Middlesboro KY Real Estate & Homes for Sale

42 Properties Found

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Beds:
3
Baths:
2.00
Sq.Ft.:
2,336
Status:
Active
MLS#:
25000454
Type:
Single Family
Subdivision:
Rural
Lot size:
1 Acres
Year built:
1930
A broker reciprocity listing Courtesy: DIYFlatFee.com 888-601-3771
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ADDITIONAL INFORMATION

Incredible opportunity for a discounted fixer property priced at almost assessed value! With half an acre of land in a tranquil location & quiet neighborhood, this property is just waiting for your renovations to bring it up to 2025 curb appeal with huge margins for the right investor. Don't hesitate, act fast & give us a call today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,439
Status:
Active
MLS#:
24026218
Type:
Single Family
Subdivision:
Downtown
Lot size:
0.43 Acres
Year built:
2011
A broker reciprocity listing Courtesy: Coldwell Banker Bisceglia Realty & Auction Co 606-248-4932
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ADDITIONAL INFORMATION

Really nice manufactured home ready to move in with several improvements. The owner has put new flooring down and painted the interior. This home is minutes from downtown yet is very private. There's three bedrooms and two baths. The large den has a fireplace and plenty of room for the whole family.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,144
Status:
Active
MLS#:
1284881
Type:
Single Family
Lot size:
0.7 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Turn Key Realty 423-869-5111
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ADDITIONAL INFORMATION

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 homebuyer or a small family, with its spacious yard perfect for pets, children, or anyone seeking the privacy of their own backyard. The home is equipped with vinyl and tile flooring.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
1283817
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1924
A broker reciprocity listing Courtesy: Realty Group 423-626-6353
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ADDITIONAL INFORMATION

want an oversized level yard? How about a huge garage with additional work space? This affordable home is just for you! Tons of parking, room for all your outside playthings, with easy access to trailheads right from your own front yard and cheaper payments than rent!! Great for a first time buyer, downsizer, air bnb or a rental, call me today!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,492
Status:
Active
MLS#:
1283670
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1964
A broker reciprocity listing Courtesy: Turn Key Realty 423-869-5111
View additional info

ADDITIONAL INFORMATION

Welcome to this charming 3-bedroom, 1-bath home, brimming with potential and ready for your personal touch! Nestled in a nice neighborhood, quiet, family friendly area, this property offers a fantastic opportunity for first-time homebuyers, investors, or anyone looking to create their dream home. Conveniently located near Middlesboro ARH and LMU. With some updates and renovations, this home can quickly become a valuable asset in a desirable neighborhood. This Fixer-upper is being sold ''as-is,'' giving you the chance to customize it to fit your style and needs. Don't miss out on this incredible opportunity to invest in your future! Schedule a showing today and envision the possibilities! ''All information to be verified by your agent''

Beds:
3
Baths:
2.00
Sq.Ft.:
1,028
Status:
Active
MLS#:
24024891
Type:
Single Family
Subdivision:
City Limits
Lot size:
0.07 Acres
Year built:
1958
A broker reciprocity listing Courtesy: Century 21 Virginia Wilder Real Estate 276-861-2023
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ADDITIONAL INFORMATION

Beds:
3
Baths:
1.00
Sq.Ft.:
1,110
Status:
Active
MLS#:
1283319
Type:
Single Family
Lot size:
0.01 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Heartland Real Estate, LLC 423-869-0075
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
24025121
Type:
Single Family
Subdivision:
Rural
Lot size:
0.01 Acres
Year built:
1938
A broker reciprocity listing Courtesy: EXIT TOWN & COUNTRY REALTORS 859-273-0000
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ADDITIONAL INFORMATION

Lovely home located in Middlesboro with three bedrooms and two full baths. Covered porch and basement!!!. Don't let this on pass by (Buyer to verify schools)

Beds:
3
Baths:
1.00
Sq.Ft.:
1,700
Status:
Active
MLS#:
24024427
Type:
Single Family
Subdivision:
Rural
Lot size:
0.25 Acres
Year built:
1918
A broker reciprocity listing Courtesy: WEICHERT REALTORS - Ford Brothers 606-878-7112
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ADDITIONAL INFORMATION

