Middlesboro, KY Houses for Sale

HIDDEN GEM! This beautiful one level home is located in Middlesboro, just outside the city limits in a private area in Ambleside subdivision. This home has 2096 sf of living space, all on one level, with 3 bedrooms and 2 full baths. There is a spacious kitchen with custom cabinets and steel appliances which stay with the house. The stove has a convection oven and the refrigerator has French

Kevin Bisceglia Coldwell Banker Bisceglia Real

Newly renovated 3 bedroom, 2 bath house located in a great neighborhood in Middlesboro, Ky. Within minutes of Lincoln Memorial university.

Michael Hensley REMAX PROFESSIONAL'S

Charming 4-Bedroom Historic Home in the Heart of Middlesboro4-bedroom, 2.5-bath home nestled in historic Middlesboro, KY. Built in 1928, this classic gem combines rich architectural character with modern comfort.Inside, you'll find a spacious formal dining room perfect for entertaining, alongside a large, updated kitchen that blends traditional charm with contemporary

Michael Hensley REMAX PROFESSIONAL'S

COZY RANCHER NESTLED IN THE HEART OF MIDDLESBORO! This gem is in Ambleside! This cozy rancher has 1296 square feet with lots of storage space. The open floor plan makes family time and entertaining even more enjoyable. The main bedroom has two closets and a custom shower. The extended ceilings add character to this home. There is laminate and Vinyl floors throughout the home, closet space at

Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

MIDDLESBORO KENTUCKYThis home is perfect for entertaining. It sits on a corner lot with plenty of accessible parking. There is a disability ramp if one is needed. Large living room with a gas fireplace. This home has a large dinning room with the kitchen having plenty of cabinets for storage. There is a walk-in pantry and a separate laundry room. Three (3) bedrooms and two (2) full

Janice Pratt AAA Realty, Inc.

This 4 bedroom home is located just minutes away from Downtown Middlesboro KY. With upgraded kitchen and new floors this house is a hidden gem.

Brad Cawood Turn Key Realty

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

Kevin Bisceglia Coldwell Banker Bisceglia Realty & Auction Co

Explore this charming home offering a blend of tranquility and convenience! Nestled in town yet surrounded by nature, this rare gem features a spacious walk-out finished basement and an open kitchen/living room with stainless steel appliances. Loft bedroom.Enjoy panoramic views from the expansive glass windows overlooking the .75-acre yard, perfect for daily wildlife sightings from your living

Beth Combs Turn Key Realty

Charming 3-Bedroom Ranch on 3.89 Scenic Acres!Welcome to this delightful 3-bedroom, 1-bath ranch-style home nestled on 3.89 picturesque acres with stunning mountain views. This inviting property offers the perfect blend of peaceful country living and convenient access to town, schools, shopping, and outdoor recreation.Step inside to find a cozy yet spacious layout, ideal for family living or a

Aaron Rose Realty Network, Inc

Charming Rustic Cabin with Modern Comforts on 2 Acres Welcome to 180 Stevenson Branch Rd in Middlesboro, KY—where country charm meets convenience. Just minutes from historic downtown Middlesboro, you'll enjoy easy access to quaint shops, local restaurants, major retailers, medical offices, banks, and hospitals—all while savoring the serenity of rural living. Nestled on a hillside and surrounded

Beth Combs Turn Key Realty

Cute as I'll get out! And no, I don't mean cute as in little either. This one packs a big punch so don't just do a drive-by, you MUST see inside!3 bedrooms with multiple bonus rooms and extra, extra storage space. Charming character and the quality of yesteryear, you'll feel the comfort just walking through the door. Let's go!Buyer/Agent to verify all information

Misti McGrath Realty Group

Well-kept Brick Ranch Home. This home is conveniently located in the heart of the city limits. The 3 bedroom 2 bath home has a spacious living room. It has a galley kitchen with a formal dining room. There is a den that extends from the dining area for more space for entertaining. This home also offers a one car attached garage and additional parking in the driveway. There is a guest bath with

Sheila Durham Coldwell Banker Bisceglia Real

Located in Middlesboro, KY, this property is conveniently close to the hospital, schools, banks, shopping, and downtown historic Middlesboro, where you'll find charming boutiques and excellent dining options. This 2-bedroom, 2-bathroom brick home features an unfinished basement and sits on nearly an acre of land. Currently generating rental income, it also makes a great option for a first-time

