Refine Search
Map
Sort by
708 Ilchester Ave, Middlesboro
$175,000
3 Beds ⋅ 2 Baths ⋅ 1306070 MLS
Newly renovated 3 bedroom, 2 bath house located in a great neighborhood in Middlesboro, Ky. Within minutes of Lincoln Memorial university.

708 Ilchester Ave, Middlesboro

Listing courtesy of Mike Hensley of REMAX PROFESSIONAL'S.

Selling Office: .

4605 W Cumberland Ave, Middlesboro
$170,000
3 Beds ⋅ 2 Baths ⋅ 1315630 MLS
One level ranch style home with 3 bedrooms, 2 bathrooms, living room, eat in kitchen, laundry room, central heat and air, nice level yard, paved driveway covered front porch, high speed internet available, double pane windows, public water and public sewer, hardwood floors, storage shed, range, refrigerator, washer and dryers stay with home, This home is less than half a mile from hospital.

4605 W Cumberland Ave, Middlesboro

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

Selling Office: .

707 Gloucester Ave, Middlesboro
$169,900
3 Beds ⋅ 2 Baths ⋅ 1336660 MLS
Located in Middlesboro, Kentucky, this charming home offers a fantastic location just minutes from downtown, the Cumberland Gap National Park, and the historic town of Cumberland Gap, Tennessee. This beautifully renovated 3-bedroom, 2-bath residence features a brand-new HVAC system with a transferable warranty, new flooring throughout, and all-new appliances. Unwind and enjoy the peaceful surroundings from your covered front porch, perfect for relaxing on the swing in the early morning or late afternoon. Come see this adorable home before it is gone.

707 Gloucester Ave, Middlesboro

Listing courtesy of Dawn Risner of Turn Key Realty. 423-869-5111

Selling Office: .

3008 State Highway 441, Middlesboro
$168,700
3 Beds ⋅ 2 Baths ⋅ 1310673 MLS
This Newly Remodeled home is located just minutes away from downtown Middlesboro and the Historic Cumberland Gap National Park, It features new floors throughout , new kitchen layout, redesigned bathrooms, new roof and a newly designed up stairs. All Mechanicals, plumbing and wiring are also brand new. This home has a spacious open main floor and generously sized bedrooms. This house is ready to be made into your next home. **Update** with Accepted offer owner/builder will install a privacy fence around the back and yard side of the property.

3008 State Highway 441, Middlesboro

Listing courtesy of Brad Cawood of Turn Key Realty. 423-869-5111

Selling Office: .

409 Meadow Lane, Middlesboro
$168,000
4 Beds ⋅ 2 Baths ⋅ 1329538 MLS
This 4 bedroom home is located just minutes away from Downtown Middlesboro KY. This home features open kitchen/ dinning area , plenty of space and a great back yard area. Don't miss your chance to own this wonderful home.

409 Meadow Lane, Middlesboro

Listing courtesy of Brad Cawood of Turn Key Realty. 423-869-5111

Selling Office: .

713 Exeter Ave, Middlesboro
$164,800
4 Beds ⋅ 1 Baths ⋅ 26007393 MLS
Welcome to the stunning 713 Exeter Ave located in the lovely town of Middlesboro KY, less than 5 minutes to downtown Middlesboro, 15 minutes from LMU, & super close to Norris Lake. This home makes a perfect residence for anyone looking in the area and would make a great rental property as well! This home offers ample space with 4 bedrooms on the main level and tons of potential for a loft or 2 bedrooms upstairs! This home also includes a formal dining area, fully fenced backyard, and carport space! Don't miss out on this opportunity!

713 Exeter Ave, Middlesboro

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

Selling Office: .

103 Leafwood Rd, Middlesboro
$164,000
2 Beds ⋅ 2 Baths ⋅ 1326703 MLS
Classic two-story home built in 1923, thoughtfully renovated to blend modern upgrades with timeless charm. This 2-bedroom, 2-bath residence includes a dedicated office that can easily function as a third bedroom. Warm wood accents, a beautiful staircase, and preserved character details create an inviting interior. Situated in a quiet, peaceful neighborhood with stunning mountain views and a large yard ideal for outdoor living.

103 Leafwood Rd, Middlesboro

Listing courtesy of Mike Hensley of REMAX PROFESSIONAL'S.

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: .

1807 Winchester Ave, Middlesboro
$152,500
3 Beds ⋅ 1 Baths ⋅ 1342793 MLS
Three-bedroom traditional brick ranch home. Located on a level lot convenient to the local hospital and downtown Middlesboro.