Location! Location! Location! Move In Ready & Fully Furnished!!Prime Real Estate within the city limits of Middlesboro. Near shopping, eateries, schools, Southeast Community College, Lincoln Memorial University. Also, near hospital, airport, civic center, parks, little league fields, city pool and golf course.Perfect for residential or investment property. Home is beautifully decorated, fully furnished, has hardwood floors and large spacious rooms for entertaining. Three bedrooms plus a bonus room. Large clothes closets, laundry room and pantry. If wanted could be altered with minimal cost to accommodate 5 to 6 bedrooms for students. Includes all kitchen appliances plus microwave, mini oven and washer and dryer. 1 bath with vanity, shower/tub combo. 9 ft. ceilings. Level corner lot that is high and dry. Includes carport, outside utility building, fenced in lot, recently installed roof and heat pump. Large eat in country kitchen. Move in Ready & Fully Furnished!!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,300
Status:
Active
MLS#:
1282357
Type:
Single Family
Lot size:
2 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Realty Group 423-626-6353
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ADDITIONAL INFORMATION

Sitting high on the hill, overlooking the city of Middlesboro you'll find this Beautiful, large 4 bedroom with bonus room, 2 bath home on 2 acres with breathtaking views from all sides! Easily accessible, but very private with visitors consisting of squirrels rabbits, foxes, and deer, it's hard to believe you're in the city limits. You are probably going to want to see this one! This property is NOT a drive by location, please do not trespass on property without an agent present.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,684
Status:
Active
MLS#:
1282005
Type:
Single Family
Lot size:
0.26 Acres
Year built:
1952
A broker reciprocity listing Courtesy: AAA Realty, Inc. 423-489-9744
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ADDITIONAL INFORMATION

MIDDLESBORO, KENTUCKY This 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 and a large dining room. Kitchen has plenty of cabinets for storage, a walk-in pantry and a separate laundry room. Three (3) bedrooms with two (2) full bathrooms. Showers have been remodeled with new hardware. Each bedroom has a walk-in closet with built-ins. The master bedroom has two (2) closets. Entering the from door into a nice foyer. Included is two (2) inch wooden motorized blinds. New central heating and air unit; tile flooring with new carpet. Large outside deck with a heated pool with light that starts as 3' goes to 9' deep with a custom cover to fit. The pool has a cholerine filter; however, there is a new salt water filter to convert it. Along with this beautiful home there is a pool shed with commode; a barn; separate covered storage area for a boat or vehicle. The back yard is very private with a block wall and new vinyl fencing. This home is five (5) blocks from the hospital, minutes to LMU and Walmart,

Beds:
3
Baths:
3.00
Sq.Ft.:
3,544
Status:
Active
MLS#:
1280901
Type:
Single Family
Lot size:
0.34 Acres
A broker reciprocity listing Courtesy: Coldwell Banker Bisceglia Real 606-248-4932
View additional info

ADDITIONAL INFORMATION

This 3,544 sf home built approximately in 1965 was completely remodeled and updated in 2022. The list of upgrades is extensive! In addition to all updated electrical wiring with new switches, new receptacles (including GFI outlets), and new LED lighting, a new roof, TWO new HVAC units, new crown molding, new baseboards, and new paint, the kitchen cabinets were refinished with all new hardware, new countertops were installed, a new sink and faucet were installed, and a new tile floor was installed. The library has recessed lighting an French doors. Both the entertainment room and the den had new recessed lighting, new carpet and new paint. The dining room and formal living room both got new paint, updated lighting and new drywall. The master bedroom closet is HUGE and got new carpet, updated lighting, a new mirror and a new, custom closet organizer was installed. The master bath got new tile flooring, new shower walls, new vanity top with 2 new sinks. In the garage, new cabinets were installed and a new waterproofing system was installed with a lifetime warranty.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,900
Status:
Active
MLS#:
24022719
Type:
Single Family
Subdivision:
City Limits
Lot size:
0.36 Acres
Year built:
1996
A broker reciprocity listing Courtesy: Action Realty 606-248-7653
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ADDITIONAL INFORMATION

