Homes for Sale near Middlesboro Alternative School

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  /42

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  138 Colwyn St, Cumberland Gap, TN 37724

  This beautiful property is located in the Historic Cumberland Gap Tennessee . The main house is a 3 bed 1.5 bath 1 level home with a spacious kitchen and living space. This property also has a newly renovated above garage space with over 2200 square foot heated and cooled space. This space is perfect for a home gym, or home office. This Property is a must see for anyone moving into the area.

  

  Brad Cawood

  Turn Key Realty

  (423) 471-8663

  138 Colwyn St, Cumberland Gap, TN 37724
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  /35

  $329,900

  • 3 Beds
  • 3 Baths
  • 2,196 Sq Ft

  262 Cresent St, Harrogate, TN 37752

  This beautiful 3 bedroom 3 bath home is nestled in the beautiful mountains of Eastern Tennessee only minutes away from Lincoln Memorial University and Cumberland Gap National Historic Park. Featuring hardwood floors, stainless steel appliances , no HOA, *FIBER OPTIC INSTALLED* and a large owners suite, and that is just the top level.. The lower level features custom cabinetry, a large

  

  Brad Cawood

  Turn Key Realty

  (423) 451-5960

  262 Cresent St, Harrogate, TN 37752
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  /45

  $499,000

  • Land
  • 13.4 Acres
  • $37,239 per Acre

  0 Tower St, Harrogate, TN 37752

  LOCATION - LOCATION- LOCATION! City Farm:13.4 unrestricted level to rolling residential acres of hay fields in the city limits of Harrogate Tennessee. This property is partially fenced, has a silo, barn, paved road frontage, views of Cumberland Mountain, White Rocks of Virginia, Pinnacle of Cumberland Gap Park all located within walking distance to bank, gas, food, grocery, 10 min. to Lincoln

  

  Robin LeFevers

  Stone Realty & Auction

  (423) 407-2298

  0 Tower St, Harrogate, TN 37752
• 

  

  

  /20

  $399,000

  • 3 Beds
  • 3 Baths
  • 3,397 Sq Ft

  103 Kingsbury Woods Rd, Middlesboro, KY 40965

  Rare opportunity to own a premier golf course property on Hole #2 at the Middlesboro Golf Course—one of only four homes situated directly on the course. Perfectly positioned on a generous 0.67-acre lot, this spacious residence offers a grand total living space, including a finished basement, providing plenty of room to live, entertain, and relax. With three bedrooms and three full baths, the home

  Anthony Gigilo ListWithFreedom.com

  103 Kingsbury Woods Rd, Middlesboro, KY 40965
• 

  

  

  /10

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  423 Roslyn Ave, Cumberland Gap, TN 37724

  New Construction in the historic city of Cumberland Gap. Two bedrooms, two full bathrooms, 9 ft ceilings, 2x6 exterior walls, laminate flooring, and a large yard are just some of the qualities that make this new home an amazing option.

  Michael Hensley REMAX PROFESSIONAL'S

  423 Roslyn Ave, Cumberland Gap, TN 37724
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  /46

  $325,000

  • 4 Beds
  • 2.5 Baths
  • 2,488 Sq Ft

  1015 Old Wilson Ln, Middlesboro, KY 40965

  Super nice four bedroom, two and 1/2 bath, 2488 sq ft with hardwood floors on a level lot in Middlesboro. Welcome to a home designed for the way you live. This stunning split level residence offers the perfect architectural solution for those seeking distinct spaces without sacrificing an open feel. This home offers privacy and distinct zones for living, working and relaxing.

  David Gambrell Coldwell Banker Bisceglia Realty & Auction Co

  1015 Old Wilson Ln, Middlesboro, KY 40965
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  /37

  $635,000

  • 4 Beds
  • 2.5 Baths
  • 3,110 Sq Ft

  197 Yorkshire Dr, Harrogate, TN 37752

  Set on a beautifully maintained 2-acre property spanning three lots, this spacious 3,110 sq ft home offers the perfect blend of comfort, craftsmanship, and functionality. With 3-4 bedrooms, 2.5 baths, a dedicated office, loft, and both formal and casual living spaces, the layout is designed to fit a variety of lifestyles. Inside, you'll find extensive upgrades throughout, including all-new

  Michael Hensley REMAX PROFESSIONAL'S

  197 Yorkshire Dr, Harrogate, TN 37752
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  /34

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,749 Sq Ft

  635 Washington Ave, Harrogate, TN 37752

  Move-in ready! 3 bedroom, 2 bath home in great shape and ready for a new family. You can't beat the location--less than 1 mile to the main campus of Lincoln Memorial University. Would be the perfect location for rental property or for your forever home. Don't let this one get away!

