Middlesboro KY Homes for Rent
The median home value in Middlesboro, KY is $142,500.
The national median home value is $338,100.
The average price of homes sold in Middlesboro, KY is $142,500.
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!
- Type:
- Single Family
- Sq.Ft.:
- 1,684
- Status:
- NEW LISTING
- Beds:
- 3
- Lot size:
- 0.26 Acres
- Year built:
- 1952
- Baths:
- 2.00
- MLS#:
- 1282005
View additional info
Courtesy: AAA Realty, Inc.
423-489-9744
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:
- Land
- Sq.Ft.:
- n/a
- Status:
- NEW LISTING
- Beds:
- n/a
- Lot size:
- 1.88 Acres
- Baths:
- MLS#:
- 1282039
View additional info
Courtesy: AAA Realty, Inc.
423-489-9744
ADDITIONAL INFORMATION
MIDDLESBORO KENTUCKY LOT - 1.88 ACRES Very quiet piece of property with a mountain view, country setting with plenty of wildlife.
$149,900
Ky Hwy 217 Ave Middlesboro, KY 40965
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- NEW LISTING
- Beds:
- n/a
- Lot size:
- 14.46 Acres
- Baths:
- MLS#:
- 1282032
View additional info
Courtesy: AAA Realty, Inc.
423-489-9744
ADDITIONAL INFORMATION
LOTS & ACREAGE FIVE (5) building lots 14.46 acres on KY-217 Rolling landscape with beautiful country mountain view.
- Type:
- Single Family
- Sq.Ft.:
- 1,040
- Status:
- NEW LISTING
- Beds:
- 2
- Lot size:
- 0.36 Acres
- Year built:
- 2012
- Baths:
- 1.00
- MLS#:
- 1281524
View additional info
Courtesy: Coldwell Banker Bisceglia Real
606-248-4932
ADDITIONAL INFORMATION
Two properties for 1 price! This 1,040,sf house is included with the sale of 2103 Winchester Ave. This 2nd house has 2 bedrooms, 1 bath, a kitchen and living room. Totally cleaned up and painted in 2024. You can't beat the convenience of living in 1 house and renting the other, or you can have rental property with homes that look brand new.
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 2.86 Acres
- Baths:
- MLS#:
- 24023086
- Subdivision:
- Brush Mountain Phrase 1
View additional info
Courtesy: WEICHERT REALTORS - Ford Brothers
606-878-7112
ADDITIONAL INFORMATION
Escape to serene mountain living on this beautiful 2.86-acre wooded lot in the exclusive, gated Brush Mountain. Nestled within lush, towering trees and surrounded by nature, this property offers a peaceful retreat just 15 minutes from the scenic Boones Ridge Wildlife Park, where you can explore abundant trails, enjoy wildlife sightings, and savor breathtaking mountain views.This quiet sanctuary is ideally located only 20 minutes from Pineville or Middlesboro, combining convenient access to town amenities with the tranquility of mountain living. Enjoy outdoor adventures right at your doorstep, from hiking and birdwatching to creating your perfect outdoor living space. Whether you envision a custom-built cabin or a cozy home for weekend getaways, this lot is an opportunity for anyone who values privacy, natural beauty, and a connection with the outdoors.
- Type:
- Single Family
- Sq.Ft.:
- 3,544
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.34 Acres
- Baths:
- 3.00
- MLS#:
- 1280901
View additional info
Courtesy: Coldwell Banker Bisceglia Real
606-248-4932
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.:
- 952
- Status:
- Active
- Beds:
- 2
- Lot size:
- 0.33 Acres
- Year built:
- 1920
- Baths:
- 1.00
- MLS#:
- 1280831
View additional info
Courtesy: Turn Key Realty
423-869-5111
ADDITIONAL INFORMATION
Charming fully renovated 2-bedroom, 1-bathroom home featuring ample storage and a detached garage. Enjoy a spacious, fully fenced backyard. Recent upgrades include new plumbing and electrical systems, mini-split heating and cooling units, a tankless water heater, brand-new flooring, windows, and fresh paint throughout.
- 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
View additional info
Courtesy: Action Realty
606-248-7653
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.:
- 1,080
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.3 Acres
- Year built:
- 1986
- Baths:
- 2.00
- MLS#:
- 1280643
- Subdivision:
- Ambleside
View additional info
Courtesy: Century 21 Virginia Wilder Real Estate
276-861-2023
ADDITIONAL INFORMATION
This adorable 2 story home located in Ambleside Subdivision, has 3 bedrooms, (all bedrooms and one full bathroom is upstairs) the main floor has a living room, formal dining room, kitchen with range and refrigerator, the large laundry room has a washer and dryer that will stay with home, one-half bathroom on main floor, this home comes with an attached garage and a nice storage shed. The back patio offers great space for outdoor entertaining and relaxing. Home has central heat and air, double pane windows that tilt, city water and city sewer, yet in the county (no city taxes). Possession on day of closing, nice yard, concrete driveway; Buyer gets possession at closing. Home is located in the county, yet minutes from downtown Middlesboro.