This beautiful home conveniently located close to all amenities of downtown Middlesboro is a must see! A 3 bedroom 2 bath, spacious 1900 sqft is perfect for your family. Featuring gorgeous hardwood throughout and lots of storage space. Within walking distance of Yellow Creek School and a short drive to the hospital, this location offers spectacular views of the mountains while maintaining the convenience of close access to all things Middlesboro.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,209
Status:
Active
MLS#:
24022597
Type:
Single Family
Subdivision:
Rural
Lot size:
0.66 Acres
Year built:
2009
A broker reciprocity listing Courtesy: Fathom Realty KY LLC 304-645-7700
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ADDITIONAL INFORMATION

Enjoy the mountain and country setting from your front porch in this 3 bedroom 2 bath charming ranch style home with a concrete driveway situated on .66 acres. Perfect for enjoying the serene country setting while rocking your cares and troubles away. Inside, the well maintained kitchen comes equipped with modern appliances, ensuring convenience for all your culinary needs, The large living room, provides adequate room for entertaining guest and passing through kitchen that exits to the side deck,. A large formal dining area for social gatherings and laundry area. Also, a primary bedroom complete with its own ensuite bath. This spacious home is perfect for a growing family. Conveniently located just minutes away from the community college, hospital, and all amenities of the Middlesboro are. Selling AS-IS, Information is believed to be reliable but not guaranteed. Buyer and buyer's agent to verify all information.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,430
Status:
Active
MLS#:
1280087
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1982
A broker reciprocity listing Courtesy: REMAX PROFESSIONAL'S 423-869-3000
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ADDITIONAL INFORMATION

Ranch style with a 2-car garage on a large level lot. metal roof, vinyl siding, vinyl windows. Home needs some TLC. Needs flooring, paint update bathrooms and kitchen.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
1279394
Type:
Single Family
Lot size:
1 Acres
Year built:
1950
A broker reciprocity listing Courtesy: AAA Realty, Inc. 423-489-9744
View additional info

ADDITIONAL INFORMATION

135 HIGHPOINT RD MIDDLESBORO KY Nice three (3) bedroom one (1) bath brick home located in a country setting. Cherry kitchen cupboard. Minutes away from downtown Middlesboro, Walmart, and LMU.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,120
Status:
Active
MLS#:
1279180
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1990
A broker reciprocity listing Courtesy: Turn Key Realty 423-869-5111
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ADDITIONAL INFORMATION

Newly Remodeled 3 bedroom 2 bath with fenced yard located seconds away from downtown Middlesboro. and minutes away from LMU. Don't miss your chance to get this beautiful move in ready home.

Beds:
2
Baths:
1.00
Sq.Ft.:
2,031
Status:
Active
MLS#:
1278575
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1936
A broker reciprocity listing Courtesy: Turn Key Realty 423-869-5111
View additional info

ADDITIONAL INFORMATION

This charming home in a residential area downtown Middlesboro. Relax on the perfect porch or enjoy the level backyard with patio and pergola to offer shade and enjoy the beautiful sunsets. This exquisite 2-bedroom 1 bath home has original hardwood floors and amazing character with its wide trim all while having new modern double pane lifetime windows. After a long day you can relax in your new modern soaker tub. New HVAC installed 3/2024 New 2024 electric water heater. 200-amp power service with complete rewiring. NO OLD WIRES IN THIS HOME!!!!! Stainless steel appliances, separate laundry room/pantry. All new paint inside and outside!!! Beautiful wide driveway leads into a 2-car garage with opener. This house in not in the flood zone.

