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200 Colonial Hts, Middlesboro
$2,750,000
99 Beds ⋅ 58 Baths ⋅ 26012553 MLS

200 Colonial Hts, Middlesboro

Listing courtesy of Chris McHargue of Huddleston Real Estate.

Selling Office: .

850 Big Buck Lane, Middlesboro
$555,000
5 Beds ⋅ 4 Baths ⋅ 1312141 MLS
First Time on The Market this gorgeous contemporary home was custom built in 2022 with approximately 4,331 SF including the 2 car attached garage. This home has 3 'En Suites' plus 2 more bedrooms for a total of 5 bedrooms and 4 full bathrooms. The unique ceilings were designed just for this home! You will find the large living room to be relaxing with a built-in electric fireplace. The custom kitchen has lots of cabinets and countertops and an island plus a walk-in pantry making this kitchen a dream! The dining room extends from the kitchen with lots of windows! The laundry room has a large sink and leads to the attached 2 car garage. The main 'En Suite' is on the main floor and extends to the large bathroom with two sinks and a lady slipper soaking tub in addition to the large walk-in custom tile shower with 2 shower heads. The walk-in closet leaves nothing to be desired with clothing rods and shelving big enough to dress a Queen. Upstairs are 4 more bedrooms (2 of them are ''en suites'') for a total of 2 full bathrooms upstairs, and a family room. The owners of this home left nothing to be desired, it has it all!! There is a covered front porch for relaxing and listening to the birds and the back covered deck offers privacy. This home comes with 2 Trane heat pumps, Pella Windows that double tilt, high speed internet, the security system allows you to see inside the homes and outside of the home from your phone, public water, nice yard, storage shed with shelving. This home comes with a state-of-the-art chicken coop, The location is wonderful with lots of privacy yet close to shopping and hospital, located in the county yet close to downtown.

850 Big Buck Lane, Middlesboro

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

Selling Office: .

1308 Gloucester Ave, Middlesboro
$539,000
5 Beds ⋅ 4 Baths ⋅ 1322541 MLS
This beautiful 5 bedroom 3.5 bath home located in Middlesboro, Kentucky comes complete with a large 3 car garage with an unfinished second story over the garage. With 1.3 acres, a fenced back yard, swimming pool and much more this house is an amazing gem hidden right in the middle of the city . Don't miss your chance to own this stunning home.

1308 Gloucester Ave, Middlesboro

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

Selling Office: .

3306 W Cumberland Ave, Middlesboro
$340,000
3 Beds ⋅ 2 Baths ⋅ 1335347 MLS
Newly remodeled home on Cumberland Ave, right next to Middlesboro Elementary School. Sitting on a half acre lot, this spacious home has been updated in every way in the past year. The plumbing and electrical have both been updated. The fireplace has been inspected for safety and a new damper installed. The HVAC system and the water heater are both new. In addition, this home has all new appliances, new flooring, new ceiling fans, and a brand new roof installed in March of 2026. Don't wait on this one--it won't last long!

3306 W Cumberland Ave, Middlesboro

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

Selling Office: .

805 Worchester Ave, Middlesboro
$324,900
5 Beds ⋅ 3 Baths ⋅ 1315952 MLS
This home has been brought back beyond its Glory!! Completely remodeled from the sub flooring to the roof. This 5 bds, 3 full baths, new kitchen w/Quartz counter tops, marble back splash, stainless appliances, new LVP flooring, Breath taking bathrooms, master on the main, 3 bdrms upstairs with a full bath 2 HVAC units. 2 car garage w new garage doors. Also, a fenced in back yard!! NOT IN THE FLOOD ZONE! IT'S A MUST SEE!!

805 Worchester Ave, Middlesboro

Listing courtesy of Steve Mason of REMAX PROFESSIONAL'S.

Selling Office: .

409 Fairview Rd, Middlesboro
$310,000
4 Beds ⋅ 4 Baths ⋅ 25508417 MLS
This 4 bedroom 3 1/2 bath ranch is siting on 2.17 acres minutes from downtown. With a view of the mountains this brick ranch has a in ground pool, a sunroom that has a view of the mountains, a long paved driveway and plenty of garage space. The detached garage could be used for a work shop or for more storage. The property has been recently surveyed. The house is move in ready, just needs a little TLC.

