Middlesboro KY Real Estate & Homes for Sale

35 Properties Found

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Beds:
3
Baths:
3.00
Sq.Ft.:
1,900
Status:
NEW LISTING
MLS#:
1296060
Type:
Single Family
Lot size:
0.41 Acres
Year built:
1992
A broker reciprocity listing Courtesy: Realty Group 423-626-6353
View additional info

ADDITIONAL INFORMATION

Come on home to the mountains! Main suite upstairs with an additional 2 bedrooms and bath with a jetted tub on the same level. Surrounded by peaceful woods and very few neighbors. 2 car garage, beautiful kitchen and the staircase is picture perfect! Buyer to verify all information

Beds:
4
Baths:
2.00
Sq.Ft.:
3,338
Status:
Active
MLS#:
1295631
Type:
Single Family
Lot size:
0.37 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Action Realty 606-248-7653
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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!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,236
Status:
Active
MLS#:
25006450
Type:
Single Family
Subdivision:
City Limits
Lot size:
0.18 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Action Realty 606-248-7653
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ADDITIONAL INFORMATION

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 a growing family, home office, or guest space. Move-in ready and brimming with potential.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,989
Status:
Active
MLS#:
1295519
Type:
Single Family
Lot size:
0.75 Acres
Year built:
1967
A broker reciprocity listing Courtesy: Coldwell Banker Bisceglia Real 606-248-4932
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ADDITIONAL INFORMATION

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 while the sun sets and the street lights come on....Schedule a tour today--you deserve a house that you can make into a home.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,989
Status:
Active
MLS#:
25006370
Type:
Single Family
Subdivision:
City Limits
Lot size:
0.75 Acres
Year built:
1967
A broker reciprocity listing Courtesy: Coldwell Banker Bisceglia Realty & Auction Co 606-248-4932
View additional info

ADDITIONAL INFORMATION

: 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 while the sun sets and the street lights come on....Schedule a tour today--you deserve a house that you can make into a home.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
1293786
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1940
A broker reciprocity listing Courtesy: Century 21 Virginia Wilder Real Estate 276-861-2023
View additional info

ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
1.00
Sq.Ft.:
776
Status:
Active
MLS#:
1293374
Type:
Single Family
Lot size:
13.73 Acres
Year built:
1918
A broker reciprocity listing Courtesy: REMAX PROFESSIONAL'S 423-869-3000
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ADDITIONAL INFORMATION

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 to verify all information.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,899
Status:
Active
MLS#:
1293064
Type:
Single Family
Lot size:
0.17 Acres
Year built:
1964
A broker reciprocity listing Courtesy: Coldwell Banker Bisceglia Real 606-248-4932
View additional info

ADDITIONAL INFORMATION

Beautiful 2 bedrooms, 2 bathrooms (master bath is extra large) home in great neighborhood. Home offers a large bonus/sun room, beautiful cream-colored kitchen cabinets, tile and hardwood flooring. Don't let this one get away! Is super clean and in move-in condition. (Age is estimated and square footage to be verified)

Beds:
2
Baths:
2.00
Sq.Ft.:
1,040
Status:
Active
MLS#:
25004465
Type:
Single Family
Subdivision:
City Limits
Lot size:
0.17 Acres
A broker reciprocity listing Courtesy: Sallie Davidson, Realtors 606-877-3000
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ADDITIONAL INFORMATION

Sweet little cottage located just off Cumberland Valley in Middlesboro City Limits with easy access to Lincoln Memorial University, downtown, Harrogate TN, Cumberland Gap Nat'l Park and more! This residence has been updated in recent years entirely. Exterior vinyl, windows & shingles have been replaced, as well as kitchen cabinets, appliances, & fixtures. The combination Living/Dining/Kitchen is 19X19 open concept, stainless kitchen appliances, & hardwood flooring. The guest bath is neutral with pedestal sink & tub/shower unit with tile flooring. Utility closet with full size, stackable washer/dryer that remain. The primary bedroom i s 11X15 with ensuite bath with vanity & tub/shower. This home is situated on a corner with private drive to the side, covered front porch to enjoy morning & evenings as well as fenced rear & front yards. Located just behind medical offices/pharmacy and two miles from Walmart. This will make a great investment opportunity for students, seniors or starter home. Ready for immediate occupancy! NOTE- School systems unverified.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,272
Status:
Active
MLS#:
25004221
Type:
Single Family
Subdivision:
City Limits
Lot size:
0.69 Acres
Year built:
2020
A broker reciprocity listing Courtesy: RE/MAX LakeTime Realty 606-679-7653
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ADDITIONAL INFORMATION

This charming 3-bedroom, 2-bathroom manufactured home in Middlesboro offers a spacious open and split floor plan, perfect for modern living. The layout provides ample privacy with the master suite separated from the two additional bedrooms. The open living and dining areas create an inviting atmosphere, ideal for entertaining or relaxing with family. With plenty of natural light, modern finishes, and well-sized rooms, this home offers comfort and convenience. Located in the city limits, it's an ideal choice for anyone looking for a cozy yet spacious home. The back half of back yard is in a flood zone. Don't miss the chance to make this beautiful property yours!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,408
Status:
Active
MLS#:
1292147
Type:
Single Family
Lot size:
0.33 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Coldwell Banker Bisceglia Real 606-248-4932
View additional info