  Kevin Bisceglia Coldwell Banker Bisceglia Real

  635 Washington Ave, Harrogate, TN 37752
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  /38

  $355,000

  • 4 Beds
  • 2 Baths
  • 2,042 Sq Ft

  327 Colwyn Ave, Cumberland Gap, TN 37724

  Nestled in the historic town of Cumberland Gap, this beautifully updated 4-bedroom, 2-bath home offers stunning mountain views and the charm of small-town living near the famous Cumberland Gap. With extensive recent upgrades throughout, this move-in ready property combines modern updates with scenic surroundings. Inside, you'll find updated flooring on the main level (2021), new flooring in the

  Michael Hensley REMAX PROFESSIONAL'S

  327 Colwyn Ave, Cumberland Gap, TN 37724
• 

  

  /21

  $219,900

  • 4 Beds
  • 2 Baths
  • 1,612 Sq Ft

  140 Wellington Dr, Middlesboro, KY 40965

  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!

  Janice Pratt Fathom Realty TN LLC

  140 Wellington Dr, Middlesboro, KY 40965
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  /29

  $259,000

  • 4 Beds
  • 2.5 Baths
  • 1,832 Sq Ft

  206 Summit Dr, Middlesboro, KY 40965

  Beautiful move-in ready renovated Property. Home features four bedrooms 2 1/2 baths. kitchen features soft closed custom cabinets, kitchen island and stainless steel appliances. Laminated floors throughout the home. Enjoy your coffee on screened in back porch. Storage building for your tools, lawnmower etc..Property is located within minutes from Lmu main campus, Shopping, restaurants, and

  Sharon Teaney Century 21 Virginia Wilder Real Estate

  206 Summit Dr, Middlesboro, KY 40965
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  /15

  $229,900

  • 4 Beds
  • 1 Bath
  • 1,352 Sq Ft

  156 Granby Ln, Harrogate, TN 37752

  this home has a great location on a great desired street in the heart of Harrogate with city sewer and land to build more houses or just enjoy your large level yard. Seller has started some updates new water heater, some new windows, new paint and etc.

  Shelly Mills Realty Network, Inc

  156 Granby Ln, Harrogate, TN 37752
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  /17

  $245,000

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  156 Wellington Dr, Middlesboro, KY 40965

  Welcome home to this spacious and inviting 3-bedroom, 1.5-bath property that offers both comfort and versatility! In addition to the three bedrooms, you'll find a bonus room that can easily serve as a 4th bedroom, home office, or flex space to fit your needs. This home features both a cozy living room and a separate den, providing plenty of space for relaxing or entertaining. The den is

  Megan Stanaford Black Diamond Realty

  156 Wellington Dr, Middlesboro, KY 40965
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  /32

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,398 Sq Ft

  907 Doncaster Ave, Middlesboro, KY 40965

  907 DONCASTER MIDDLESBORO KY 40965 This home is located in the city of Middlesboro minutes away from the hospital, close to downtown. Walmart, LMU are minutes away. It's located in a very safe neighborhood. The home includes a 280' single car garage; 240' back deck; and a 154' covered front porch.

  Janice Pratt Fathom Realty TN LLC

  907 Doncaster Ave, Middlesboro, KY 40965
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  /35

  $299,900

  • 3 Beds
  • 2.5 Baths
  • 2,665 Sq Ft

  262 Oxford Cir, Harrogate, TN 37752

  IF YOU'RE LOOKING FOR A 360 DEGREE VIEW LOOK NO MORE! THIS HOME HAS ONE OF THE BEST VIEW'S IN HARROGATE. NEW ROOF, HVAC, FLOORING AND PAINTED THE INSIDE AND OUTSIDE TRIM. THIS HOME IS MOVE IN READY!! JUST 1 MILE FROM LMU.MOTIVATED SELLER!! MAKE AN OFFER!

  Steve Mason REMAX PROFESSIONAL'S

  262 Oxford Cir, Harrogate, TN 37752
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  /18

  $300,000

  • 3 Beds
  • 1 Bath
  • 1,539 Sq Ft

  169 Oxford Cir, Harrogate, TN 37752

  Turn this into your dream home! Location doesn't get much better. Your 0.9 miles to LMU. The best part is the view from the living room window or the front porch overlooking Harrogate.

