Homes for Sale near Middlesboro Alternative School

• 

  

  

  /56

  $725,000

  • 5 Beds
  • 5.5 Baths
  • 5,894 Sq Ft

  260 Meador Ln, Harrogate, TN 37752

  Welcome to your private retreat just 2 minutes from LMU's main campus and the Kentucky state line. This exceptional 6-bedroom, 5.5-bathroom home sits on 38.5 acres of secluded land bordering the breathtaking Cumberland Gap National Historical Park -- offering unmatched privacy, peace, and panoramic mountain and valley views. Step inside to discover a large, updated kitchen designed to impress,

  Michael Hensley REMAX PROFESSIONAL'S

  260 Meador Ln, Harrogate, TN 37752
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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
• 

  

  

  /54

  $260,000

  $6K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,554 Sq Ft

  176 Brunswick Dr, Harrogate, TN 37752

  Situated on approximately 3 acres in the heart of Harrogate, Tennessee, this historic home offers a rare opportunity to own a piece of local charm and character. With a few modern updates, this property has the potential to become one of the area's most admired residences. The beautiful, expansive yard is complemented by a charming rustic white barn, creating a picturesque setting that is

  Kevin Carroll Backwoods Realty & Development

  176 Brunswick Dr, Harrogate, TN 37752
• 

  

  

  /17

  $230,000

  $15K PRICE DROP

  • 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
• 

  

  

  /59

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 3,004 Sq Ft

  188 White Ave, Harrogate, TN 37752

  Welcome home to this well-maintained brick and vinyl ranch located within the city limits, offering beautiful mountain views and comfortable one-level living. This spacious home features 3 bedrooms, 2 full bathrooms, and an additional half bath in the unfinished basement. Also the basement has the B-Dry system & central vac needs the vacuum. Inside, you'll find a functional galley kitchen,

  Steve Mason REMAX PROFESSIONAL'S

  188 White Ave, Harrogate, TN 37752
• 

  

  /12

  $225,000

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

  908 W Chester Ave, Middlesboro, KY 40965

  This home is older home well maintained, 2 bd 1 full bath with an efficiency apartment behind the house great for the mother-in-law. The apartment is open space with 1 bdrm and a full bath. Metal roof, vinyl siding and windows, hardwood, laminate & tile floors. Privacy and a chain link fenced in back yard, 2 storage buildings, level back yard. Great student home and rental!!

  Steve Mason REMAX PROFESSIONAL'S

  908 W Chester Ave, 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
• 

  

  /8

  $149,900

  $25K PRICE DROP

  • Land
  • 9.08 Acres
  • $16,509 per Acre

  0 Regent Dr, Harrogate, TN 37752

  Don't miss this rare opportunity to own 2 parcels of land equaling 9.08 acres of unrestricted, raw land offering endless possibilities! Tucked away at the end of the street, this property provides the privacy and peaceful setting you've been looking for while still being conveniently located. With multiple potential building sites, you can design and build your dream home, cabin, or investment

  Sherryl Brown Gables & Gates, REALTORS

  0 Regent Dr, Harrogate, TN 37752
• 

  

  /35

  $445,000

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,658 Sq Ft

  119 Parks Cir, Harrogate, TN 37752

  Welcome to 119 Parks Circle! Nestled in an established neighborhood, this home offers small town living with up-town features. The perfect blend of comfort and convenience, this home provides easy access to shopping, dining, schools, and outdoor recreation while maintaining a peaceful residential setting. The property offers plenty of room to relax, entertain, and enjoy East Tennessee's beautiful

  Jeanna Meyers RE/MAX Real Estate Ten Midtown

  119 Parks Cir, Harrogate, TN 37752
• 

  

  /60

  $440,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  140 Lancaster St, Harrogate, TN 37752

  Charming Basement Ranch with Stunning Mountain Views just 1 mile form LMU and just 6 miles from the Cumberland Gap National Park and a very quiet street on a dead-end street.This spacious basement ranch home is nestled on a level 1.3-acre lot, offering breathtaking views of the Cumberland Mountains. Boasting 3 bedrooms and 2.5 baths, this property combines comfort and functionality. Inside,

  Steve Mason REMAX PROFESSIONAL'S

  140 Lancaster St, Harrogate, TN 37752
• 

  

  /16

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  368 Claiborne Ave, Cumberland Gap, TN 37724

  3Br. 2Bth. on very private level lot with attached carport, master suite, walk in closet, and much more. Ready to move into. Only 5 minutes to LMU main campus.

