Middlesboro Homes under $500,000

Middlesboro Homes under $500,000

Welcome to Middlesboro, Kentucky, a charming city nestled in the heart of Bell County, surrounded by the stunning landscapes of the Appalachian Mountains. Known for its rich history and vibrant community, Middlesboro offers a unique blend of small-town warmth and modern amenities. With its picturesque setting, residents enjoy a variety of outdoor activities, from hiking and biking to fishing in the nearby streams and lakes. The city's historic downtown area features quaint shops, local eateries, and cultural landmarks that reflect its diverse heritage.

For those looking to plant roots in this beautiful area, Middlesboro boasts a range of homes available for under $500,000. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, you’ll find a variety of options that cater to all lifestyles. From charming single-family homes with spacious yards to modern townhouses with contemporary finishes, there’s something for everyone.

The real estate market in Middlesboro is not only affordable but also offers great potential for investment. With a strong sense of community and a welcoming atmosphere, this city is perfect for those seeking a peaceful retreat while still being close to urban conveniences. Imagine sipping your morning coffee on a porch with stunning mountain views or taking a leisurely stroll through the friendly neighborhoods.

Explore the possibilities that Middlesboro has to offer, and discover your dream home in this hidden gem of Kentucky. With homes under $500,000, now is the perfect time to make this vibrant city your new home!

Newest Middlesboro Homes under $500,000

802 Cirencester Ave, Middlesboro
$320,000
4 Beds ⋅ 3 Baths ⋅ 1361771 MLS
Welcome home to this spacious 4-bedroom, 2.5-bath brick ranch nestled in a fantastic neighborhood in historic Middlesboro, Kentucky! Offering approximately 1,960 square feet of main-level living space, this home combines classic charm with plenty of room to spread out. Beautiful hardwood floors, a large kitchen with an abundance of space and a pantry, and three fireplaces (one gas and two wood-burning) create a warm and inviting atmosphere. The partially finished basement provides additional living space and endless possibilities. A convenient two-car garage adds extra storage and functionality. Outside, enjoy the large fenced-in backyard featuring an in-ground pool currently covered by a removable wood deck, offering the opportunity to uncover and enjoy the pool once again. Location is another standout feature, with the Middlesboro Country Club and golf course just a five-minute walk away. Don't miss this opportunity to own a spacious home in one of Middlesboro's desirable neighborhoods!

802 Cirencester Ave, Middlesboro
407 S 38th St, Middlesboro
$195,500
2 Beds ⋅ 2 Baths ⋅ 1361722 MLS
This enchanting cottage home (Fully Remodeled) offers 2 large bedrooms and 2 bathrooms, with an open floor plan that highlights the spacious kitchen with new white cabinetry and a farmhouse sink. It has a gourmet gas range, a deep Oster oven with French doors, and a butcher block countertop that creates a study nook or speakeasy during meal preparation. The same area and bedrooms have convenient USB charging outlets. This generous semi-wooded lot is .4 acres, with approximately 804 square feet of living space in this open floor plan home, built in 1957. The home is connected to city water and public sewer. Home has all new gas lines for the heating system, gourmet gas range, and a 3-year-old 'hot water on demand' tankless hot water heater. All plumbing has been upgraded to Pex. Additional appliances include a 2-year-old stackable washer/dryer unit and Full-size refrigerator. The home features newly installed Window World windows throughout that tilt in for cleaning with full screens which have a transferable Lifetime Warranty. The windows feature custom blinds throughout. This property has a new breaker panel with all updated outlets and switches, some with USB ports. The roof is approximately 3-years old, installed by the previous owner. There are also newly installed gutters with gutter guards on the home. The garage has its own standalone sub-panel breaker box with 30-amp electrical service and new LED lighting. The bathroom upgrades include a huge low threshold walk-in shower with frosted glass block natural lighting, a free-standing designer bathtub, and custom sliding barn doors with frosted glass panels. The HVAC unit is fully upgraded and serviced with new circuit panels. There is an automatic sump pump under the house. This home is an excellent fit for first time home buyers, young professionals and students seeking a spacious lot and well-maintained property, 2 minutes from Walmart and Restaurants, and 12 minutes from LMU in Harrogate, TN . Contact us today to schedule a private showing. More pictures to be added soon.

407 S 38th St, Middlesboro
117 Upper Gibson Lane, Middlesboro
$260,000
3 Beds ⋅ 2 Baths ⋅ 1361665 MLS
Beautiful Brand-New Construction - Modern Living at Its Best! Welcome home to this stunning brand-new 3-bedroom, 2-bath home featuring a spacious open floor plan designed for comfortable living and effortless entertaining. The thoughtfully designed interior boasts beautiful quartz countertops, luxury laminate flooring, and a bright, welcoming layout. The spacious primary suite offers a private retreat, while the large laundry room provides added convenience and functionality. Step outside and enjoy the covered porch overlooking a large, level lot with plenty of room to relax, entertain, or enjoy outdoor activities. With modern finishes, a desirable layout, and everything brand new, this home is ready for its very first owner. Conveniently located within walking distance of Yellow Creek School and minutes to the hospital. Not to mention downtown and Lincoln Memorial university. Don't miss your opportunity to make it yours!