Beds:
4
Baths:
1.00
Sq.Ft.:
2,073
Status:
Active
MLS#:
1278129
Type:
Single Family
Lot size:
0.6 Acres
Year built:
1947
A broker reciprocity listing Courtesy: Realty Group 423-626-6353
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ADDITIONAL INFORMATION

4 Bedroom 1 bath brick, one and a half story home on a large level lot. 4 year old roof, 2 year old HVAC, new appliances, HARDWOOD FLOORS, formal dining room with additional laundry room. Ready for new owners! First time home buyers, investors, upsizers, and downsizers are all welcome! Buyer/agent to verify all information.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,174
Status:
Active
MLS#:
1277166
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1956
A broker reciprocity listing Courtesy: Coldwell Banker Bisceglia Real 606-248-4932
View additional info

ADDITIONAL INFORMATION

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 main suite has a beautiful walk-in shower with overhead sky-lights for natural lighting. Also in the main suit has a walk-in closet. There is a galley kitchen with built-in appliances. The basement can be an in-law suite with a studio apartment set-up and full kitchen. This is a charming home! Schedule an appointment today!

Beds:
3
Baths:
1.00
Sq.Ft.:
3,136
Status:
Active
MLS#:
1276491
Type:
Single Family
Lot size:
1.37 Acres
Year built:
1982
A broker reciprocity listing Courtesy: Turn Key Realty 423-869-5111
View additional info

ADDITIONAL INFORMATION

If you love a home with great craftmanship and structural authenticity, then you need only look at this beautifully crafted home. As you come up the driveway, you will find this home nestled and surround by nature's canvas for privacy. This home's exterior is built with Crab Orchard stone. The stone is a rare sandstone quarried from the Crab Orchard Mountain of the Cumberland Plateau. With an expansive living room and family room combination you will find the living room walls lined with milled stained wood panels. A stone fire place is the focal point as you enter the home. The fireplace has an installed ventilator heater that keeps the living room cozy on those cool Fall nights. Main level offers 2 generous bedrooms, kitchen/ dining room combo. Country living but only 5-10 minutes to Middlesboro amenities. Another 5 minutes to LMU. Just 10 minutes to the Cumberland Gap National Park for endless hours of hiking and enjoying nature. Middlesboro, the city was built inside a crater form by a meteorite impact. Middlesboro is designated by the Kentucky Society of Professional Geologists as a Distinguished Geological Site and one of a few cities on the North American continent located in the basin of a meteorite impact structure. All information deemed to be accurate but it is the buyer 's obligation to verify all square footage and do their due diligence. Home is sold As Is. The home inspection and any other inspections are for buyer informational purposes only.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
1276430
Type:
Single Family
Lot size:
0.51 Acres
Year built:
1965
A broker reciprocity listing Courtesy: REMAX PROFESSIONAL'S 423-869-3000
View additional info

ADDITIONAL INFORMATION

Spacious 4 Bedroom 2 Bathroom home conveniently located in Middlesboro just minutes from local schools, shopping, restaurants and hospital. Home also features a large bonus room, vinyl windows, back deck, storage shed along with a fenced back yard and a two-car carport. Home is in need of some TLC.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
1276300
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1950
A broker reciprocity listing Courtesy: AAA Realty, Inc. 423-489-9744
View additional info

ADDITIONAL INFORMATION

This Brick home is located on 0.5 acres with a beautiful mountain view. It was built in the 1950s. It has three bedrooms with one full bathroom. It has approximately 1200 sq ft of living space. Within minutes of downtown Middlesboro and Walmart. 10 minutes from LMU

Beds:
4
Baths:
6.00
Sq.Ft.:
6,000
Status:
Active
MLS#:
1275880
Type:
Single Family
Subdivision:
Ambleside
Lot size:
2.29 Acres
Year built:
1987
A broker reciprocity listing Courtesy: REMAX PROFESSIONAL'S 423-869-3000
View additional info

ADDITIONAL INFORMATION

Nestled in the highly sought-after Ambleside community, this stunning 6,000-square-foot estate offers unparalleled luxury and comfort. Situated on a sprawling 2.29-acre lot, this residence boasts 4 generously-sized bedrooms, each with its own en-suite bathroom, ensuring privacy and convenience for every family member. Step inside and be greeted by updated flooring that flows seamlessly throughout the home as well as many more upgrades. The main level features a formal dining room perfect for hosting elegant dinners and a spacious living area ideal for relaxation and entertainment. The lower level is a true standout, featuring a separate kitchen, a cozy living room, and two versatile offices - perfect for remote work or creative endeavors. The home's outdoor space is equally impressive, with three of the four bedrooms offering private balconies that overlook a magnificent in-ground swimming pool. Imagine enjoying your morning coffee or evening cocktails while taking in the serene views of your private oasis. This gem combines luxury living with functional design, making it the perfect place to call home. Don't miss your chance to own this exceptional property!