  Shelly Mills Realty Network, Inc

  368 Claiborne Ave, Cumberland Gap, TN 37724
• 

  

  /22

  $99,999

  $19K 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 easily

  Aaron Rose Realty Network, Inc

  252 Chasteen Dr, Middlesboro, KY 40965
• 

  

  /12

  $85,000

  $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  310 Barkley Dr, Middlesboro, KY 40965

  2 bed, 1 bath, manufactured home sitting on a large level lot. Conveniently located to shopping and Harrogate, TN.

  Michael Hensley REMAX PROFESSIONAL'S

  310 Barkley 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
• 

  

  /26

  $400,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  955 Shawanee Rd, Harrogate, TN 37752

  Brand New Construction with Mountain ViewsWelcome to this beautifully crafted new construction offering 1,500 square feet of modern living with thoughtful design throughout. This home features three spacious bedrooms, 2 Full bathrooms, providing comfort and privacy for family or guests.The open-concept floor plan seamlessly connects the living, dining, and kitchen areas--perfect for

  Steve Mason REMAX PROFESSIONAL'S

  955 Shawanee Rd, Harrogate, TN 37752
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  /4

  $22,000

  $3K PRICE DROP

  • Land
  • 1.02 Acres
  • $21,569 per Acre

  1577 Beans Fork Rd, Middlesboro, KY 40965

  OVER 1 ACRE AND NO RESTRICTIONS!!! Live peaceful, level and free on your own land.Bring your own home or build your own home, in the quiet top of Beans Fork.Utilities available All reasonable offers entertained Home on land holds zero value, please do not enter without agent

  Misti McGrath Realty Group

  1577 Beans Fork Rd, Middlesboro, KY 40965
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  /32

  $190,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  178 Claiborne Ave, Cumberland Gap, TN 37724

  Really nice home 3/2 with a level lot with 2 storage buildings. Front porch and back porch with 1 car carport. Just 5 Minutes to LMU. Priced to Move!!

  Steve Mason REMAX PROFESSIONAL'S

  178 Claiborne Ave, Cumberland Gap, TN 37724
• 

  

  /3

  $125,000

  $50K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,664 Sq Ft

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

  Great investment opportunity with this one. Built in 2000 per appraisal, this property offers a total of 1,664 square feet and is currently occupied by reliable, long-term tenants. Each unit features 2 bedrooms and 1 bathroom, providing comfortable living space for residents. The address, listed as 102 A&B Redwood Road, originates from a previous appraisal. The property is confirmed per the

  Megan Stanaford Black Diamond Realty

  120 Redwood Rd Unit A & B, Middlesboro, KY 40965
• 

  

  /35

  $275,000

  $50K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /21

  $244,900

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  141 Rose Ln, Cumberland Gap, TN 37724

  Newly remodeled 3-bedroom brick ranch home on a level lot in a quiet neighborhood just minutes to Lincoln Memorial University and Middlesboro, KY.

  Michael Hensley REMAX PROFESSIONAL'S

  141 Rose Ln, Cumberland Gap, TN 37724
• 

  

  /9

  $139,000

  • Land
  • 5.33 Acres
  • $26,079 per Acre

  312 Blakely Ln, Middlesboro, KY 40965

  Rare find! 5.33 undeveloped acres in Middlesboro on Blakely Lane, off Cumberland Ave. Zoned R-1. Land is mostly level with a drop to the creek behind. Portion near the creek is in the floor plain. Several building sites on the land above the flood plain. Easy access to Cumberland Ave yet away from the noise and traffic.

  Ann Robinson Action Realty

  312 Blakely Ln, Middlesboro, KY 40965
• 

  

  /20

  $215,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,652 Sq Ft

  116 N Petersborough Ave, Middlesboro, KY 40965

  Exceptional 3 bedrooms, 1 bath home in the heart of Middlesboro. Located just off Cumberland Ave on 30th St, this home's location is what you have been looking for--within walking distance of downtown, schools, and the hospital. Just down the street from the T-ball field and the city pool. With hardwood floors throughout and beautiful wood trim, this house is waiting for a family to make it a

  Kevin Bisceglia Coldwell Banker Bisceglia Real

  116 N Petersborough Ave, Middlesboro, KY 40965
• 

  

  /18

  $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
• 

  

  /18

  $250,000

  $50K PRICE DROP

  • 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
• 

  

  /16

  $69,900

  $10K PRICE DROP

  • 2,256 Sq Ft

  417-A&B Avondale Ave, Middlesboro, KY 40965

  Has the up stairs new flooring some new windows roof 7 years old hot water 7 years old new gutters with gutter guards. Bring your vision and bring this fixer upper back to life. Great duplex for rental or 2 families, Walking distances to everything. Live in one and rent one out. Check it out.