Beth Combs Turn Key Realty

Offering for the first time on the market, this beautiful 92 acre property with 82 acres within city limits and 10 acres in the county. There is a beautiful hayfield and from that hayfield downtown Middlesboro can be seen as well as a view of the Pinnacle. This property comes with 2 homes. The main house has 3 bedrooms, 1 full bathroom and a half bathroom, foyer with staircase leading

Virginia Wilder Century 21 Virginia Wilder Real Estate

Pretty 3 bedroom 1.5 bathroom home on 0.4 fenced lot in the quaint town of Middlesboro KY. This ranch style home has an attached carport, great covered front porch, flat yard, easy access to everything in town. Walking distance to the downtown area where you will find awesome restaurants & shopping. Awesome location to LMU's main campus (10 minute drive). The house needs some work but would

Megan Stanaford Black Diamond Realty

Attention investors and DIY enthusiasts! Multiple exit strategies: finish this remodel then either flip, rent or move in! Home being sold as is. Cash offers preferred but will consider financed all offers.

Dustin Hepburn

Fenced in 3 bed 1 bath home on an excellent lot! New plumbing, new gas furnace. HUGE bathroom with double shower. Great opportunity for investors!

Misti McGrath Realty Group

Attention investors and DIY enthusiasts! Multiple exit strategies: finish this remodel then either flip, rent or move in! Home being sold as is. Cash preferred but will consider financed all offers. Seller is assisted by an Attorney in Fact. Do not knock on door or approach house without prior communication.

Darrell Lewis DIYFlatFee.Com

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,

Blake Ramey Century 21 Virginia Wilder Real Estate

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.

Lisa Stacy-Gibbs Turn Key Realty

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

Virginia Wilder Century 21 Virginia Wilder Real Estate

This Property comes with Parcel ID:057-34-00-036.00 also. Which consist of around 3 acres and 1 livable structure of about 1000 sq foot. It is located just mins away from downtown Middlesboro and the LMU Campus.

Brad Cawood Turn Key Realty

Nice Ranch style home with an oversized 1 car garage with a 2-car carport attached, 3 bd, 2 full baths, large dining / kitchen area, laundry room, comes with 2 storage buildings This is a very nice home. Ready to move in and no work to be done. Close to main town or hit the woods with your side by side.

Steve Mason REMAX PROFESSIONAL'S

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.

Beth Combs Turn Key Realty

Charming 3 Bedroom, 2 Bath Home - Fully Updated and Move-In Ready! Renovations and upgrades installed in 2023, this beautifully maintained home offers numerous upgrades throughout. Enjoy brand-new 12 ml vinyl plank flooring, solid wood soft-close kitchen cabinets, new countertops, a modern kitchen sink and fixtures, and a full suite of new stainless steel appliances—including washer and dryer.

Michael Hensley REMAX PROFESSIONAL'S

In the beautiful hills of Vista Venado lies the gorgeous 3 bedroom and 2 bath 900 Twin Fawn Trail.From the trey ceilings to the marble flooring, to the jetted tub this home is breathtaking! Your HOA fee of $20/month gives you unlimited water with very light restrictions. Massive patio for all your entertaining. Brand new french drain system.Quiet neighborhood perfect for evening walks. Let's go

Misti McGrath Realty Group

Spacious All-Brick Home with Attached Guest Quarters - Prime Location! This beautifully maintained, all-brick home offers exceptional flexibility and space, featuring a main residence with 3 bedrooms, 2 bathrooms, a bonus room perfect for a home office, rec room, or additional sleeping area, and two laundry rooms for added convenience.In addition, the property includes a fully separate, attached

Beth Combs Turn Key Realty

Beautiful, split foyer home with 4 bedrooms and 2 bathrooms. The upstairs features a kitchen with plenty of space for storage, updated appliances, and tile floors. This home allows the natural light to shine through in all the rooms. The dining room and living room are open for entertainment or a growing family. The primary bedroom and bath are on the main floor. The guest bath is spacious

Kevin Bisceglia Coldwell Banker Bisceglia Real

Great opportunity for investors! Cabin style home, newly remodeled, new paint, new flooring, new split units for cheaper electricity bills with a massive garage, on an OVERSIZED LOT. PERFECT opportunity for an airbnb with plenty of parking for trailers and side by sides with access to trailheads! Lets go see it!