ADDITIONAL INFORMATION

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 a tub and shower. The main bedroom has a full bath as well with a shower. This home is cozy with 1404 square feet. Only minutes away from shopping, groceries, gas stations, and other amenities.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,064
Status:
Active
MLS#:
25004051
Type:
Single Family
Subdivision:
City Limits
Lot size:
0.5 Acres
Year built:
1960
A broker reciprocity listing Courtesy: Shawn Rogers Realty, Inc 606-215-3138
View additional info

ADDITIONAL INFORMATION

Motivated sellers, say 'bring us an offer!' All debris in and around home to be removed prior to closing. Solidly built home with some updates, including all plumbing updated, some new windows installed, some new windows purchased and to remain for new owner. 2 bedrooms plus a bonus room that can be used as a bedroom, just doesn't have a closet. Large bathroom, updated kitchen, and a wide hallway. Large yard, completely fenced, and entirely flat. NOT in flood zone 5-6 year old water heater. City sewer & Trash pickup. Close to 2 colleges, hospital, and stores.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,974
Status:
Active
MLS#:
1291613
Type:
Single Family
Subdivision:
Ambleside
Lot size:
0.6 Acres
Year built:
1984
A broker reciprocity listing Courtesy: Turn Key Realty 423-869-5111
View additional info

ADDITIONAL INFORMATION

This newly renovated 3 bed ,2.5 bath, home is a must see for anyone. The spacious back patio is perfect for entertaining complete with a beautiful hot tub building. This home has 2 car garage ,new flooring, counter tops, appliances and much much more. Located just outside the city Limits but just mins away from 25E and downtown Middlesboro.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
1290233
Type:
Single Family
Lot size:
0.17 Acres
Year built:
1939
A broker reciprocity listing Courtesy: Turn Key Realty 423-869-5111
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,016
Status:
Active
MLS#:
1288966
Type:
Single Family
Subdivision:
Vista Venado
Lot size:
0.94 Acres
Year built:
2002
A broker reciprocity listing Courtesy: Century 21 Virginia Wilder Real Estate 276-861-2023
View additional info

ADDITIONAL INFORMATION

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 a dishwasher, a new refrigerator, a new cook stove and a new built in microwave. There are lots of cabinets and a pantry. The main floor also has a half bathroom. The upstairs has 3 bedrooms and 2 full bathrooms, laundry room and a computer/study room that leads out to the balcony. This home has central gas heat and central air. Lots of windows to enjoy the amazing mountain views. There is a wonderful view overlooking the city of Middlesboro. The new laminate flooring throughout this home is waterproof. City water, the driveway was paved November 2024, this home is move in ready with possession at closing, there is a balcony upstairs and a wrapped deck on the main level with a natural gas connection for your gas grill, never worry about running out of gas in those propane tanks again! Internet available. This home is located in the county yet less than 5 minutes to downtown Middlesboro.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,204
Status:
Active
MLS#:
1287980
Type:
Single Family
Lot size:
0.17 Acres
Year built:
1930
A broker reciprocity listing Courtesy: Coldwell Banker Bisceglia Real 606-248-4932
View additional info

ADDITIONAL INFORMATION

Beds:
3
Baths:
4.00
Sq.Ft.:
2,349
Status:
Active
MLS#:
1287518
Type:
Single Family
Lot size:
0.32 Acres
Year built:
1945
A broker reciprocity listing Courtesy: Turn Key Realty 423-869-5111
View additional info

ADDITIONAL INFORMATION

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. The primary bedroom includes an ensuite bathroom with a luxurious jacuzzi-style bathtub. Additional highlights include a one-car garage with a workshop area and extra storage throughout the home. Located just minutes from downtown historic Middlesboro, KY, you'll have easy access to a variety of shops and restaurants.

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
View additional info

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
View additional info

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:
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:
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
View additional info

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.:
1,684
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:
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.:
1,430
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:
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.

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Andrea D. Conner, License 344441, Xome Inc., License 262361, AndreaD.Conner@xome.com, 844-400-XOME (9663), 751 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

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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.

Andrea D. Conner, License 221773, Xome Inc., License 239054, AndreaD.Conner@xome.com, 844-400-XOME (9663), 1795 Alysheba Way, Suite 102, Lexington, KY 40509

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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.



Middlesboro Real Estate

Middlesboro is located in Kentucky.

Middlesboro Weather

Middlesboro Map

Middlesboro Real Estate Market Conditions

  • Median sales price

    $72,500
    -3276800%
    change since last quarter
  • # Active listings

    51
    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

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
Southeast Tech UG - UG 0 40965

Real estate near Middlesboro