Homes for Sale near Southeast Tech

• 

  

  

  /18

  $70,000

  $55K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,426 Sq Ft

  123 Cawood Ln, Middlesboro, KY 40965

  Major Price Reduction!!Charming 2 bedroom, 1.5 bath home situated on a beautiful, quiet lot with plenty of potential and possibilities! This property features an extra-large carport, storage shed, and inviting front porch perfect for enjoying peaceful mornings or evenings outdoors. The large backyard offers plenty of space for entertaining, gardening, or relaxing, while the enclosed back

  

  Dustin Daniels

  Mountain Realty

  123 Cawood Ln, Middlesboro, KY 40965
• 

  

  

  /5

  $855,000

  • 2 Beds
  • 2 Baths
  • 15,119 Sq Ft

  725 19th St, Middlesboro, KY 40965

  Prime Multifamily Investment Opportunity Presenting a well-established commercial apartment building in the heart of Middlesboro, Kentucky. Built in 1990, this single-story property offers approximately 15,225 square feet of space ideally suited for residential rental units, providing stable cash flow in a convenient location. Strategically positioned on N 19th Street, the building benefits from

  Beth Combs Backwoods Realty & Development

  725 19th St, Middlesboro, KY 40965
• 

  

  /2

  $50,000

  • Land
  • 16,639 Sq Ft
  • $130,890 per Acre

  0000 Edgewood Rd, Middlesboro, KY 40965

  Lot on Edgewood road, can be purchased with 205 N 20th Street Middlesboro KY; former duplex was removed and now vacant land. City utilities available.

  Megan Stanaford Black Diamond Realty

  0000 Edgewood Rd, Middlesboro, KY 40965
• 

  

  

  /13

  $60,000

  • 3 Beds
  • 2 Baths
  • 1,490 Sq Ft

  834 S 31st St, Middlesboro, KY 40965

  Investors alert! This lovely bi-level home is in need of repairs but has great potential. Home features three bedrooms, kitchen, dining, and bath on the main level with a spacious family room and bath on the lower level. A generous 2 car attached garage is an added bonus. All this located in the city of Middlesboro and priced to sell! Call today before it's gone!

  Joann Baker Joann Baker & Associates

  834 S 31st St, Middlesboro, KY 40965
• 

  

  

  /18

  $110,000

  $25K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,963 Sq Ft

  901 Exeter Ave, Middlesboro, KY 40965

  Hey Neighbors! If you've been looking for a solid property with room to build some serious sweat equity, you'll want to take a look at this one. Sitting on a spacious corner lot inside the Middlesboro city limits, this 1.5-story brick veneer home offers a massive 1,963 square feet of living space and sits on over half an acre 0.539 acres per (Bell County PVA). With a potential of 4 bedrooms, 2

  Russell Tribell Fathom Realty KY LLC

  901 Exeter Ave, Middlesboro, KY 40965
• 

  

  /17

  $129,900

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,908 Sq Ft

  405 S 37th St, Middlesboro, KY 40965

  Looking for a home to raise your family? Don't let this one go by! Spacious 4 bedrooms, 2 bath home with a fenced in yard, this one is just the right size for a growing family. Just minutes from the hospital and schools, yet tucked away on a side street with little traffic. Let us show you your new home today! Schedule a showing before it's gone.

  Kevin Bisceglia Coldwell Banker Bisceglia Real

  405 S 37th St, Middlesboro, KY 40965
• 

  

  /18

  $135,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  413 S 26th St, Middlesboro, KY 40965

  This beautiful 2 bed 1 bath with beautiful hardwood floors, sits only minutes away from downtown Middlesboro and the Cumberland Gap National Park. This home has had some great improvements such as a new roof and new windows installed. don't miss your opportunity to call this your own.