409 Fairview Rd, Middlesboro

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

Selling Office: .

409 Fairview Rd, Middlesboro
$310,000
4 Beds ⋅ 4 Baths ⋅ 1324858 MLS
This 4 bedroom, 3 1/2 bath ranch is sitting on 2.17 acres just minutes from downtown Middlesboro, but is considered outside the city limits. With a view of the mountains, this brick ranch has an in-ground pool, a sunroom that has a view of the mountains, a long paved driveway and plenty of garage space. The detached garage could be used for a workshop or for more storage. The property has been recently surveyed. This home is move-in ready and waiting for your personal touch. Don't wait on this one!

409 Fairview Rd, Middlesboro

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

Selling Office: .

832 N 25th St, Middlesboro
$305,000
6 Beds ⋅ 4 Baths ⋅ 25011376 MLS
beautiful and spacious home located within the city limits of Middlesboro. this property consists of a main home and a separate apartment. The main home has four beds and 3 baths (2 full and 1 half). It has potential for a home office, home library, etc. The apartment that sits above the garage provides a unique income producing opportunity. It has 2 bedrooms and 1 full bath. Great location, minutes from downtown, short drive to Cumberland Gap National Park.

832 N 25th St, Middlesboro

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

Selling Office: .

314 Picadilly Court, Middlesboro
$293,000
4 Beds ⋅ 3 Baths ⋅ 1324603 MLS
Spacious home located in Ambleside subdivision. This home has 4 bedrooms and 2 1/2 bathrooms. The home was completely remodeled approximately 2 years ago, with a new roof, new flooring throughout, and a completely updated kitchen. HVAC system replaced in January 2025. Don't let this one get past you, make it a must see!

314 Picadilly Court, Middlesboro

Listing courtesy of Patsy Barnett of Coldwell Banker Bisceglia Real.

Selling Office: .

263 Browning Loop, Pineville
$291,800
3 Beds ⋅ 2 Baths ⋅ 1337383 MLS
Schedule your appointment today for a private viewing of this exquisite one-owner home situated in a highly desirable neighborhood. The property boasts three bedrooms, two bathrooms, a living room with a cathedral ceiling, hardwood floors, and expansive windows. The home is situated on four lots and features a professionally landscaped yard with mature trees. Family members can enjoy morning coffee and gatherings on the covered front and back porches, which offer picturesque views of the mountains. Additionally, there is a storage building in the back for lawn equipment and tools. Buyer to verify square footage and acres.

263 Browning Loop, Pineville

Listing courtesy of Sharon K Teaney of Century 21 Virginia Wilder Real Estate.

Selling Office: .

440 Sams Mountain, Middlesboro
$279,000
3 Beds ⋅ 3 Baths ⋅ 1307361 MLS
This is a very nice private home. Comes with lot 10-11. Open concept with a lot of windows to let the sun light in, master on the main level, 2 car garage, wood deck, large kitchen with a long island with a flat gas range, with bar stools. This is a must see!! Close to town but in a quiet area. Don't wait call today for your showing! BUYER TO VERIFY SQUARE FOOTAGE!!

440 Sams Mountain, Middlesboro

Listing courtesy of Steve Mason of REMAX PROFESSIONAL'S.

Selling Office: .

185 Pine Mountain Estate Rd, Pineville
$272,500
4 Beds ⋅ 3 Baths ⋅ 25013798 MLS
Welcome to 185 Pine Mountain Estates Rd—your private retreat on Pine Mountain, where peaceful living meets breathtaking views. This charming 4-bedroom, 2.5-bath home offers space, comfort, and timeless style in a quiet, elevated setting surrounded by nature. Start your mornings on the wide front porch or unwind on the oversized back deck with views of lush trees and rolling hills. Inside, enjoy a spacious layout with a large kitchen, inviting living room, cozy family room, and a first-floor primary suite with nearby laundry. Oversized walk-in closets with ample storage space and shelving for effortless organization. Hardwood floors, abundant natural light, and tasteful updates make this home move-in ready with room to personalize. Whether you're entertaining or just enjoying the quiet, you'll love being minutes from Pine Mountain's scenic trails, parks, and outdoor adventures. Don't miss this rare opportunity to live atop one of Kentucky's most beautiful natural landmarks in the heart of Pineville.