Beds:
4
Baths:
2.00
Sq.Ft.:
3,338
Status:
Active
MLS#:
1275549
Type:
Single Family
Lot size:
0.37 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Action Realty 606-248-7653
View additional info

ADDITIONAL INFORMATION

You'll have it all in this beautiful ranch style home on Twin Acres Rd. Living room, dining, kitchen, breakfast, den with fireplace, 4 bedrooms, 2 full baths, bonus room, and large sunroom overlooking the backyard. Level yard, partially fenced, easy care brick construction, 2 car attached garage, patio, covered front porch, storage room. Great location... convenient to shopping, schools, and hospital!

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Andrea D. Conner, License 221773, Xome Inc., License 239054, [email protected], 844-400-XOME (9663), 1795 Alysheba Way, Suite 102, Lexington, KY 40509


The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Lexington Bluegrass Multiple Listing Service. The Broker providing this data believes them to be correct but advises interested parties to confirm them before relying on them in a purchase decision. Copyright 2025 Lexington Bluegrass Multiple Listing Service. All rights reserved.
Andrea D. Conner, License 344441, Xome Inc., License 262361, [email protected], 844-400-XOME (9663), 751 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Real Estate listings held by other brokerage firms are marked with the name of the listing broker. Information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright 2025 Knoxville Area Association of Realtors. All rights reserved.



Middlesboro 40965 Real Estate

Middlesboro is located in Kentucky. Middlesboro 40965 is less family-centric than the surrounding county with 25.04% of the households containing married families with children. The county average for households married with children is 26.4%.

Middlesboro Weather

Middlesboro Map

Middlesboro Real Estate Market Conditions

  • Median sales price

    N/A
  • # Active listings

    59
    30-day change

Middlesboro Schools and Demographics

Education near Middlesboro, KY

City County
High School Graduates N/A N/A
College Degree - 2 year N/A N/A
College Degree - 4 year N/A N/A
Graduate Degree N/A N/A
Expenditures per Student N/A N/A
Students per Teacher N/A N/A

Elementary Schools near Middlesboro, KY

Grades Students P/T Ratio ZIP
Bell Central School Center PK - 08 628 13.2 40965
East End Intermediate School PK - PK 88 44 40965
Frakes School Center PK - 08 156 15.6 40940
Lone Jack School Center PK - 08 217 16.7 40939
Middlesboro Elementary School KG - 04 459 14.3 40965
Page School Center PK - 08 421 17.5 40977
Yellow Creek School Center PK - 08 583 18.2 40965

Middle Schools near Middlesboro, KY

Grades Students P/T Ratio ZIP
Middlesboro Middle School 05 - 08 374 16.3 40965
Pineville Elementary School PK - 06 312 14.2 40977
Pineville High School 07 - 12 245 13.2 40977

High Schools near Middlesboro, KY

Grades Students P/T Ratio ZIP
Bell County High School 09 - 12 815 19.9 40977
Middlesboro High School 09 - 12 391 16.3 40965

Ungraded Schools near Middlesboro, KY

Grades Students P/T Ratio ZIP
* Bell County Alternative School 07 - 12 24 6.9 40977
* Middlesboro Alternative School 09 - 12 39 53.2 40965
Bell County Area Technology Center UG - UG 0 40977
Cumberland Tech - Southeast Campus UG - UG 0 40965
Cumberland Technical College UG - UG 0 40977
Cumberland Valley Health Tech Center UG - UG 0 40977
Pineville Independent School PK - 12 516 16.1 40977
Southeast Tech UG - UG 0 40965

Demographics near Middlesboro, KY 40965

Zip Code City
Neighborhood Type
Population N/A N/A
Population Density N/A N/A
Median Age N/A N/A
People per Household N/A N/A
Median Household Income N/A N/A
Average Income per Capita N/A N/A

Real estate near Middlesboro