  Brad Cawood Turn Key Realty

  413 S 26th St, Middlesboro, KY 40965
• 

  

  /15

  $105,900

  • 3 Beds
  • 2 Baths
  • 1,966 Sq Ft

  412 N 24th St, Middlesboro, KY 40965

  Dawn Risner Turn Key Realty

  412 N 24th St, Middlesboro, KY 40965
• 

  

  /16

  $1,750,000

  • Land
  • 21,780 Sq Ft
  • $3,500,000 per Acre

  113 N 18th St, Middlesboro, KY 40965

  Established turnkey towing and auto repair business ready for you to take on.Building has 2 offices, waiting room, 2 half baths, with a 10k sq foot garage featuring 4 lifts, 8 bays, tire machine, air compressor, new roof and mini split system, new gas heat (one unit not installed).Paint booth included in the back of the building with new separate electric ready to go.Paint booth comes

  Misti McGrath Realty Group

  113 N 18th St, Middlesboro, KY 40965
• 

  

  /12

  $215,000

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  209 S 19th St, Middlesboro, KY 40965

  209 S. 19th Street, Middlesboro, KY 40965 Beautiful 2022 manufactured home offering approximately 1,352 sq. ft. of comfortable living space with 3 bedrooms and 2 bathrooms. The home is situated in a private setting while still conveniently located within town. Features include city utilities and a concrete block foundation. The PVA reflects approximately 0.50 acre; buyer to verify acreage and all

  Megan Stanaford Black Diamond Realty

  209 S 19th St, Middlesboro, KY 40965
• 

  

  /15

  $59,000

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  518 S 43rd St, Middlesboro, KY 40965

  Two bedroom, 1 bath home located in a great neighborhood. Large bedrooms, living room, and kitchen. Don't miss the opportunity to make this home your own.

  Michael Hensley REMAX PROFESSIONAL'S

  518 S 43rd St, Middlesboro, KY 40965
• 

  

  /45

  $279,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,032 Sq Ft

  400 Gloucester Ave, Middlesboro, KY 40965

  Nestled in the heart of downtown Middlesboro, this beautifully maintained 1930 home offers over 2,000 square feet of comfortable living space with 4 bedrooms and 2 full baths. The updated kitchen is designed for both style and functionality, featuring custom soft-close cabinetry, under-cabinet lighting, a double oven, and a French-door refrigerator with double freezer drawers. This kitchen also

  Sheila Durham Coldwell Banker Bisceglia Real

  400 Gloucester Ave, Middlesboro, KY 40965
• 

  

  /13

  $275,000

  $75K PRICE DROP

  • Land
  • 1.69 Acres
  • $162,722 per Acre

  321 W Chester Ave, Middlesboro, KY 40965

  1.695 flat acres in the city of Middlesboro. Zoned B3 (Central Business District). Some uses permitted are: Wholesale & Retail Trade, Sporting Goods, Pharmacy, Banks, Theater, Auto Repair, Hotel-Motel, Bed & Breakfast, and Multi Family Copy of Middlesboro Zoning attached. All city utilities available.

  Kevin Bisceglia Coldwell Banker Bisceglia Real

  321 W Chester Ave, Middlesboro, KY 40965
• 

  

  /16

  $119,900

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  706 Ilchester Ave, Middlesboro, KY 40965

  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

  Virginia Wilder Century 21 Virginia Wilder Real Estate

  706 Ilchester Ave, Middlesboro, KY 40965
• 

  

  /16

  $142,500

  $7K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  125 Cawood Ln, Middlesboro, KY 40965

  Cute as a button! This adorable cottage style home would make an excellent choice for a first home! Come see today!

  Misti McGrath Realty Group

  125 Cawood Ln, Middlesboro, KY 40965
• 

  

  /41

  $120,000

  $15K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,844 Sq Ft

  215 S 21st St, Middlesboro, KY 40965

  Investment Opportunity - Fire-Damaged Home at 215 S. 21st Street, Middlesboro, KY Investor Special! This property at 215 S. 21st Street, Middlesboro, KY has sustained significant fire damage and is being offered as-is. This is an excellent opportunity for experienced investors, contractors, or buyers looking for a major renovation or potential rebuild project. Situated in an established

  Megan Stanaford Black Diamond Realty

  215 S 21st St, Middlesboro, KY 40965
• 

  

  /3

  $17,000

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  110 Danbury Ave, Middlesboro, KY 40965

  If you've been looking for a project here it is! Handyman special, would make a super cute flip! Or at this price you can buy it for just the land!Please do not go without an agent.Buyer/Buyers agent to confirm all information

  Misti McGrath Realty Group

  110 Danbury Ave, Middlesboro, KY 40965
• 

  

  /5

  $29,000

  • Land
  • 39,204 Sq Ft
  • $32,222 per Acre

  0 Bowling Rd Unit 1344123, Middlesboro, KY 40965

  0.9 Acres Partially cleared with wooded area in back for privacy. City limits. All utilities available. Perfect location for a home or two right next to the mountains!