  Shanda Violet Realty Group

  169 Oxford Cir, Harrogate, TN 37752
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  /41

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft

  105 Franklin Ave, Harrogate, TN 37752

  Experience the perfect blend of charm, convenience, and breathtaking mountain views in this stunning historic brick home. Located just minutes from shopping, hospitals, and Lincoln Memorial University's Harrogate campus, this property feels warm and welcoming while offering modern comfort and spacious living. The expansive back patio is ideal for entertaining, complemented by a fenced backyard

  Mike Brock Realty Group

  105 Franklin Ave, Harrogate, TN 37752
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  /30

  $279,900

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  127 Alpine Rd, Middlesboro, KY 40965

  This charming property offers the perfect blend of cozy indoor living and expansive outdoor space. Nestled in the heart of Middlesboro this home is situated on 1.5 acres. This brick ranch home with a basement has 1344 square feet, and features 3 bedrooms and 2 baths on the main floor along with the washer and dryer. The home provides plenty of room for family and guests. The heart of the home is

  Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

  127 Alpine Rd, Middlesboro, KY 40965
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  /32

  $270,000

  • 3 Beds
  • 2.5 Baths
  • 3,174 Sq Ft

  113 Hollywood Dr, Middlesboro, KY 40965

  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

  Kevin Bisceglia Coldwell Banker Bisceglia Real

  113 Hollywood Dr, Middlesboro, KY 40965
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  /30

  $125,000

  • 4 Beds
  • 2 Baths
  • 2,592 Sq Ft

  316 Exeter Ave, Middlesboro, KY 40965

  Looking for an older home to bring back to life. This home has all the old wood trim. big rooms with fireplaces in most of the rooms, this home comes with an extra building lot and a garage/ carport also. Call Now!!

  Steve Mason REMAX PROFESSIONAL'S

  316 Exeter Ave, Middlesboro, KY 40965
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  /3

  $50,000

  • 3 Beds
  • 1 Bath
  • 728 Sq Ft

  105 Nutwood Rd, Middlesboro, KY 40965

  3 bed, 1 bath fixer-upper in Middlesboro, KY! Great investment opportunity—flip, rent, or make it your own. City water/sewer (per public record). Priced for potential—bring your ideas!

  Megan Stanaford Black Diamond Realty

  105 Nutwood Rd, Middlesboro, KY 40965
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  /28

  $59,900

  • Land
  • 4.24 Acres
  • $14,127 per Acre

  1197 Beans Fork Rd, Middlesboro, KY 40965

  Opportunity awaits on this 4.24-acre tract offering a peaceful setting with endless potential. The property was previously improved with a home that has recently been lost to fire, presenting a unique chance to start fresh and bring your vision to life. With utilities previously in place (buyer to verify), this parcel may offer a head start for rebuilding, whether you're considering a custom

  SARAH RICHARDS RE/MAX Preferred Group

  1197 Beans Fork Rd, Middlesboro, KY 40965
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  /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 Turn Key Realty

  725 19th St, Middlesboro, KY 40965
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  /4

  $164,000

  • 700 Sq Ft

  1801 Exeter Ave, Middlesboro, KY 40965

  2 HOMES with one FULLY remodeled home in back 2 bedroom 1 bath Cute as a button! Home on corner lot needs work but would be a very smart investment. With access to ATV friendly roads, close to stores and hospital.1801 Exeter and 1801 1/2 Exeter

  Misti McGrath Realty Group

  1801 Exeter Ave, Middlesboro, KY 40965
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  /5

  $30,000

  • Land
  • 1.26 Acres
  • $23,810 per Acre

  0 Lots 12 & 13 Sams Mountain Rd Unit 1328410, Middlesboro, KY 40965

  LOCATION!! LOCATION!! Ready to build your dream home. Property is located minutes from Middlesboro. Wooded lot with electric and water available. Close to shopping, restaurants and hospitals. Minutes from LMU main campus. Buyer to verify acres!

  Sharon Teaney Century 21 Virginia Wilder Real Estate

  0 Lots 12 & 13 Sams Mountain Rd Unit 1328410, Middlesboro, KY 40965
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  /16

  $120,000

  • 3 Beds
  • 1 Bath
  • 792 Sq Ft

  918 E Cumberland Ave, Middlesboro, KY 40965

  This home rest on a lot that goes from city street to ally. This home has 3 bedrooms and one bath with a large kitchen and large living room. This home needs some attention but has a lot of potential. The downstairs could be used as apartment or extra living space. There is another home on the property and might be possible to repair.

  Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

  918 E Cumberland Ave, Middlesboro, KY 40965
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  /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
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  /9

  $220,000

  • Land
  • 21.5 Acres
  • $10,233 per Acre

  0 Cumberland Estates Rd, Cumberland Gap, TN 37724

  Welcome to Cumberland Gap, TN where you can feel like you are in the country but have a town nearby. Whether you come to farm or enjoy the views, this is the place to do it all! This 21.5 acre property includes a barn, fencing, an intermittent spring along with electric. Buyer to verify all information. Don't miss out!!!!

  Shanda Violet Realty Group

  0 Cumberland Estates Rd, Cumberland Gap, TN 37724
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  /4

  $49,900

  • Land
  • 30,492 Sq Ft
  • $71,286 per Acre

  Lot 30 Robbins Ln, Harrogate, TN 37752

  Perfect lot to build your dream home!. Located in a desriable neighborhood in Harrogate, TN. Beutiful mountain views and convenient to Lincoln Memorial University main campus and the Kentucky State Line.