- Type:
- Single Family
- Sq.Ft.:
- 1,209
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.66 Acres
- Year built:
- 2009
- Baths:
- 2.00
- MLS#:
- 24022597
- Subdivision:
- Rural
View additional info
Courtesy: Fathom Realty KY LLC
304-645-7700
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.
- Type:
- Single Family
- Sq.Ft.:
- 1,100
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.4 Acres
- Year built:
- 1965
- Baths:
- 1.00
- MLS#:
- 1280284
View additional info
Courtesy: Realty Group
423-626-6353
ADDITIONAL INFORMATION
Home has had a recent fire in one bedroom. Excellent location with an awesome, oversized, level lot. Very pretty built ins with an option to expand the kitchen or create a fantastic mud room. Needs a little work, but would be a great investment! Buyer/Buyers agent to verify all information.
- Type:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 1.46 Acres
- Baths:
- MLS#:
- 1280147
View additional info
Courtesy: Century 21 Virginia Wilder Real Estate
276-861-2023
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!
$100,000
210 Welch Lane Middlesboro, KY 40965
- Type:
- Single Family
- Sq.Ft.:
- 1,430
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.5 Acres
- Year built:
- 1982
- Baths:
- 2.00
- MLS#:
- 1280087
View additional info
Courtesy: REMAX PROFESSIONAL'S
423-869-3000
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.:
- 676
- Status:
- Active
- Beds:
- 1
- Lot size:
- 1.93 Acres
- Year built:
- 1996
- Baths:
- 1.00
- MLS#:
- 1279600
- Subdivision:
- Shililah Village
View additional info
Courtesy: Turn Key Realty
423-869-5111
ADDITIONAL INFORMATION
Do you hear the mountains calling you? This cute little chalet nestled in mother nature's canopy offers low maintenance yard. The location offers hiking, exploring, kayaking, fishing and the arrival of the 2025 Elk Lodge and Nature Preserve with restaurants, gift shops, state of the art playground and observatory. If your looking as an investment property, there are several Airbnb currently.
- Type:
- Single Family
- Sq.Ft.:
- 1,500
- Status:
- Active
- Beds:
- 3
- Lot size:
- 1 Acres
- Year built:
- 1950
- Baths:
- 1.00
- MLS#:
- 1279394
View additional info
Courtesy: AAA Realty, Inc.
423-489-9744
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
View additional info
Courtesy: Turn Key Realty
423-869-5111
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.
$235,000
512 N 25th St Middlesboro, KY 40965
- Type:
- Single Family
- Sq.Ft.:
- 2,031
- Status:
- Active
- Beds:
- 2
- Lot size:
- 60,160 Acres
- Year built:
- 1936
- Baths:
- 1.00
- MLS#:
- 1278575
View additional info
Courtesy: Turn Key Realty
423-869-5111
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:
- Land
- Sq.Ft.:
- n/a
- Status:
- Active
- Beds:
- n/a
- Lot size:
- 3.16 Acres
- Baths:
- MLS#:
- 24020807
- Subdivision:
- Rural
View additional info
Courtesy: Coldwell Banker Bisceglia Realty & Auction Co
606-248-4932
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)
- Type:
- Single Family
- Sq.Ft.:
- 2,073
- Status:
- Active
- Beds:
- 4
- Lot size:
- 0.6 Acres
- Year built:
- 1947
- Baths:
- 1.00
- MLS#:
- 1278129
View additional info
Courtesy: Realty Group
423-626-6353
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.
- Type:
- Single Family
- Sq.Ft.:
- 1,670
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.38 Acres
- Year built:
- 1946
- Baths:
- 2.00
- MLS#:
- 1278081
View additional info
Courtesy: Turn Key Realty
423-869-5111
ADDITIONAL INFORMATION
Charming 3-bedroom, 2-bath home with a bonus room and ample storage, conveniently located near downtown Middlesboro! This well-maintained residence features a durable metal roof and vinyl siding, along with a level, easy-to-maintain yard. The detached 1.5-car garage offers additional storage and a workshop area for your hobbies, plus a spacious fenced backyard where kids and pets can play freely. Inside, you'll find new flooring throughout, fresh paint, and updated lighting, electrical switches, and outlets. The garage roof is less than five years old, and the kitchen boasts stainless steel appliances replaced in 2019. The HVAC system has been serviced and includes a newly replaced blower/fan motor, condenser, and 15K heat strips. This home is move-in ready and perfect for your family! Don't let this one get away.