  Misti McGrath Realty Group

  0 Bowling Rd Unit 1344123, Middlesboro, KY 40965
• 

  

  /5

  $22,500

  $8K PRICE DROP

  • Land
  • 15,681 Sq Ft
  • $62,500 per Acre

  526 Balmoral Rd, Middlesboro, KY 40965

  Lot available within the city limits of Middlesboro KY; The Bell County Ky online PVA site shows approximately 0.355 of an acre more or less. City utilities are available. There was a home on the property but was demoed April 2025. Buyer to verify all pertinent information; sold as is where is.

  Megan Stanaford Black Diamond Realty

  526 Balmoral Rd, Middlesboro, KY 40965
• 

  

  /22

  $97,000

  $22K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  252 Chasteen Dr, Middlesboro, KY 40965

  Welcome to this versatile 3-bedroom, 2-bathroom home offering 1,296 sq. ft. of living space in a convenient Middlesboro location. With a new roof and a freshly painted exterior, this property is move-in ready and full of potential.Step inside to find a layout that offers both comfort and flexibility. The home features multiple kitchens and laundry areas, creating the unique opportunity to

  Aaron Rose Realty Network, Inc

  252 Chasteen Dr, Middlesboro, KY 40965
• 

  

  /16

  $295,000

  $15K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,100 Sq Ft

  717 Highway 441, Middlesboro, KY 40965

  Beautiful 5-Bedroom Home on 1.165 Acres - Middlesboro, KY Welcome to 717 Highway 441, a stunning custom manufactured home offering space, comfort, and modern charm—all set on a generous 1.165-acre lot. This gorgeous home features 5 spacious bedrooms and 3 full bathrooms, perfect for families of all sizes. Step inside to find large, open rooms, ample closet space, and beautifully designed

  Megan Stanaford Black Diamond Realty

  717 Highway 441, Middlesboro, KY 40965
• 

  

  /10

  $299,000

  • 6 Beds
  • 4 Baths
  • 3,594 Sq Ft

  312 W Chester Ave, Middlesboro, KY 40965

  Multi-unit rental property for sale. This instant money-maker has 4 apartments, all of which are rented. Tenants pay all utilities. Now is the perfect time to invest in rental property. Right now, there is no risk of your apartments sitting empty-schedule an appointment today before someone else realizes the potential in these units. Don't wait!

  Kevin Bisceglia Coldwell Banker Bisceglia Realty & Auction Co

  312 W Chester Ave, Middlesboro, KY 40965
• 

  

  /20

  $229,500

  • 6 Beds
  • 6 Baths
  • 2,700 Sq Ft

  623 N 20th St, Middlesboro, KY 40965

  Excellent investment opportunity with a strong ~9% cap rate at asking price! This unique 4-unit property offers incredible versatility-perfect as a pure cash-flowing asset or an ideal opportunity to live in one unit while renting out the other three. The property consists of four fully occupied units: a main multi-family building featuring one 2-bedroom unit and two 1-bedroom units, plus a

  Derek Eisenberg Continental Real Estate Group

  623 N 20th St, Middlesboro, KY 40965
• 

  

  /26

  $250,000

  $19K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,750 Sq Ft

  119 S 20th St, Middlesboro, KY 40965

  New on the market, this multipurpose commercial historical property could be your own personal residential space. With 1,750 square feet total, completely refinished, new water lines, sewer lines from the house to the street, new floors, new steel tubs, exhaust fans, new plumbing and water heater, new deck, LED lighting, real tile backsplashes over the kitchen counters and tubs. Two bedrooms