117 Upper Gibson Lane, Middlesboro
31 & 29 E 10th Lothbury St, Middlesboro
$180,000
5 Beds ⋅ 3 Baths ⋅ 1360340 MLS
Two nice homes on this 2.50 surveyed acres. House #1 - This sprawling brick home has approximately 3,000 SF and includes on main level den with fireplace, formal living room, family room, 5 bedrooms, 3 full bathrooms, one of the bathrooms has a walk-in tub/shower custom built; kitchen, formal dining room, laundry area; theatre room in basement plus bonus room in basement and additional storage space in basement also; central heat and air; paved driveway, 2 storage buildings, koi pond with relax listening to trinkling water fall, back porch and front porch; amazing view of the city of Middlesboro; walking distance to Food City, private; This sprawling brick home has approximately 3,000 SF and includes on main level den with fireplace, formal living room, family room, 5 bedrooms, 3 full bathrooms, one of the bathrooms has a walk-in tub/shower custom built; kitchen, formal dining room, laundry area; theatre room in basement plus bonus room in basement and additional storage space in basement also; central heat (AC does not work), paved driveway, 2 storage buildings, koi pond with relax listening to trinkling water fall, porch and front porch; House #2 - 3 Bedrooms and 2 full bathrooms, living room, large kitchen with dining area; both properties have amazing views of the city of Middlesboro; this property has walking trails plus it is walking distance to Food City, private;

31 & 29 E 10th Lothbury St, Middlesboro
406 N 25th St, Middlesboro
$285,000
3 Beds ⋅ 2 Baths ⋅ 1358692 MLS
3 Bedrooms 1.5 Baths with not one but 2 bonus sunrooms! This home packs the charm of our older homes of Middlesboro only with an open floor plan you can't find just anywhere! (Speaking of floors, notice how solid these are during your walk through} Oversized rooms throughout the home, tall ceilings, wonderfully preserved doors with working transom windows create a nice, easy, light flow through the home, Gorgeous living room with wood burning fireplace that is sure to keep you super cozy. Lots of extra storage space in the full basement and attic but also hidden in the walls of the home. Outside you'll find the best front porch around. In the back you'll find a screened in porch and a big flat yard in case you need to store a pool or swing set or trampoline. Lots of room to play and grow in this beautifully maintained historic home.

406 N 25th St, Middlesboro
114 E Rochester Ave, Middlesboro
$175,500
3 Beds ⋅ 1 Baths ⋅ 1358653 MLS
Welcome to this charming 3-bedroom, 1-bath home tucked away as the last house on a quiet dead-end street--offering extra privacy and minimal traffic. Enjoy peace of mind with major updates already completed: a new heat pump, a new water heater, and a durable metal roof only 2 years old. Thoughtful extras include lights installed in both the attic and crawl space for easy access and maintenance. This property is not located in a flood zone and is served by public water and sewer--no well or septic worries. Solid, move-in ready home in a convenient Middlesboro location. Don't miss this opportunity!

114 E Rochester Ave, Middlesboro
103 Sherwood Rd, Middlesboro
$320,000
5 Beds ⋅ 3 Baths ⋅ 1357377 MLS
Here is your chance to meet 103 Sherwood Rd, the home with a huge personality. New construction and cookie cutter style lovers, I need you to look away. This home is unlike any other. The love this home has been shown truly shines, Updated to suit todays needs, but at the same time holding on to that mid century modern style. In addition to having 5 bedrooms and 3 baths you have a massive bonus room perfect for use as a den, family room, game room or theatre room, depending on your needs, Sitting on approximately half an acre right across from Fords Woods Park. Outside lighting, several brick flower beds, and a patio worth sharing with friends. This home packs a punch I can't even fully explain. You're going to have to see this one yourself, the pictures do not do justice. Buyer/Buyers Agent to verify all information.

103 Sherwood Rd, Middlesboro
88 Tracy Ridge Rd, Middlesboro
$235,000
3 Beds ⋅ 2 Baths ⋅ 1357060 MLS
Welcome home to this beautifully updated 3-bedroom, 2-bathroom property offering approximately 1,600 square feet of comfortable living space. Recent improvements include a new roof, new HVAC system, new laminate flooring, and an updated kitchen featuring new cabinets and granite countertops. Outside, enjoy a large yard with beautiful mountain views, providing plenty of space for outdoor activities, entertaining, gardening, or simply relaxing and taking in the scenery. With its spacious layout, modern updates, and picturesque surroundings, this home offers a wonderful combination of comfort, style, and peaceful outdoor living.

88 Tracy Ridge Rd, Middlesboro
1015 Old Wilson Lane, Middlesboro
$299,000
4 Beds ⋅ 3 Baths ⋅ 1356915 MLS
Beautifully maintained with modern updates, lots of room to spread out, and an unbeatable location, this home is ready to raise its next family. Featuring 4 bedrooms 2.5 baths, gorgeous shiny kitchen with sliding glass doors taking you to the deck outside, this home would make a fabulous entertaining home. A formal living room with great natural lighting. A rock fireplace surrounded by a den worthy of all the days and all the naps. Located a stone's throw away from Middlesboro Schools, restaurants, hospital and the best 4-wheeling in our area, with LMU being only 6 miles away, Talk about convenient!

1015 Old Wilson Lane, Middlesboro
810 W Rochester Ave, Middlesboro
$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
305 N 15th St, Middlesboro
$145,000
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
1102 W Chester Ave, Middlesboro
$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
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