185 Pine Mountain Estate Rd, Pineville

Listing courtesy of Sheridan A Sims of Keller Williams Commonwealth.

Selling Office: .

2836 Hwy 987 Laurel Hl, Pineville
$260,000
3 Beds ⋅ 2 Baths ⋅ 25501920 MLS
Beautifully maintained manufactured home on enough acreage to give you privacy and peace. You will see the beauty of the home and the mountains the minute you turn off Hwy 987 to drive down the long, welcoming driveway. With a front porch made for sitting and enjoying the mountain views, this 3 bedroom, 2 bath home is on Laurel Hill, minutes from downtown Pineville or Middlesboro, but far enough away to feel like you are in the country. Just minutes from Boone's Ridge, a National Tourism Destination that is scheduled to open in the Spring of 2026 where tourists will come and experience local wildlife in their natural habitat. The center itself (the Trailblazer's Hall) is an 81,000 square foot center that will include a restaurant, theater, gift shop, and a museum exhibit hall. The acreage included with this home has lots of trees to shelter the wildlife, and there is a HUGE pond (over 1/2 acre!) for them to use. It is a beautiful spot! Let's go look at it today!

2836 Hwy 987 Laurel Hl, Pineville

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

Selling Office: .

2836 Highway 987 Laurel Hill, Pineville
$260,000
3 Beds ⋅ 2 Baths ⋅ 1316176 MLS
Beautifully maintained manufactured home on enough acreage to give you privacy and peace. You will see the beauty of the home and the mountains the minute you turn off Hwy 987 to drive down the long, welcoming driveway. With a front porch made for sitting and enjoying the mountain views, this 3 bedroom, 2 bath home is on Laurel Hill, minutes from downtown Pineville or Middlesboro, but far enough away to feel like you are in the country. Just minutes from Boone's Ridge, a National Tourism Destination that is scheduled to open in the Spring of 2026 where tourists will come and experience local wildlife in their natural habitat. The center itself (the Trailblazer's Hall) is an 81,000 square foot center that will include a restaurant, theater, gift shop, and a museum exhibit hall. The acreage included with this home has lots of trees to shelter the wildlife, and there is a HUGE pond (over 1/2 acre!) for them to use. It is a beautiful spot! Let's go look at it today!

2836 Highway 987 Laurel Hill, Pineville

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

Selling Office: .

913 Doncaster St, Middlesboro
$249,900
3 Beds ⋅ 2 Baths ⋅ 1336350 MLS
This home is located in the city of Middlesboro minutes away from the hospital, close to downtown. Walmart, LMU are minutes away. It's located in a very safe neighborhood. The home includes a 364' single care garage.

913 Doncaster St, Middlesboro

Listing courtesy of Janice Pratt of Fathom Realty TN LLC.

Selling Office: .

59 River Rd, Miracle
$245,000
3 Beds ⋅ 2 Baths ⋅ 26006279 MLS
Escape to your own slice of paradise on the Cumberland River! This stunning property features a charming 3-bedroom, 1.5-bath home nestled on 8 beautifully manicured acres. Enjoy exceptional fishing right from your backyard, along with abundant wildlife including elk, bear, deer, and more. The home offers inviting front and back porches—perfect for relaxing while taking in breathtaking mountain and river views. Additional features include a one-car drive-under garage, a two-car carport, and a versatile outbuilding/workshop. Modern conveniences are covered with Spectrum internet and reliable cell service. Located just 15 minutes from Pineville Hospital, shopping, and dining, this property blends peaceful seclusion with everyday accessibility. The land is adorned with fruit trees and a variety of flowering trees, adding color and charm throughout the seasons. Whether you're looking for a serene retreat or a full-time residence, this property truly has it all.

59 River Rd, Miracle

Listing courtesy of Megan Stanaford of Black Diamond Realty.

Selling Office: .

