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Middlesboro, KY Homes for Sale with Garage

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  • /20

    $269,500

    • 3 Beds
    • 2.5 Baths
    • 1,692 Sq Ft

    220 Windermere Dr, Middlesboro, KY 40965

    BEAUTIFUL MOVE IN READY HOME IN AMBLESIDE. Discover your next home in Ambleside, a tranquil subdivision in the heart of Middlesboro outside the city limits. With the beautiful landscaped yard that offers a warm, inviting atmosphere. Enjoy the peaceful suburban setting with the convenience of nearby amenities including shopping, dining, parks and entertainment. This home has 3 bedrooms with

    Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

    220 Windermere Dr, Middlesboro, KY 40965
  • /15

    $299,000

    • 3 Beds
    • 4 Baths
    • 2,349 Sq Ft

    915 E Lothbury Ave, Middlesboro, KY 40965

    Charming & Spacious Home with Poolside Living in Historic Middlesboro! This 3-bedroom, 4-bath home offers an abundance of space, comfort, and entertainment features for the whole family. Step outside to your own private retreat featuring a inground pool, a dedicated pool room with its own shower, and a convenient outdoor bathroom—ideal for summer gatherings. Unwind on the screened-in porch with

    Beth Combs Turn Key Realty

    915 E Lothbury Ave, Middlesboro, KY 40965
  • /17

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,221 Sq Ft

    5 Abbey Ln, Middlesboro, KY 40965

    Tired of living in a house where you don't know your neighbors and feel like you can't enjoy your neighborhood? You can change all that with this 3 bedroom, 2 bath HOME in Ambleside subdivision. Have a problem with stairs? Not anymore. Two of the bedrooms and one bath are on the 2nd floor, but one bedroom and bath are on the first level. Nice open concept living room/dining room. You can enjoy

    Kevin Bisceglia Coldwell Banker Bisceglia Real

    5 Abbey Ln, Middlesboro, KY 40965
  • /57

    $299,900

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

    440 Sams Mountain, Middlesboro, KY 40965

    This is a very nice private home. Comes with lot 10-11. Open concept with a lot of windows to let the sun light in, master on the main level, 2 car garage, wood deck, large kitchen with a long island with a flat gas range, with bar stools. This is a must see!! Close to town but in a quiet area. Don't wait call today for your showing!BUYER TO VERIFY SQUARE FOOTAGE!!

    Steve Mason REMAX PROFESSIONAL'S

    440 Sams Mountain, Middlesboro, KY 40965
  • /66

    $329,900

    • 6 Beds
    • 3.5 Baths
    • 4,033 Sq Ft

    832 N 25th St, Middlesboro, KY 40965

    beautiful and spacious home located within the city limits of Middlesboro. this property consists of a main home and a separate apartment.The main home has four beds and 3 baths (2 full and 1 half). It has potential for a home office, home library, etc. The apartment that sits above the garage provides a unique income producing opportunity. It has 2 bedrooms and 1 full bath. Great location,

    Blake Ramey Century 21 Virginia Wilder Real Estate

    832 N 25th St, Middlesboro, KY 40965
  • /36

    $230,000

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    4921 W Cumberland Ave, Middlesboro, KY 40965

    Nice Ranch style home with an oversized 1 car garage with a 2-car carport attached, 3 bd, 2 full baths, large dining / kitchen area, laundry room, comes with 2 storage buildings This is a very nice home. Ready to move in and no work to be done. Close to main town or hit the woods with your side by side.