1807 Winchester Ave, Middlesboro

Listing courtesy of Mike Hensley of REMAX PROFESSIONAL'S.

Selling Office: .

2523 Exeter Ave, Middlesboro
$150,000
3 Beds ⋅ 2 Baths ⋅ 26002575 MLS
Like new and move-in ready, this 2022 doublewide offers 3 bedrooms, 2 baths, modern finishes, and an easy open layout on its own .26-acre lot. A durable metal roof adds long-term peace of mind, pairing low-maintenance construction with stylish interior features. Inside, the spacious open-concept living area centers around a large kitchen island with abundant cabinetry and stainless appliances that flow naturally into the dining and main living spaces. The split-bedroom design provides privacy, highlighted by a generous primary suite with a double vanity, walk-in shower, and ample storage. Two additional bedrooms and a full bath offer flexibility for guests, family, or a home office. Outside, the level lot provides usable space for parking, play, or future improvements, and the front deck offers a welcoming place to relax. With modern construction, clean finishes, and a functional layout, this home delivers strong value for buyers seeking a newer property without the new-build price.

2523 Exeter Ave, Middlesboro

Listing courtesy of Jody L Moore of Threshold Real Estate Services.

Selling Office: .

359 Beans Fork Rd, Middlesboro
$150,000
2 Beds ⋅ 1 Baths ⋅ 1327412 MLS
I love a good sunroom, don't you? Recently updated 2-bedroom 1 bath home is move in ready! Extra-large fenced in level yard with a garage perfect for tinkering! Electric and plumbing included in the updates. You won't find a home like this in this price range! Come see for yourself!

359 Beans Fork Rd, Middlesboro

Listing courtesy of Misti McGrath of Realty Group.

Selling Office: .

138 Robinson Lane, Middlesboro
$147,979
3 Beds ⋅ 2 Baths ⋅ 1301207 MLS
Check out this charming 3-bedroom, 2-bath home featuring a spacious covered porch, updated master bathroom, fenced backyard, and beautiful tile and hardwood flooring throughout. Conveniently located just minutes from historic downtown Middlesboro, KY.

138 Robinson Lane, Middlesboro

Listing courtesy of Beth Combs of Turn Key Realty. 423-869-5111

Selling Office: .

192 Owens Lane, Middlesboro
$145,000
3 Beds ⋅ 1 Baths ⋅ 1319636 MLS
Three-bedroom, 2 bath home on 4 private acres overlooking historic Middlesboro, Ky. Partially finished basement with a plumbed half bath.

192 Owens Lane, Middlesboro

Listing courtesy of Mike Hensley of REMAX PROFESSIONAL'S.

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: .

123 Upper Gibson, Middlesboro
$130,000
2 Beds ⋅ 1 Baths ⋅ 25502716 MLS
Schedule to see this cozy home that has 2 traditional bedrooms with closets and one room that's used as a bedroom that doesn't have a closet but an armoire is an easy solution. One nice sized bathroom as well. The home is sitting on a surveyed acre with a detached 1 car garage that has room for a workshop, storage, crafting etc. The yard is level with a gentle slope on the front edge of the property. There is right of way access to the creek from this property so you can enjoy private access to it. Inside the home, you'll find a large living room and nice sized bedrooms. The kitchen is adequate as well as the dining area. Front and back covered porches, perfect for relaxing. Walking distance to Yellowcreek Elementary, Middlesboro High School and the Middle School. About a mile and half to Middlesboro ARH hospital. Call for a showing!

123 Upper Gibson, Middlesboro

Listing courtesy of Megan Stanaford of Black Diamond Realty.

Selling Office: .

1577 Beans Fork Rd, Middlesboro
$130,000
1344334 MLS
OVER 1 ACRE AND NO RESTRICTIONS!!! Live peaceful, level and free on your own land. Bring your own home or build your own home, in the quiet top of Beans Fork. Utilities available All reasonable offers entertained Home on land holds zero value, please do not enter without agent

1577 Beans Fork Rd, Middlesboro

Listing courtesy of Misti McGrath of Realty Group.

Selling Office: .

4607 W Cumberland Ave, Middlesboro
$120,000
1315760 MLS
This is a great opportunity to own investment property or live in one unit and rent the other unit to make mortgage payment, each unit has 1 bedroom, 1 full bathroom, living room, eat-in kitchen and laundry area; each unit comes with range, refrigerator, washer and dryer. Apartments sit on level lot, paved driveway, public water and public sewer, each unit has a heat pump, decks have been stained recently, internet available, double pane windows and is less than half a mile to the hospital.

4607 W Cumberland Ave, Middlesboro

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

Selling Office: .