2802 W Cumberland Ave, Middlesboro
$245,000
3 Beds ⋅ 2 Baths ⋅ 1347176 MLS
Exceptional and holy smokes what style! 3-bedroom 1.5 bath home on a Cumberland Avenue corner lot. The rebirth of this home and the current owners have turned this home into an absolute DREAM! Very light yard maintenance so you can spend all your time on the front porch watching the world go by or in front of the gorgeous fireplace, let's go see!

2802 W Cumberland Ave, Middlesboro

Listing courtesy of Misti McGrath of Realty Group.

Selling Office: .

907 Doncaster Ave, Middlesboro
$240,000
3 Beds ⋅ 2 Baths ⋅ 1336322 MLS
907 DONCASTER MIDDLESBORO KY 40965 This home is located in the city of Middlesboro minutes away from the hospital, close to downtown. Walmart, LMU are minutes away. It's located in a very safe neighborhood. The home includes a 280' single car garage; 240' back deck; and a 154' covered front porch.

907 Doncaster Ave, Middlesboro

Listing courtesy of Janice Pratt of Fathom Realty TN LLC.

Selling Office: .

206 Summit Drive, Middlesboro
$240,000
4 Beds ⋅ 3 Baths ⋅ 1327623 MLS
Beautiful move-in ready renovated Property. Home features four bedrooms 2 1/2 baths. kitchen features soft closed custom cabinets, kitchen island and stainless steel appliances. Laminated floors throughout the home. Enjoy your coffee on screened in back porch. Storage building for your tools, lawnmower etc..Property is located within minutes from Lmu main campus, Shopping, restaurants, and hospital. No flood insurance needed!!

206 Summit Drive, Middlesboro

Listing courtesy of Sharon K Teaney of Century 21 Virginia Wilder Real Estate.

Selling Office: .

5 Abbey Ln, Middlesboro
$239,500
3 Beds ⋅ 2 Baths ⋅ 25013090 MLS
Tired of living in a house where you don't know your neighbors and feel like you can't enjoy your neighborhood? You can change all that with this 3 bedroom, 2 bath HOME in Ambleside subdivision. Have a problem with stairs? Not anymore. Two of the bedrooms and one bath are on the 2nd floor, but one bedroom and bath are on the first level. Nice open concept living room/dining room. You can enjoy your neighborhood sitting on your covered front porch or sitting on your covered patio in your fenced-in back yard. Make an appointment today. We'll be glad to welcome you home.

5 Abbey Ln, Middlesboro

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

Selling Office: .

5 Abbey Lane, Middlesboro
$239,500
3 Beds ⋅ 2 Baths ⋅ 1309187 MLS
Tired of living in a house where you don't know your neighbors and feel like you can't enjoy your neighborhood? You can change all that with this 3 bedroom, 2 bath HOME in Ambleside subdivision. Have a problem with stairs? Not anymore. Two of the bedrooms and one bath are on the 2nd floor, but one bedroom and bath are on the first level. Nice open concept living room/dining room. You can enjoy your neighborhood sitting on your covered front porch or sitting on your covered patio in your fenced-in back yard. Make an appointment today. We'll be glad to welcome you home.

5 Abbey Lane, Middlesboro

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

Selling Office: .

137 Woodland Trail Rd, Pineville
$225,000
3 Beds ⋅ 2 Baths ⋅ 25505164 MLS
Don't miss this unbeatable 1,720 sq ft gem at 137 Woodland Trail, Pineville, KY! 3 beds, 2 baths, cozy fireplace, private in-ground pool, and jaw-dropping mountain views from a prime central spot. Minutes from LMU, Pine Mountain State Park, Cumberland Gap National Park, and the beautiful Downtown area of Pineville. Your dream home awaits

137 Woodland Trail Rd, Pineville

Listing courtesy of Jonathan Evans of Action Realty.

Selling Office: .

1203 Winchester Ave, Middlesboro
$225,000
4 Beds ⋅ 3 Baths ⋅ 26004238 MLS
Beautiful home in the heart of Middlesboro. Make a grand entrance to the spacious formal living room with hardwood floors. There is a gas fireplace that could be a dining room or an extension of the living room. The dining area is right off the galley kitchen with a door leading onto the carpeted porch easy for entertaining or cooking outside. There is easy access from the carport right into the large open den/family room. Also on the main level there is an office with a half bath, 2 bedrooms and one full bath. The upstairs has 2 bedrooms and a full bath. The home sits on a nice level lot, combining with the lot next door for a total of 1/2 acre.