    Steve Mason REMAX PROFESSIONAL'S

    4921 W Cumberland Ave, Middlesboro, KY 40965
  • /27

    $299,900

    • 3 Beds
    • 2 Baths
    • 2,270 Sq Ft

    900 Twin Fawn Trail, Middlesboro, KY 40965

    In the beautiful hills of Vista Venado lies the gorgeous 3 bedroom and 2 bath 900 Twin Fawn Trail.From the trey ceilings to the marble flooring, to the jetted tub this home is breathtaking! Your HOA fee of $20/month gives you unlimited water with very light restrictions. Massive patio for all your entertaining. Brand new french drain system.Quiet neighborhood perfect for evening

    Misti McGrath Realty Group

    900 Twin Fawn Trail, Middlesboro, KY 40965
  • /32

    $249,900

    • 4 Beds
    • 2.5 Baths
    • 2,020 Sq Ft

    825 S 28th St, Middlesboro, KY 40965

    Beautiful, split foyer home with 4 bedrooms and 2 1⁄2 bathrooms. The upstairs features a kitchen with plenty of space for storage, updated appliances, and tile floors. This home allows the natural light to shine through in all the rooms. The dining room and living room are open for entertainment or a growing family. The primary bedroom and bath are on the main floor. The guest bath is

    Kevin Bisceglia Coldwell Banker Bisceglia Real

    825 S 28th St, Middlesboro, KY 40965
  • /41

    $259,900

    • 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

    Virginia Wilder Century 21 Virginia Wilder Real Estate

    301 Doe's Crossing, Middlesboro, KY 40965
  • /5

    $75,000

    • 2 Beds
    • 1 Bath
    • 1,456 Sq Ft

    1720 Exeter Ave, Middlesboro, KY 40965

    Super cute house with a great lay out! Fenced in corner lot, excellent outdoor space with oversized garage, a little tlc and this home will shine!

    Misti McGrath Realty Group

    1720 Exeter Ave, Middlesboro, KY 40965
  • /52

    $599,000

    • 5 Beds
    • 4 Baths
    • 4,331 Sq Ft

    850 Big Buck Ln, Middlesboro, KY 40965

    First Time on The Market this gorgeous contemporary home was custom built in 2022 with approximately 4,331 SF including the 2 car attached garage. This home has 3 'En Suites' plus 2 more bedrooms for a total of 5 bedrooms and 4 full bathrooms. The unique ceilings were designed just for this home! You will find the large living room to be relaxing with a built-in electric fireplace. The custom

    Virginia Wilder Century 21 Virginia Wilder Real Estate

    850 Big Buck Ln, Middlesboro, KY 40965
  • /31

    $179,900

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    180 Stevenson Bridge Rd, Middlesboro, KY 40965

    Charming Rustic Cabin with Modern Comforts on 2 Acres Welcome to 180 Stevenson Branch Rd in Middlesboro, KY—where country charm meets convenience. Just minutes from historic downtown Middlesboro, you'll enjoy easy access to quaint shops, local restaurants, major retailers, medical offices, banks, and hospitals—all while savoring the serenity of rural living. Nestled on a hillside and surrounded

    Beth Combs Turn Key Realty

    180 Stevenson Bridge Rd, Middlesboro, KY 40965
  • /17

    $157,000

    • 3 Beds
    • 1 Bath
    • 1,110 Sq Ft

    1005 Hollywood Dr, Middlesboro, KY 40965

    Located in Middlesboro KY, you will find this 3 bedroom 1 bath ranch style home with a fully equipped kitchen, laundry room, carport. This property is located approximately 10 minutes from the main campus of LMU.

    Nichole Goins Heartland Real Estate, LLC

    1005 Hollywood Dr, Middlesboro, KY 40965
  • /6

    $48,900

    • 2 Beds
    • 1 Bath
    • 876 Sq Ft

    305 N 15th St, Middlesboro, KY 40965

    Cute country home in the heart of Middlesboro. This 2 bedroom 1 bath home in conveniently located near all the amenities. The home has a covered front porch and a back patio along with a one car detached garage. All offers must be submitted by the Buyer's agent via the RES.NET Agent Portal. If your offer is accepted, you agree to be responsible for an offer submission technology fee of

    Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

    305 N 15th St, Middlesboro, KY 40965

Home Trends in Middlesboro, KY

Housing Trends

Median Sale Price
$300,000
Median Single Family Sale Price
$300,000
Average Price Per Sq Ft
$207
Number of Homes for Sale
5
Last 12 months Home Sales
42
Months of Supply
1.40
Median List Price
$269,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
100%
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