Middlesboro Homes under $200,000

Welcome to Middlesboro, Kentucky—a charming city nestled in the heart of Bell County, surrounded by the breathtaking beauty of the Appalachian Mountains. With its rich history and vibrant community spirit, Middlesboro offers a unique blend of small-town charm and outdoor adventure, making it an ideal place to call home.

Middlesboro is known for its friendly atmosphere and strong sense of community, where neighbors become friends and local businesses thrive. The city boasts a variety of recreational opportunities, from hiking and biking trails to serene parks and scenic views that showcase the stunning natural landscape. Whether you’re exploring the historic downtown area or enjoying a leisurely afternoon at the nearby Pine Mountain State Resort Park, there’s always something to see and do.

For those seeking affordable housing options, Middlesboro has an impressive selection of homes available for under $200,000. This makes it an attractive destination for first-time homebuyers, families, and retirees alike. You’ll find charming single-family homes, cozy cottages, and even some historic properties that reflect the area’s rich heritage—all at a price that won’t break the bank.

Imagine settling into a lovely home with a spacious yard, where you can enjoy the fresh mountain air and create lasting memories with loved ones. With the affordability of homes in Middlesboro, your dream of homeownership can become a reality. Explore the possibilities today and discover why Middlesboro is the perfect place to plant your roots and enjoy a fulfilling lifestyle in the heart of Kentucky!

Newest Middlesboro Homes under $200,000

$145,900

3 Beds ⋅ 2 Baths ⋅ 1356828 MLS

You just gotta see how cute this place is in person for yourself! Completely furnished and move-in ready, you will find this 3 bdrm 2 bath home with covered front porch and carport. You will LOVE this huge back deck, big enough for a ping pong table, bring your hot tub, add a big screen TV for the ultimate entertaining and game watching pad!

810 W Rochester Ave, Middlesboro

Listing courtesy of Nichole Goins of Heartland Real Estate, LLC.

$158,000

3 Beds ⋅ 1 Baths ⋅ 1356645 MLS

Enjoy a peaceful country setting just minutes from downtown Middlesboro! Situated on approximately 2 acres, this rustic 3-bedroom, 1-bath cabin combines charm, usable outdoor space, and convenient access to shopping, dining, and medical facilities. Inside, hardwood floors complement the home's warm character, while the updated kitchen features stainless steel appliances. A pellet stove provides supplemental heat, and the washer and dryer are included. Additional features include a metal roof, covered front porch, mature trees, and a spacious, level backyard with room for gardening or outdoor enjoyment. A 1-car garage, covered carport, workshop, and storage building provide ample space for parking, tools, and hobbies. The unfinished basement offers additional storage. Bring your personal touches and make this country retreat your own!

180 Stevenson Branch Rd, Middlesboro

Listing courtesy of Melanie Mullins of Backwoods Realty & Development.

$175,000

2 Beds ⋅ 1 Baths ⋅ 26026368 MLS

TWO HOMES FOR THE PRICE OF ONE!!! live in the recently remodeled 2 bed /1 bath homes while you renovate the other home on this parcel that has already been gutted for the new owner to start working on it! This is a great opportunity for real estate investors or those looking to get into rental properties! LMU (Main Campus) being just 15 minutes brings a huge demand for rental properties just like this! Less than 5 minutes to a hospital and downtown Middlesboro, also minutes away from National & State Parks! Don't miss out on this opportunity! Schedule your showing today!

1801 & 1801 1/2 Exeter Ave, Middlesboro

Listing courtesy of Victoria Allen of Century 21 Virginia Wilder Real Estate.

$158,000

2 Beds ⋅ 1 Baths ⋅ 1356312 MLS

Completely remodeled and move-in ready! This charming 2-bedroom, 1-bath home offers a fresh, updated interior with new laminate flooring and carpet throughout, along with a beautifully remodeled kitchen. Recent improvements include a new roof, siding, and fresh paint, providing peace of mind and modern appeal. Situated on a level lot in a great location, the property also features a detached one-car garage for convenient parking and additional storage. A wonderful opportunity for anyone looking for a low maintenance home.

305 N 15th St, Middlesboro

Listing courtesy of Mike Hensley of REMAX PROFESSIONAL'S.