  Tina Eades Kentucky Homes and Land LLC

  119 S 20th St, Middlesboro, KY 40965
• 

  

  /34

  $359,500

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  2909 W Cumberland Ave, Middlesboro, KY 40965

  This beautiful brick has touches of class to enjoy for a lifetime. With all the beauty of her old style from big rooms, original cherry doors 9 1/2 foot ceilings and original hardwood floors. A fabulous front porch, a 2 car garage with a spacious and playful backyard. On the inside you will enjoy a kitchen that sparkles white with stainless steel appliances and a grand island for cooking and

  Lisa Stacy-Gibbs Backwoods Realty & Development

  2909 W Cumberland Ave, Middlesboro, KY 40965
• 

  

  /26

  $135,000

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  2002 Winchester Ave, Middlesboro, KY 40965

  CHARMING 2 BEDROOM/ONE BATH HOME! This charming 2 bedroom, 1 bath home offers a perfect blend of comfort and convenience, completely outside of the flood zone. Enjoy leisurely mornings on the large covered front porch or entertain guest on the back deck overlooking your private fully fenced in yard - perfect for pets or gardening. This move in ready property also features a detached 2 -car

  Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

  2002 Winchester Ave, Middlesboro, KY 40965
• 

  /2

  $595,000

  $105K PRICE INCREASE

  • 7 Beds
  • 5 Baths
  • 6,276 Sq Ft

  142 Edgewood Rd, Middlesboro, KY 40965

  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

  Lisa Stacy-Gibbs Backwoods Realty & Development

  142 Edgewood Rd, Middlesboro, KY 40965
• 

  

  /22

  $219,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,544 Sq Ft

  812 Worchester Ave, Middlesboro, KY 40965

  Isn't she lovely?! Located right in the middle of Middlesboro Ky. 4 bedroom 2 bath home with a beautiful kitchen! Yard space for all the things on a quiet street. Excellent home to check out today!

  Misti McGrath Realty Group

  812 Worchester Ave, Middlesboro, KY 40965
• 

  

  /5

  $15,000

  $5K PRICE DROP

  • Land
  • 5,662 Sq Ft
  • $115,385 per Acre

  118 Polly Hollow Right Fork Rd, Middlesboro, KY 40965

  Unrestricted lot in a good location in Middlesboro. Has old home on the property that does not hold any value and would need to be disposed of.

  Michael Hensley REMAX PROFESSIONAL'S

  118 Polly Hollow Right Fork Rd, Middlesboro, KY 40965
• 

  /2

  $15,000

  $5K PRICE DROP

  • Land
  • 5,488 Sq Ft
  • $119,048 per Acre

  205 Exeter Ave, Middlesboro, KY 40965

  Great lot, city utilities available.

  Megan Stanaford Black Diamond Realty

  205 Exeter Ave, Middlesboro, KY 40965
• 

  

  /17

  $158,000

  • 2 Beds
  • 1 Bath
  • 876 Sq Ft

  305 N 15th St, Middlesboro, KY 40965

  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

  Michael Hensley REMAX PROFESSIONAL'S

  305 N 15th St, Middlesboro, KY 40965
• 

  

  /34

  $149,000

  $26K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft

  64 Dunlap Hollow Rd, Middlesboro, KY 40965

  This home is turnkey and ready to move right in; it has been well maintained over the years. This home has 4 Bedrooms, 2 Full Baths, Dining Room and a Kitchen that comes with Range, Refrigerator, Dishwasher and Microwave plus the laundry room has a washer and dryer set that will stay with home. Step out the back door and just a few steps up the hill is a wonderful workshop and a storage shed.

