Middlesboro KY Homes for Sale

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Type:
Single Family
Sq.Ft.:
4,400
Status:
NEW LISTING
Beds:
7
Lot size:
0.75 Acres
Year built:
1900
Baths:
8.00
MLS#:
1290849

ADDITIONAL INFORMATION

WHOLE CITY CORNER!!! This listing includes 205 Avondale Ave, the old bus depot, massive building with 2 apartments on the 2nd story. huge potential on the ground floor for store, restaurant, or offices (peep above the drop ceilings). A studio office building. also included is 115 10th st, 2 story duplex with a 2 bedroom home. AND 109 10th st which is a two bedroom home. TOTAL SPACES 2 houses 1 two story duplex 1 studio space 1 large building with 2 apartments on 2nd floor. LET'S GOOOO!

Type:
Single Family
Sq.Ft.:
1,404
Status:
NEW LISTING
Beds:
3
Lot size:
0.2 Acres
Year built:
1971
Baths:
2.00
MLS#:
25003238
Subdivision:
City Limits

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 with an adjoining dining room and a galley kitchen. This home also offers a one car attached garage and additional parking in the driveway. Only minutes away from shopping, groceries, gas stations, and other amenities.

Type:
Single Family
Sq.Ft.:
2,300
Status:
NEW LISTING
Beds:
3
Lot size:
0.14 Acres
Year built:
1931
Baths:
2.00
MLS#:
1290464

ADDITIONAL INFORMATION

Charming 3-Bedroom, 2-Bath Home - Conveniently Located & Beautifully Remodeled This beautifully maintained and updated 3-bedroom, 2-bathroom home is a must-see! Featuring gorgeous hardwood and tile floors throughout, it combines modern finishes with a warm, inviting atmosphere. The spacious, fenced-in backyard offers privacy and a perfect space for outdoor relaxation or entertaining. Located in a prime area, you'll enjoy easy access to nearby amenities, making it ideal for both convenience and comfort. Don't miss your chance to call this home! *Buyer to verify acreage, taxes, and square footage.

Type:
Single Family
Sq.Ft.:
1,008
Status:
Active
Beds:
2
Lot size:
0.17 Acres
Year built:
1939
Baths:
1.00
MLS#:
1290233

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.

Type:
Single Family
Sq.Ft.:
6,276
Status:
Active
Beds:
7
Lot size:
2.9 Acres
Year built:
1923
Baths:
5.00
MLS#:
1290184

ADDITIONAL INFORMATION

A One-of-a-Kind Dream Home with Spectacular Views! This stunning home offers breathtaking views from every window and boasts 7 spacious bedrooms, 3 full bathrooms, and 2 half bathrooms—plenty of room for the entire family! Step inside and be captivated by the grand staircase and an incredible private library, perfect for quiet moments or working from home. The walkout basement is ready to be finished to your specifications, allowing you to create the ultimate entertainment space, home gym, or guest suite. As an added bonus, the price includes an extra buildable lot, giving you even more possibilities for expansion or investment. Don't miss out on this rare opportunity to own a truly unique home. Schedule your showing today!

Type:
Single Family
Sq.Ft.:
2,300
Status:
Active
Beds:
4
Lot size:
2 Acres
Year built:
1970
Baths:
2.00
MLS#:
1289935

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.

Type:
Single Family
Sq.Ft.:
2,016
Status:
Active
Beds:
3
Lot size:
0.94 Acres
Year built:
2002
Baths:
3.00
MLS#:
1288966
Subdivision:
Vista Venado

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.

Type:
Single Family
Sq.Ft.:
1,204
Status:
Active
Beds:
2
Lot size:
0.17 Acres
Year built:
1930
Baths:
1.00
MLS#:
1287980

ADDITIONAL INFORMATION

Type:
Single Family
Sq.Ft.:
1,348
Status:
Active
Beds:
3
Lot size:
0.3 Acres
Year built:
1986
Baths:
2.00
MLS#:
1288559
Subdivision:
Ambleside

ADDITIONAL INFORMATION

3 bedroom, 2 bath home located in Ambleside just outside the city limits of Middlesboro. This home has an updated kitchen, bathrooms, cathedral ceilings and a large finished room that makes a great family room or den. The large windows allow for plenty of natural light and the new deck on the back of the house is perfect for entertaining.