- Type:
- Single Family
- Sq.Ft.:
- 1,792
- Status:
- Active
- Beds:
- 5
- Lot size:
- 0.75 Acres
- Year built:
- 1930
- Baths:
- 2.00
- MLS#:
- 1277259
View additional info
Courtesy: Realty Group
423-626-6353
ADDITIONAL INFORMATION
Double the home! 2 of everything! One on each level including laundry, living room and space for a kitchen (just need appliances and sink upstairs, already plumbed), very easily converted into a duplex, with 2 bedrooms and a bonus room each. Start making money almost immediately! Massive corner lot partially fenced in, excellent location right in Middlesboro
$220,000
626 S 22nd St Middlesboro, KY 40965
- Type:
- Single Family
- Sq.Ft.:
- 1,456
- Status:
- Active
- Beds:
- 3
- Lot size:
- 4 Acres
- Year built:
- 2007
- Baths:
- 2.00
- MLS#:
- 1277240
View additional info
Courtesy: Realty Group
423-626-6353
ADDITIONAL INFORMATION
Wonderfully maintained home sitting on approximately 4+/- acres, beautiful flat, and cleared at the dead end of 22nd St. VERY private and perfectly seated home makes you feel like you're away from everything while being close to town. Lots of landscaping providing extra privacy. Room to build more homes, investment properties, or keep it all to yourself for gardening in the fertile soil or have a mini orchard! Buyer/Buyers agent to verify all information
- Type:
- Single Family
- Sq.Ft.:
- 3,174
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.34 Acres
- Year built:
- 1956
- Baths:
- 3.00
- MLS#:
- 1277166
View additional info
Courtesy: Coldwell Banker Bisceglia Real
606-248-4932
ADDITIONAL INFORMATION
Beautiful Traditional Brick Ranch with Basement! This home has 1698sq/ft on the main floor with an additional 1476sq/ft in the basement. Nestled in the center of Middlesboro with a curved driveway and a 2 car carport with a storage unit between them. The home has two entrances from the carport for easy entry. There are two bonus rooms with a formal living room and formal dining area. The main suite has a beautiful walk-in shower with overhead sky-lights for natural lighting. Also in the main suit has a walk-in closet. There is a galley kitchen with built-in appliances. The basement can be an in-law suite with a studio apartment set-up and full kitchen. This is a charming home! Schedule an appointment today!
$170,000
225 N 10th St Middlesboro, KY 40965
- Type:
- Single Family
- Sq.Ft.:
- 1,014
- Status:
- Active
- Beds:
- 3
- Lot size:
- 0.4 Acres
- Year built:
- 1930
- Baths:
- 2.00
- MLS#:
- 1276540
View additional info
Courtesy: Realty Group
423-626-6353
ADDITIONAL INFORMATION
How cute is this?! Newly renovated with gorgeous views of Middlesboro and within walking distance to shopping and Churches. Redesigned interior with brand new plumbing, electric, and hvac. buyer/agent to verify all information
- Type:
- Single Family
- Sq.Ft.:
- 3,136
- Status:
- Active
- Beds:
- 3
- Lot size:
- 1.37 Acres
- Year built:
- 1982
- Baths:
- 1.00
- MLS#:
- 1276491
View additional info
Courtesy: Turn Key Realty
423-869-5111
ADDITIONAL INFORMATION
If you love a home with great craftmanship and structural authenticity, then you need only look at this beautifully crafted home. As you come up the driveway, you will find this home nestled and surround by nature's canvas for privacy. This home's exterior is built with Crab Orchard stone. The stone is a rare sandstone quarried from the Crab Orchard Mountain of the Cumberland Plateau. With an expansive living room and family room combination you will find the living room walls lined with milled stained wood panels. A stone fire place is the focal point as you enter the home. The fireplace has an installed ventilator heater that keeps the living room cozy on those cool Fall nights. Main level offers 2 generous bedrooms, kitchen/ dining room combo. Country living but only 5-10 minutes to Middlesboro amenities. Another 5 minutes to LMU. Just 10 minutes to the Cumberland Gap National Park for endless hours of hiking and enjoying nature. Middlesboro, the city was built inside a crater form by a meteorite impact. Middlesboro is designated by the Kentucky Society of Professional Geologists as a Distinguished Geological Site and one of a few cities on the North American continent located in the basin of a meteorite impact structure. All information deemed to be accurate but it is the buyer 's obligation to verify all square footage and do their due diligence. Home is sold As Is. The home inspection and any other inspections are for buyer informational purposes only.
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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 2024 Lexington Bluegrass Multiple Listing Service. All rights reserved.