  Virginia Wilder Century 21 Virginia Wilder Real Estate

  64 Dunlap Hollow Rd, Middlesboro, KY 40965
• 

  

  /3

  $29,000

  $6K PRICE DROP

  • Land
  • 14,853 Sq Ft
  • $85,044 per Acre

  2107 Winchester Ave, Middlesboro, KY 40965

  PRIME LOCATION, NO FLOOD ZONE! Discover the ultimate blank canvas within the city limits. This fully cleared, level, and build ready lot offers an exceptional opportunity to build your dream home, or next investment project. Situated entirely outside the FEMA flood zone, this lot offers peace of mind and reduced insurance costs. All city utilities are ready for connection. This lot would always

  Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

  2107 Winchester Ave, Middlesboro, KY 40965
• 

  

  /20

  $279,000

  • 3 Beds
  • 3 Baths
  • 2,210 Sq Ft

  515 Englewood Rd, Middlesboro, KY 40965

  Discover the perfect blend of peaceful living and everyday convenience in this unique, nature-surrounded home located right in town. Set on approximately 0.75 acres, this property offers privacy, scenic surroundings, and abundant natural light through dramatic floor-to-ceiling windows overlooking the wooded landscape and spacious yard. Inside, the home showcases warm character with vaulted wood

  Kevin Carroll Backwoods Realty & Development

  515 Englewood Rd, Middlesboro, KY 40965
• 

  

  /45

  $299,900

  $25K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,664 Sq Ft

  926 Doncaster Ave, Middlesboro, KY 40965

  Looking for a HOME and not just another house? This is it! With 5 bedrooms, 2 baths, a bonus room to use as a den or rec room, and even special features like a light equipped with a built-in blue tooth speaker in the master bathroom. This home was built with 'family living' in mind. The kitchen is equipped with a new island/breakfast bar that seats six and blends seamlessly with the dining area.

  Kevin Bisceglia Coldwell Banker Bisceglia Real

  926 Doncaster Ave, Middlesboro, KY 40965
• 

  

  /30

  $200,000

  $40K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,154 Sq Ft

  116 Edgewood Rd, Middlesboro, KY 40965

  Mountain Views, Privacy & Endless Possibilities! Discover the perfect blend of privacy, space, and convenience at 116 Edgewood Road in Middlesboro. This spacious 2,154-square-foot home offers 3 bedrooms and 2 full bathrooms, nestled on approximately 0.75 acres while remaining within walking distance of downtown amenities. Step inside to find a versatile floor plan with multiple living areas and

  Megan Stanaford Black Diamond Realty

  116 Edgewood Rd, Middlesboro, KY 40965
• 

  

  /20

  $199,000

  • 3 Beds
  • 1 Bath
  • 1,480 Sq Ft

  1102 W Chester Ave, Middlesboro, KY 40965

  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

  Kevin Bisceglia Coldwell Banker Bisceglia Real

  1102 W Chester Ave, Middlesboro, KY 40965
• 

  

  /13

  $455,000

  • 5 Beds
  • 4 Baths
  • 3,146 Sq Ft

  523 N 30th St, Middlesboro, KY 40965

  Spacious All-Brick Home with Attached Guest Quarters - Prime Location! This beautifully maintained, all-brick home offers exceptional flexibility and space, featuring a main residence with 3 bedrooms, 2 bathrooms, a bonus room perfect for a home office, rec room, or additional sleeping area, and two laundry rooms for added convenience.In addition, the property includes a fully separate,

  Kevin Carroll Backwoods Realty & Development

  523 N 30th St, Middlesboro, KY 40965
• 

  

  /15

  $155,000

  $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  815 Dorchester Ave, Middlesboro, KY 40965

  Welcome to Historic Middlesboro KY - Beautifully Renovated Home with Stunning Mountain Views! Situated on an easy-to-maintain 0.29-acre lot, this charming home in the heart of Middlesboro KY JUST MINUTES FROM ONE OF THE OLDEST GOLF COURSES--This House blends historic charm with modern updates. Enjoy breathtaking views of the Cumberland Mountains, Cumberland Gap National Park, and the iconic

  Lisa Stacy-Gibbs Backwoods Realty & Development

  815 Dorchester Ave, Middlesboro, KY 40965
• 

  

  /13

  $35,000

  $40K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  918 E Cumberland Ave, Middlesboro, KY 40965

  Old home needs work with an attached older home that needs to be torn down. Great Location on Cumberland Ave behind Food City

  Steve Mason REMAX PROFESSIONAL'S

  918 E Cumberland Ave, Middlesboro, KY 40965

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