Type:
Single Family
Sq.Ft.:
1,008
Status:
Active
Beds:
2
Lot size:
0.04 Acres
Year built:
1924
Baths:
1.00
MLS#:
1288008

ADDITIONAL INFORMATION

Great opportunity for first time homeowners, or 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. Lets go see it!

Type:
Single Family
Sq.Ft.:
2,349
Status:
Active
Beds:
3
Lot size:
0.32 Acres
Year built:
1945
Baths:
4.00
MLS#:
1287518

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.

Type:
Single Family
Sq.Ft.:
1,439
Status:
Active
Beds:
3
Lot size:
0.43 Acres
Year built:
2011
Baths:
2.00
MLS#:
24026218
Subdivision:
Downtown

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.

Type:
Single Family
Sq.Ft.:
1,144
Status:
Active
Beds:
2
Lot size:
0.7 Acres
Year built:
1955
Baths:
2.00
MLS#:
1284881

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.

Type:
Single Family
Sq.Ft.:
1,492
Status:
Active
Beds:
3
Lot size:
0.35 Acres
Year built:
1964
Baths:
1.00
MLS#:
1283670

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''

Type:
Single Family
Sq.Ft.:
1,110
Status:
Active
Beds:
3
Lot size:
0.01 Acres
Year built:
1963
Baths:
1.00
MLS#:
1283319

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.

Type:
Single Family
Sq.Ft.:
1,200
Status:
Active
Beds:
3
Lot size:
0.01 Acres
Year built:
1938
Baths:
2.00
MLS#:
24025121
Subdivision:
Rural

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)

Type:
Single Family
Sq.Ft.:
1,700
Status:
Active
Beds:
3
Lot size:
0.25 Acres
Year built:
1918
Baths:
1.00
MLS#:
24024427
Subdivision:
Rural

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!!

Type:
Single Family
Sq.Ft.:
1,684
Status:
Active
Beds:
3
Lot size:
0.26 Acres
Year built:
1952
Baths:
2.00
MLS#:
1282005

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,

Type:
Single Family
Sq.Ft.:
3,544
Status:
Active
Beds:
3
Lot size:
0.34 Acres
Baths:
3.00
MLS#:
1280901

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.

Type:
Single Family
Sq.Ft.:
1,900
Status:
Active
Beds:
3
Lot size:
0.36 Acres
Year built:
1996
Baths:
2.00
MLS#:
24022719
Subdivision:
City Limits

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.

Type:
Single Family
Sq.Ft.:
1,430
Status:
Active
Beds:
3
Lot size:
0.5 Acres
Year built:
1982
Baths:
2.00
MLS#:
1280087

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.

Type:
Single Family
Sq.Ft.:
1,500
Status:
Active
Beds:
3
Lot size:
1 Acres
Year built:
1950
Baths:
1.00
MLS#:
1279394

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.

Type:
Single Family
Sq.Ft.:
1,120
Status:
Active
Beds:
3
Lot size:
0.5 Acres
Year built:
1990
Baths:
2.00
MLS#:
1279180

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.

Type:
Single Family
Sq.Ft.:
2,031
Status:
Active
Beds:
2
Lot size:
0.34 Acres
Year built:
1936
Baths:
1.00
MLS#:
1278575

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.

Type:
Single Family
Sq.Ft.:
2,073
Status:
Active
Beds:
4
Lot size:
0.6 Acres
Year built:
1947
Baths:
1.00
MLS#:
1278129

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.

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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.

Andrea Conner, License 221773, Xome Inc., License 239054, [email protected], 844-400-XOME (9663), 1795 Alysheba Way Suite 1202 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.



Middlesboro Real Estate

The median home value in Middlesboro, KY is $139,999. This is higher than the county median home value of $80,300. The national median home value is $338,100. The average price of homes sold in Middlesboro, KY is $139,999. Approximately 48.01% of Middlesboro homes are owned, compared to 38.74% rented, while 13.25% are vacant. 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!

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 Real Estate Market Conditions

  • Median sales price

    $139,999
    16.7% change since last quarter
  • # Active listings

    57
    30-day change

Middlesboro Schools and Demographics

Education near Middlesboro, KY

Metric 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

School 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

School 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

School 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

School 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

Metric Zip Code City
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