Middlesboro KY Real Estate & Homes for Rent

59 Properties Found

The median home value in Middlesboro, KY is $139,999. The national median home value is $338,100. The average price of homes sold in Middlesboro, KY is $139,999. Middlesboro real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Middlesboro real estate agent to arrange a tour today!


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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:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
1286317
Type:
Land
Lot size:
0.26 Acres
A broker reciprocity listing Courtesy: Turn Key Realty 423-869-5111
View additional info

ADDITIONAL INFORMATION

Perfect level lot at a great price. It is ready to build that dream home on. In the city and close to everything. Call today before it's gone.

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:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
24026085
Type:
General Commercial
Subdivision:
City Limits
Lot size:
0.4 Acres
Year built:
1952
A broker reciprocity listing Courtesy: Century 21 Virginia Wilder Real Estate 276-861-2023
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ADDITIONAL INFORMATION

Great commercial property with corner lot on Cumberland Avenue in Middlesboro, KY.This property features over 2,700 square feet on the main level many potential uses & over 2,300 square feet on the second level that has 2 apts, with potential of 3 apts.

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
View additional info

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:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
24024063
Type:
Land
Subdivision:
City Limits
Lot size:
2.76 Acres
A broker reciprocity listing Courtesy: Action Realty 606-248-7653
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ADDITIONAL INFORMATION

Beautiful 2.75 LEVEL ACRES in the heart of the residential section of Middlesboro. Near Civic Center, airport, tennis courts, Middlesboro Golf Club, National Guard Armory, and other amenities. Property runs from Worchester to Ilchester and from 29th St to 28th St. Explore the possibilities!! What would you do with this beautiful property?

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
View additional info

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:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
1282039
Type:
Land
Lot size:
1.88 Acres
A broker reciprocity listing Courtesy: AAA Realty, Inc. 423-489-9744
View additional info

ADDITIONAL INFORMATION

MIDDLESBORO KENTUCKY LOT - 1.88 ACRES Very quiet piece of property with a mountain view, country setting with plenty of wildlife.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
1282032
Type:
Land
Lot size:
14.46 Acres
A broker reciprocity listing Courtesy: AAA Realty, Inc. 423-489-9744
View additional info

ADDITIONAL INFORMATION

LOTS & ACREAGE FIVE (5) building lots 14.46 acres on KY-217 Rolling landscape with beautiful country mountain view.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,544
Status:
Active
MLS#:
24022848
Type:
Single Family
Subdivision:
City Limits
Lot size:
0.34 Acres
A broker reciprocity listing Courtesy: Coldwell Banker Bisceglia Realty & Auction Co 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
View additional info

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
View additional info

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:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
1280147
Type:
Land
Lot size:
1.46 Acres
A broker reciprocity listing Courtesy: Century 21 Virginia Wilder Real Estate 276-861-2023
View additional info

ADDITIONAL INFORMATION

This beautiful tract of land has 1.4658 acres and is ready for your build your home! Corner lot; water and electric and natural gas available, buyer will need to have septic system installed; this wonderful subdivision has wildlife and natures beauty all around yet close to downtown Middlesboro; Paved county street along property on two sides; great views!

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
View additional info

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
View additional info

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:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
24020807
Type:
Land
Subdivision:
Rural
Lot size:
3.16 Acres
A broker reciprocity listing Courtesy: Coldwell Banker Bisceglia Realty & Auction Co 606-248-4932
View additional info

ADDITIONAL INFORMATION

Come check out these beautiful lots with breathtaking views in one of the nicest neighborhoods in all of southeast KY. (Outline of property on pics is a rough estimate. Lots are 18&19)

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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.

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