Misti McGrath Realty Group

Welcome to 112 Cumberland Ave, Middlesboro, KY—a delightful 2-bedroom, 1-bath home boasting 1,236 square feet of comfortable living space! Perfectly situated in a prime, convenient location, this charming residence is just steps away from Middlesboro's best shopping, dining, and entertainment. With the option for an additional bedroom, this home offers flexibility to suit your needs, whether for

Jonathan Evans Action Realty

Looking for a place to call home? Don't miss out on this one! This 3 bedroom, 2 bath brick ranch is spacious and sits on a large lot within the city limits. Lovingly cared for, you can feel the memories made in this home and imagine the new ones you can make with your family. Even the basketball goal next to the detached garage will bring back memories of summer nights playing ball in the back

Kevin Bisceglia Coldwell Banker Bisceglia Real

Beautiful Traditional Brick Ranch with Basement!This home has 1698sq/ft on the main floor with an additional 1476sq/ft in the basement. Nestled in the center of Middlesboro with a curved driveway and a 2 car carport with a storage unit between them. The home has two entrances from the carport for easy entry. There are two bonus rooms with a formal living room and formal dining area. The

Kevin Bisceglia Coldwell Banker Bisceglia Real

Remarkable Folk Victorian Historical Home. This home was built in 1908, redesigned for today's modern living, yet still encompassing the original charm. This home is nestled in the residential district of Cumberland Ave in Middlesboro. The inviting covered porch takes you back to the time that ''porch sitting'' in the evening was the thing to do and leads you into the entryway with tall

Kevin Bisceglia Coldwell Banker Bisceglia Real

This home has 3 bedrooms and 2 full bathrooms, living room, family room, 2 eat-in kitchens, 2 laundry hookups, attached storage shed, level lot with chain link fence, seller said it could be made into two apartments. Central heat and air, gas cook stove, natural gas, city water, city sewer. It is close to hospital. NEW ROOF It won't last long at this price!

Virginia Wilder Century 21 Virginia Wilder Real Estate

Unbelievable find in the city limits of Middlesboro. 13.7 acres inside the city limits with city water and public sewer. Property has two different homes and a barn. The address of the second home is 501 South 35th. street. Both homes need some TLC but are solid constructions. This property has potential for a small farm or development with several other home sites. Come take a look! Buyer

Michael Hensley REMAX PROFESSIONAL'S

Located in Middlesboro KY, you will find this 3 bedroom 1 bath ranch style home with a fully equipped kitchen, laundry room, carport. This property is located approximately 10 minutes from the main campus of LMU. This home requires a 24 hour notice prior to showing.

Nicole Goins Heartland Real Estate, LLC

This 2-story gorgeous home sits in the mountains of Kentucky and is located in the desired subdivision of Vista Venado! This home sits on 0.944 acre. The main floor offers an open floor plan with a large living room with gas log fireplace. The living room extends to the formal dining area. The spacious kitchen has room for a breakfast table. The kitchen appliances stay with home and includes

Virginia Wilder Century 21 Virginia Wilder Real Estate

Custom built home new in 2016 with beautiful mountain views. Main level has a large open concept den with stone fireplace and cathedral ceiling, kitchen, utility room, four bedrooms and three full bathrooms. Spacious Master Suite is upstairs and complete with two walk-in closets, full bathroom with walk-in shower and a garden tub. Large bonus room above the single car garage. Spacious back deck.

Steve Mason REMAX PROFESSIONAL'S

This adorable spacious three-bedroom, four-bathroom home offers plenty of living space for you and your family. Enjoy the inground pool, a pool room with a shower, and an outdoor bathroom. The screened-in porch includes a large daybed swing, while the natural gas grilling area is perfect for entertaining. The property also boasts a storage shed, privacy fencing, and hardwood flooring throughout.

Beth Combs Turn Key Realty

Sheila Durham Coldwell Banker Bisceglia Real