Homes for Sale in 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
• 

  

  

  /46

  $315,000

  $10K PRICE DROP

  • 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. Great location

  David Gambrell Coldwell Banker Bisceglia Realty & Auction Co

  1015 Old Wilson Ln, 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
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  /11

  $12,000

  $2K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  142 7th St, Middlesboro, KY 40965

  Neely Gray VMF Homes

  142 7th St, 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
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  /14

  $35,000

  $15K PRICE DROP

  • 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

  $155,000

  $34K PRICE DROP

  4607 W Cumberland Ave, Middlesboro, KY 40965

  This is a great opportunity to own investment property or live in one unit and rent the other unit to make mortgage payment, each unit has 1 bedroom, 1 full bathroom, living room, eat-in kitchen and laundry area; each unit comes with range, refrigerator, washer and dryer. Apartments sit on level lot, paved driveway, public water and public sewer, each unit has a heat pump, decks have been stained

  Virginia Wilder Century 21 Virginia Wilder Real Estate

  4607 W Cumberland Ave, Middlesboro, KY 40965
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  /42

  $325,000

  • 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
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  /27

  $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 1476 sf 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

  Kevin Bisceglia Coldwell Banker Bisceglia Realty & Auction Co

  113 Hollywood Dr, Middlesboro, KY 40965
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  /2

  $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, attached

  Kevin Carroll Backwoods Realty & Development

  523 N 30th St, Middlesboro, KY 40965
• 

  

  /44

  $299,000

  • 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 Realty & Auction Co

  400 Gloucester Ave, Middlesboro, KY 40965
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  /16

  $60,000

  • 3 Beds
  • 1 Bath
  • 768 Sq Ft

  712 Balmoral Rd, Middlesboro, KY 40965

  Investment opportunity with this 3 bedroom 1 bathroom home. Owner is relocating for work and must sell. The home is in progress of being renovated. Call for more info.

  Megan Stanaford Black Diamond Realty

  712 Balmoral Rd, Middlesboro, KY 40965
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  /17

  $19,900

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  13 Duncan Ln, Middlesboro, KY 40965

  Manufactured home with 3 bedrooms and 2 bathrooms. Situated on a 0.36 acre lot built in 2000. Please be advised that any offers on this property require a minimum Earnest Money Deposit of 1% of the Purchase Price or $1,000, whichever is greater. Purchasers may use any lender they choose to finance the purchase of a property. However, the seller requires that all non-cash offers must be

  James Martin Century 21 Pinnacle

  13 Duncan Ln, Middlesboro, KY 40965
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  /26

  $200,000

  $20K PRICE DROP

  • 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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  /5

  $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
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  /24

  $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
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  /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
• 

  

  /46

  $115,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,456 Sq Ft

  1720 Exeter Ave, Middlesboro, KY 40965

  Welcome to 1720 Exeter Avenue, this adorable fixer has tons of potential with 2 living areas, a detached garage, brand new metal roof, and a fully fenced yard! Less than 5 minutes to schools and hospital, and only 15 minutes from LMU Harrogate main campus. Offered at a great price! Call or text today to schedule a showing!

  Victoria Allen Century 21 Virginia Wilder Real Estate

  1720 Exeter Ave, Middlesboro, KY 40965
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  /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
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  /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
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  /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
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  /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
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  /3

  $28,000

  • Land
  • 7,405 Sq Ft
  • $164,706 per Acre

  14 Honeycutt Ln, Middlesboro, KY 40965

  COUNTY LOT, NO RESTRICTIONS!!!Flat and cleared lot in the county doesn't get much better than this!Previously home to a singlewide trailer means this location has all utilities including City water and septic.

  Misti McGrath Realty Group

  14 Honeycutt Ln, Middlesboro, KY 40965
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  /9

  $142,500

  $17K 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
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  /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
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  /4

  $19,000

  $6K PRICE DROP

  • Land
  • 1.02 Acres
  • $18,627 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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  /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
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  /30

  $200,000

  Open Sat 12PM - 2PM $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
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  /37

  $267,500

  $83K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,195 Sq Ft

  717 S 27th St, Middlesboro, KY 40965

  This open floor plan home is waiting for your large family. This home features 5 bedrooms and 4 full baths, cathedral ceilings, a rock fireplace in the living room, and a full, unfinished basement just waiting for you to make more living space. Located in downtown with an out-of-town feel, get in to see this home now. *Buyer to verify acreage and septic.

  Barry Turner RE/MAX LakeTime Realty London

  717 S 27th St, Middlesboro, KY 40965
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  /34

  $159,000

  $16K 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
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  /15

  $159,900

  $15K 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
• 

  

  /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
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  /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
• 

  

  /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
• 

  

  /40

  $229,500

  $20K PRICE DROP

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

  301 Doe's Crossing, Middlesboro, KY 40965

  This 2-story gorgeous home sits in the mountains of Kentucky and is located in the desired subdivision of Vista Venado! This home sits on 0.944 acre. The main floor offers an open floor plan with a large living room with gas log fireplace. The living room extends to the formal dining area. The spacious kitchen has room for a breakfast table. The kitchen appliances stay with home and includes a

  Virginia Wilder Century 21 Virginia Wilder Real Estate

  301 Doe's Crossing, Middlesboro, KY 40965
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  /29

  $279,000

  $20K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 3,068 Sq Ft

  207 Arthur Heights, Middlesboro, KY 40965

  CHARMING VICTORIA HOME. Experience the timeless allure of this late-1800s Victorian masterpiece, where historic character meets expansive modern living. Boasting over 2,404 finished square feet—plus a versatile 600-square-foot finished attic space—this impressive residence offers a total of five spacious bedrooms, providing ample room for family, guests, or a dedicated home office. The primary

  Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

  207 Arthur Heights, Middlesboro, KY 40965
• 

  

  /13

  $45,000

  $30K 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
• 

  

  /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
• 

  

  /4

  $22,000

  $3K PRICE DROP

  • Land
  • 7,492 Sq Ft
  • $127,907 per Acre

  109 Bloomsbury Ave, Middlesboro, KY 40965

  50x150 lot; used to have a home on premises but that has been removed. City utilities available, buyer to verify all aspects of the property.

  Megan Stanaford Black Diamond Realty

  109 Bloomsbury Ave, 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

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