  Michael Hensley REMAX PROFESSIONAL'S

  Lot 30 Robbins Ln, Harrogate, TN 37752
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  /2

  $145,000

  • Land
  • 32,670 Sq Ft
  • $193,333 per Acre

  TBD Londonderry Rd, Harrogate, TN 37752

  Direct access to Londonderry Rd. this 0.75ac building lot is perfect for a duplex, new homes or your new office building. This property is just steps away to access the Harrogate/Cumberland Gap Greenway walking/biking trail or minutes to Lincoln Memorial University, Cumberland Gap Tunnel, the national park or within a short drive you can enjoy a day on Norris Lake or Powell River. Londonderry

  Beth Combs Turn Key Realty

  TBD Londonderry Rd, Harrogate, TN 37752
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  /2

  $85,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  923 Winchester Ave, Middlesboro, KY 40965

  This cozy apartment with 1 bedroom and 1 bathroom has an office attached and storage room with garage door, city water, public sewer, paved driveway, corner level lot, natural gas available and high speed internet available, close to hospital.

  Virginia Wilder Century 21 Virginia Wilder Real Estate

  923 Winchester Ave, Middlesboro, KY 40965
• 

  /2

  $485,000

  513 Forge Ridge Rd, Harrogate, TN 37752

  Income-Producing Multi-Family Opportunity in Harrogate, TN! Excellent investment opportunity featuring four single-family homes situated on approximately 2.5 acres just minutes from the center of Harrogate. All homes are currently tenant-occupied and producing income, making this a turnkey option for investors seeking immediate cash flow. The spacious acreage allows for privacy between units

  Beth Combs Turn Key Realty

  513 Forge Ridge Rd, Harrogate, TN 37752
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  /19

  $210,000

  • 3 Beds
  • 1 Bath
  • 728 Sq Ft

  120 Nutwood Rd Unit A & B, Middlesboro, KY 40965

  2 homes (103 and 105 Nutwood) and a duplex (120 Redwood) currently used as rental properties, priced to sell. Call to schedule a showing.

  Megan Stanaford Black Diamond Realty

  120 Nutwood Rd Unit A & B, Middlesboro, KY 40965
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  /17

  $139,900

  • 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
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  /2

  $20,000

  • Land
  • 13,068 Sq Ft
  • $66,667 per Acre

  2503 Exeter Ave, Middlesboro, KY 40965

  Level, city, corner Lot available for building or doublewide placement!Buyer/agent to verify all information

  Misti McGrath Realty Group

  2503 Exeter Ave, Middlesboro, KY 40965
• 

  

  /3

  $34,999

  • Land
  • 16,988 Sq Ft
  • $89,741 per Acre

  Lot 29 Zachary Ct, Harrogate, TN 37752

  Excellent building lot in a very desirable location. Located in beautiful Harrogate, TN. Just minutes to Lincoln Memorial University main campus and to the Kentucky state line.

  Michael Hensley REMAX PROFESSIONAL'S

  Lot 29 Zachary Ct, Harrogate, TN 37752
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  /11

  $49,900

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  6, Middlesboro, KY 40965

  Don't miss out on your chance to own this slightly used 2025 3 bedroom 2 bath home in the heart of Middlesboro. Located in a family friendly community that values affordability with space rent at $175. Available for showings now!

  Neely Gray VMF Homes

  6, Middlesboro, KY 40965
• 

  

  /24

  $159,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  63 Old Pineville Pike, Middlesboro, KY 40965

  Remodeled and gorgeous! This home has completely remodeled throughout with gorgeous kitchen and new bathrooms! This home was stripped down to the studs! Laminate floors are waterproof. The master bathroom has a double bowl sink, nice walk-in shower. There are 3 bedrooms and 2 full bathroom, large living room, kitchen with new farmhouse sink. The kitchen extends to dining room, range, refrigerator

  Virginia Wilder Century 21 Virginia Wilder Real Estate

  63 Old Pineville Pike, Middlesboro, KY 40965
• 

  

  /11

  $325,000

  • 3 Beds
  • 2 Baths
  • 2,579 Sq Ft

  516 Cumberland Estates Rd, Cumberland Gap, TN 37724

  Horse-Friendly 3BR / 2BA Brick Home with Stable - Cumberland Gap / HarrogateThis three-bedroom, two-bath brick home offers room to spread out, with hardwood floors on both levels, a deck off the master bedroom, and a concrete patio just outside the kitchen. An attached garage adds convenience, while high-speed fiber internet keeps you connected.Set on about three acres, the property

  Brad Croisdale Realty Executives Associates

  516 Cumberland Estates Rd, Cumberland Gap, TN 37724
• 

  

  /13

  $275,000

  • 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

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