921 Winchester Ave, Middlesboro
$105,000
3 Beds ⋅ 2 Baths ⋅ 1293786 MLS
This country style home has 2 bedrooms with optional 3rd bedroom, 2 bathrooms, living room, dining room, kitchen, and large laundry room, central heat and air is about 6 years old, insulated windows are about 10 years old, seller is installing new cook stove and refrigerator, home has city water and city sewer, high speed internet available, concrete driveway, storage shed stays with home. Level yard, covered front porch.

921 Winchester Ave, Middlesboro

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

Selling Office: .

413 S 26TH St, Middlesboro
$100,000
2 Beds ⋅ 1 Baths ⋅ 1290233 MLS
Cute little 2-bedroom 1 bath house with great size backyard for family gathering. This house is in a great location convenient to schools, shopping, and walking the town.

413 S 26TH St, Middlesboro

Listing courtesy of Lisa Stacy-Gibbs of Turn Key Realty. 423-869-5111

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: .

1009 E Cumberland Ave, Middlesboro
$95,000
2 Beds ⋅ 1 Baths ⋅ 1337921 MLS
Charming 2 bedroom home located in historic Middlesboro, KY. Great location, close to shopping and the Cumberland Gap. Home has so much potential with the right vision and a little effort. Don't miss out on this one!

1009 E Cumberland Ave, Middlesboro

Listing courtesy of Mike Hensley of REMAX PROFESSIONAL'S.

Selling Office: .

925 Winchester Ave, Middlesboro
$95,000
3 Beds ⋅ 2 Baths ⋅ 1329979 MLS
Looking for an affordable home? This home has 3 bedrooms 2-bathrooms, a living room, kitchen and dining area and laundry room. Appliances stay with home. There is an attached carport, concrete slab for additional parking. This home has a nice deck on the back and a covered porch with a ramp on front of home. There is a storage shed that will stay also. Nice level yard, paved driveway, public water and public sewer. High speed internet is available, handicap accessible, possession at closing.

925 Winchester Ave, Middlesboro

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

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: .

234 S 46th St, Middlesboro
$90,000
3 Beds ⋅ 2 Baths ⋅ 1313583 MLS
NO RESTRICTIONS! Right outside city limits (with city amenities but no taxes) and close to trailheads you'll find this newly renovated, VERY NICE, single wide with 3 bedrooms and 2 baths, 3 porches, nice level land with a firepit and the mountains in your back yard! Perfect for a rental property or air bnb or your own place to call home!

234 S 46th St, Middlesboro

Listing courtesy of Misti McGrath of Realty Group.

Selling Office: .

101 Earle Lane, Middlesboro
$87,000
3 Beds ⋅ 2 Baths ⋅ 1311097 MLS
Three bedroom, 2 bath home located on a large level yard in a great location in Middlesboro, Ky. Convenient to shopping, Hosptial, and Lincoln Memorial University.

101 Earle Lane, Middlesboro

Listing courtesy of Mike Hensley of REMAX PROFESSIONAL'S.

Selling Office: .

1720 Exeter Ave, Middlesboro
$85,000
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.

Selling Office: .

1720 Exeter Ave, Middlesboro
$84,000
2 Beds ⋅ 1 Baths ⋅ 1315173 MLS
Super cute house with a great lay out! Fenced in corner lot, excellent outdoor space with oversized garage, a little tlc and this home will shine!

1720 Exeter Ave, Middlesboro

Listing courtesy of Misti McGrath of Realty Group.

Selling Office: .

120 Redwood Rd Unit A & B, Middlesboro
$80,000
4 Beds ⋅ 2 Baths ⋅ 26005872 MLS
Great investment opportunity with this one. Built in 2000 per appraisal, this property offers a total of 1,664 square feet and is currently occupied by reliable, long-term tenants. Each unit features 2 bedrooms and 1 bathroom, providing comfortable living space for residents. The address, listed as 102 A&B Redwood Road, originates from a previous appraisal. The property is confirmed per the appraisal as NOT in the flood zone, adding peace of mind for investors. This is a versatile opportunity—ideal for investors seeking steady rental income or for owner-occupants who wish to live in one unit while renting the other to offset expenses. Additionally, the neighboring properties at 103 and 105 Nutwood Road are also available for purchase for separate price. These homes are currently used as rental properties, with one already occupied, offering further investment potential. Showings are available upon request. Please do not disturb the tenants.

120 Redwood Rd Unit A & B, Middlesboro

Listing courtesy of Megan Stanaford of Black Diamond Realty.

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.

How much is your home worth?

Get instant property value now!