1203 Winchester Ave, Middlesboro

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

Selling Office: .

1203 Winchester Ave, Middlesboro
$225,000
4 Beds ⋅ 3 Baths ⋅ 1331672 MLS
Beautiful home in the heart of Middlesboro. Make a grand entrance to the spacious formal living room with hardwood floors and a gas fireplace. The dining area is right off the galley kitchen, which has a door leading onto the carpeted porch-perfect for entertaining or cooking outside. There is easy access from the carport right into the large open den/family room. Also on the main level there is a bonus room with a 1/2 bath that could be used as a home office, 2 bedrooms, and 1 full bath. The upstairs has 2 bedrooms and a full bath. The home sits on a nice level lot, combining with the lot next door for a total of 1/2 acre

1203 Winchester Ave, Middlesboro

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

Selling Office: .

127 Highway 190, Pineville
$225,000
4 Beds ⋅ 2 Baths ⋅ 1295886 MLS
Charming 4-bedroom Brick Ranch with Mountain and Golf Course Views. This well-built brick ranch sits on .084 acres, offering stunning mountain and golf course views. Featuring 4 spacious bedrooms with hardwood flooring and 2 baths, this home provides plenty of room to spread out. The kitchen is a standout, complete with an island, fireplace, and ample cabinet and counter space. Adjacent to the kitchen, you'll find a convenient laundry area, bath and bonus room for added flexibility. The living room boasts a second fireplace and enough space to accommodate two separate seating areas. An additional lot below the house includes a paved parking lot and previously housed a business before the current owner acquired it. If you've been dreaming of a home-based business with room to expand-without the commute-this property could be the perfect fit!!!!! Don't miss this unique opportunity. Schedule your showing today! Property includes parcel 076-00-00-18.00

127 Highway 190, Pineville

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

Selling Office: .

50 David Rice Rd, Calvin
$224,900
3 Beds ⋅ 3 Baths ⋅ 25503360 MLS
Newly remodeled home situated in in the mountains of Bell County. Close proximity to Boone's Ridge, Pine Mountain State Resort Park, Cumberland Gap National Park, and many other public lands present many opportunities for outdoor activities. Approximately 1 hr 45 minutes from Knoxville TN and 2.5 hours from Lexington KY if you need to drive to larger cities. New metal roof, new interior doors, several new windows, new LVP flooring, and new kitchen appliances and contertops (those will be completed before closing) will make this home move in ready! *buyer to verify square footage, acreage, and all other info* *Agent/Owner*

50 David Rice Rd, Calvin

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

Selling Office: .

4921 W CUMBERLAND Ave, Middlesboro
$223,000
3 Beds ⋅ 2 Baths ⋅ 1319805 MLS
Charming 3-Bedroom Home in a Prime Location! Discover comfort and convenience in this beautifully maintained 3-bedroom, 2-bathroom home located close to shopping, restaurants, schools, and parks — everything you need is just minutes away! Inside, you'll find a warm and inviting layout featuring hardwood and vinyl flooring, offering both style and durability. The spacious living areas are perfect for relaxing or entertaining family and friends. Step outside to enjoy a generous yard with two outdoor storage sheds, providing plenty of room for tools, hobbies, or extra storage. Whether you're a first-time buyer, growing family, or possibly downsizing, this home has something for everyone. Don't miss this great opportunity—schedule your showing today! Buyer to verify taxes, square feet, and acreage.

4921 W CUMBERLAND Ave, Middlesboro

Listing courtesy of Dustin Clay Daniels of Mountain Realty.

Selling Office: .

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: .

2621 Cumberland Ave, Middlesboro
$221,500
3 Beds ⋅ 2 Baths ⋅ 26011050 MLS
Opportunities are built on the right properties and this could be the one! The potential of this home is limitless. a home with instant equity to put your finishing touches on!

2621 Cumberland Ave, Middlesboro

Listing courtesy of Kelsey Kelley of Keller Williams Legacy Group.

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: .

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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