looking To Create Their Own Private Retreat. Bring Your Vision and Unlock the Full Potential of This Exceptional Property! Sold As-Is. Virtual staging has been used in some photos to illustrate potential furniture placement/design.

141 Lick Fork Rd, Middlesboro

Listing courtesy of Derek Eisenberg of Continental Real Estate Group.

Selling Office: .

901 Exeter Ave, Middlesboro
$90,000
3 Beds ⋅ 2 Baths ⋅ 26014433 MLS
Hey Neighbors! If you've been looking for a solid property with room to build some serious sweat equity, you'll want to take a look at this one. Sitting on a spacious corner lot inside the Middlesboro city limits, this 1.5-story brick veneer home offers a massive 1,963 square feet of living space and sits on over half an acre 0.539 acres per (Bell County PVA). With a potential of 4 bedrooms, 2 baths, hardwood floors, and a sturdy metal roof, the foundational pieces are right here waiting for your vision. The home is being sold AS-IS, making it the perfect blank canvas for a dedicated house flipper, an investor looking to grow their rental portfolio, or a handy homeowner wanting to customize their dream space from top to bottom. Several of the rooms are currently unfinished and need to be updated, giving you the unique opportunity to choose your own finishes, layouts, and style without paying for someone else's recent choices. Sit back and sip some sweet tea on the welcoming front porch and plan some landscaping around the spacious yard. Opportunities at this price point with this much square footage don't come around every day in our neck of the woods. So bring your toolbelt, your imagination, and let's go take a peek at this properties potential!

901 Exeter Ave, Middlesboro

Listing courtesy of Russell Tribell of Fathom Realty KY LLC.

Selling Office: .

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.

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