$199,000

3 Beds ⋅ 1 Baths ⋅ 1355810 MLS

1480 sf spilt level home at 1102 W Chester Ave. This home is within walking distance to downtown, schools and hospital. It has three bedrooms and one bath, with a large den with a beautiful fireplace. The eat-in kitchen is right off the den area. There is a covered, screened-in porch just off the dining area. Lots of room for a growing family--don't let someone else take advantage of this opportunity!

1102 W Chester Ave, Middlesboro

Listing courtesy of Kevin J Bisceglia of Coldwell Banker Bisceglia Real.

$175,000

3 Beds ⋅ 2 Baths ⋅ 26025315 MLS

Welcome to 8 Castleford Way located in the beautiful subdivision Ambleside. This home is also conveniently located near National & state parks. This home includes a screened back porch and fenced backyard. Master Bed / Bath on main level of the home including the living room, kitchen, and laundry! Call or text today to schedule your showing!

8 Castleford Way, Middlesboro

Listing courtesy of Victoria Allen of Century 21 Virginia Wilder Real Estate.

$105,900

3 Beds ⋅ 2 Baths ⋅ 26025309 MLS

412 N 24th St, Middlesboro

Listing courtesy of Dawn Risner of Turn Key Realty.

$169,000

3 Beds ⋅ 2 Baths ⋅ 1355373 MLS

Don't miss your chance to own this beautifully updated 3-bedroom, 2-bathroom residence situated in the heart of Middlesboro, KY. Seamlessly blending modern convenience with classic charm. Step inside to an open and light-filled floor plan featuring brand-new flooring, fresh paint, and updated lighting fixtures throughout. The spacious living area flows effortlessly into a modernized kitchen complete with new cabinetry, updated countertops, and sleek appliances--perfect for daily living and easy entertaining

810 1/2 Rochester Ave, Middlesboro

Listing courtesy of Brad Cawood of Backwoods Realty & Development.

$129,000

3 Beds ⋅ 1 Baths ⋅ 1354572 MLS

Great little 3 bedroom house in a wonderful neighborhood in historic Middlesboro, Ky. Very convenient to downtown and Lincoln Memorial university. Fenced in back yard and large eat in kitchen make this a good option for just about anyone. Would also make a great opportunity for someone wanting to purchase a rental property.

708 W Chester Ave, Middlesboro

Listing courtesy of Mike Hensley of REMAX PROFESSIONAL'S.

$119,900

3 Beds ⋅ 2 Baths ⋅ 1353618 MLS

This brick ranch style home has 3 bedrooms, 2 bathrooms, living room has a fireplace which adds beauty but is inoperable. The kitchen is spacious with lots of kitchen cabinets, pantry and a nice spacious laundry room. This property is nice and level and includes a paved driveway, storage shed in back yard. Home has a heat pump, internet available, nice double pane windows, city water and city sewer, home is conveniently located, close to hospital, shopping and LMU in Harrogate.

706 Ilchester Ave, Middlesboro

Listing courtesy of Virginia Wilder of Century 21 Virginia Wilder Real Estate.

$199,000

3 Beds ⋅ 1 Baths ⋅ 26022803 MLS

Just listed 1480 sq ft historical spilt level home at 1102 W Chester Ave Middlesboro Ky. This home is in walking distance from downtown. It has three bedrooms and one bath and a large den with a beautiful fireplace. The eat in kitchen is right off the den area. There is a covered screened in porch just off the dinning area.

1102 W Chester Ave, Middlesboro

Listing courtesy of David Gambrell of Coldwell Banker Bisceglia Realty & Auction Co.

$199,900

4 Beds ⋅ 2 Baths ⋅ 1348714 MLS

Nice 3-bedroom 2 bath home just for the picking. Priced is right with the possibility of a 4th bedroom. The kitchen, dining room, living room, 3 bedrooms and 1 bath are on the main level. The bonus room (optional 4th bedroom), full bath with laundry facilities downstairs. This home has a back deck, patio and storage building. Don't let this one get away!

140 Wellington Drive, Middlesboro

Listing courtesy of Janice Pratt of Fathom Realty TN LLC.

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Listings courtesy of Spartanburg Association of Realtors as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.