  Nancy Maiden Mountain Realty

  417-A&B Avondale Ave, Middlesboro, KY 40965
• 

  

  /31

  $415,000

  New Construction $15K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  941 Shawanee Rd, Harrogate, TN 37752

  Brand New Construction with Mountain ViewsWelcome to this beautifully crafted new construction offering 1,500 square feet of modern living with thoughtful design throughout. This home features three spacious bedrooms, 2 1/2 Full bathrooms, providing comfort and privacy for family or guests.The open-concept floor plan seamlessly connects the living, dining, and kitchen areas--perfect for

  Steve Mason REMAX PROFESSIONAL'S

  941 Shawanee Rd, Harrogate, TN 37752
• 

  

  /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
• 

  

  /27

  $1,100,000

  • 2 Beds
  • 1 Bath
  • 1,939 Sq Ft

  301 Smith Dr, Harrogate, TN 37752

  Custom built log home on 67.73 acres in the city limits of Harrogate, TN (.46 ac in Lee county, VA) and bordering the Cumberland Gap National Historical Park. Just minutes from the main campus of LMU, this property offers unlimited possibilities. The home is unfinished and waiting for someone who can realize its full potential. The house has been plumbed for 1 bathroom, and has a septic approval

  Patsy Barnett Coldwell Banker Bisceglia Real

  301 Smith Dr, Harrogate, TN 37752
• 

  /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
• 

  

  /4

  $524,999

  • 4 Beds
  • 3 Baths
  • 4,000 Sq Ft

  129 Rector Dr, Harrogate, TN 37752

  AWESOME move-in ready home in Harrogate within walking distance to LMU featuring 2 master suites and a private pool! This home comes fully furnished with all kitchen appliances, pool equipment, and deck/pool furniture conveying to buyer! Additional features include: master on main, huge master suite with walk-in closets, bonus room, gas fireplace, faux fireplace, library/den, and office. Outside

  Tannor Giles Your Home Sold Guaranteed Realty TN

  129 Rector Dr, Harrogate, TN 37752
• 

  

  /9

  $154,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  908 Manchester Ave, Middlesboro, KY 40965

  MOTIVATED SELLER This three-bedroom, two-bath home at 908 Manchester has been thoughtfully updated with a brand new metal roof, fresh HVAC system, and energy-efficient windows. At fourteen hundred square feet on a nice lot, it's move-in ready and priced to sell. It's in a quiet neighborhood, super close to schools, and offers great value in the Middlesboro market. Perfect for families or anyone

  Jonathan Evans Action Realty

  908 Manchester Ave, Middlesboro, KY 40965
• 

  

  /8

  $425,000

  • 3 Beds
  • 3 Baths
  • 1,600 Sq Ft

  963 Shawanee Rd, Harrogate, TN 37752

  Brand New Construction with Mountain Views Welcome to this beautifully crafted new construction offering 1,600 square feet of modern living with thoughtful design throughout. This home features three spacious bedrooms, each with its own private en-suite bathroom, providing comfort and privacy for family or guests. The open-concept floor plan seamlessly connects the living, dining, and kitchen

  Steve Mason REMAX PROFESSIONAL'S

  963 Shawanee Rd, Harrogate, TN 37752
• 

  

  /34

  $175,000

  • 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

  $35,000

  • Land
  • 14,853 Sq Ft
  • $102,639 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
• 

  

  /19

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,346 Sq Ft

  913 Doncaster St, 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 364' single care garage.

  Janice Pratt Fathom Realty TN LLC

  913 Doncaster St, 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
• 

  

  /30

  $229,000

  $11K 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
• 

  

  /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
• 

  

  /20

  $250,000

  • Land
  • 5.65 Acres
  • $44,248 per Acre

  0 Shawanee Rd Unit 1312590, Harrogate, TN 37752

  Looking for a 5-acre tract to build your home on. This is it there are several home sites and a large tobacco barn and a large spring that never stops running. fenced in and ready for your livestock. Hard to find land like this in the city of Harrogate.

  Steve Mason REMAX PROFESSIONAL'S

  0 Shawanee Rd Unit 1312590, Harrogate, TN 37752

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