16

Middlesboro, KY Homes for Sale with Garage

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  • /50

    $235,000

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

    4921 W Cumberland Ave, Middlesboro, KY 40965

    Charming 3-Bedroom Home in a Prime Location! Discover comfort and convenience in this beautifully maintained 3-bedroom, 2-bathroom home located close to shopping, restaurants, schools, and parks — everything you need is just minutes away! Inside, you'll find a warm and inviting layout featuring hardwood and vinyl flooring, offering both style and durability. The spacious living areas are perfect

    Agent Photo

    Dustin Daniels

    Mountain Realty

    (606) 713-0736

    4921 W Cumberland Ave, 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
  • /5

    $70,000

    • 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
  • /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 the

    Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

    220 Windermere Dr, Middlesboro, KY 40965
  • /2

    $99,000

    • 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
  • /34

    $165,000

    • 3 Beds
    • 2 Baths
    • 1,088 Sq Ft

    123 Upper Gibson Ln, Middlesboro, KY 40965

    Cozy 3 bedroom, 1 bathroom home sitting on a surveyed acre with detached 1 car garage that has room for a workshop, storage, crafting etc. The yard is level with a gentle slope on the front edge of the property. There is right of way access to the creek as well. Inside the home, you'll find a large living room and 3 nice sized bedrooms. The kitchen is adequate as well as the dining area. Front

    Megan Stanaford Black Diamond Realty

    123 Upper Gibson Ln, Middlesboro, KY 40965
  • /53

    $245,000

    • 3 Beds
    • 2.5 Baths
    • 1,856 Sq Ft

    129 Lower Gibson Ln, Middlesboro, KY 40965

    🏡 The Chateau on the Creek - Home for Sale in Middlesboro, KY (Bell County)Welcome to The Chateau on the Creek, a beautifully updated 3-bedroom, 2.5-bathroom home in Middlesboro, KY (Bell County). Offering 1,856 sq. ft. of living space, a detached garage, and a backyard oasis, this move-in ready property combines timeless charm with modern updates.The exterior has been

    Michael Hensley REMAX PROFESSIONAL'S

    129 Lower Gibson Ln, Middlesboro, KY 40965
  • /16

    $249,900

    • 3 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 AAA Realty, Inc.

    140 Wellington Dr, Middlesboro, KY 40965
  • /36

    $172,000

    • 3 Beds
    • 2 Baths
    • 934 Sq Ft

    45 Fourmile Run Rd, Middlesboro, KY 40965

    Newly Remodeled, move-in ready home. This home is nestled in the heart of Middlesboro on a .489 acre lot. This home has 3 bedrooms and 2 newly renovated bathrooms. The washer and dryer will stay with home. This quiet cozy home has a log cabin look with a large covered front porch. I also has a carport or breezeway to get to the garage. This home also has a fenced in chicken coop. All the

    Sheila Durham Coldwell Banker Bisceglia Realty & Auction Co

    45 Fourmile Run Rd, Middlesboro, KY 40965
  • /6

    $24,900

    • 3 Beds
    • 2 Baths

    13 Duncan Ln, Middlesboro, KY 40965

    Charming 3-bedroom, 2-bath manufactured home situated on an approx. 0.32-acre corner lot. The home offers a practical layout with good flow and a spacious yard

    Beth Combs Turn Key Realty

    13 Duncan Ln, Middlesboro, KY 40965
  • /40

    $525,000

    • 5 Beds
    • 2.5 Baths
    • 2,542 Sq Ft

    2004 Twin Fawn Trail, Middlesboro, KY 40965

    This gorgeous cape cod home sits on 4.4 acres with deer visiting often. This home has 5 bedrooms, 2.5 bathrooms, formal living room with fireplace, family room (could be used as formal dining room) a second fireplace in the sunroom, amazing kitchen with island, the kitchen counter tops are granite, the stainless-steel appliances stay, which include double wall ovens, gas range with gas oven

    Virginia Wilder Century 21 Virginia Wilder Real Estate

    2004 Twin Fawn Trail, Middlesboro, KY 40965
  • /10

    $293,000

    • 4 Beds
    • 2.5 Baths
    • 2,576 Sq Ft

    314 Picadilly Ct, Middlesboro, KY 40965

    Spacious home located in Ambleside subdivision. This home has 4 bedrooms and 2 1/2 bathrooms. The home was completely remodeled approximately 2 years ago, with a new roof, new flooring throughout, and a completely updated kitchen. HVAC system replaced in January 2025. Don't let this one get past you, make it a must see!

    Kevin Bisceglia Coldwell Banker Bisceglia Real

    314 Picadilly Ct, Middlesboro, KY 40965
  • /48

    $349,900

    • 5 Beds
    • 3 Baths
    • 2,250 Sq Ft

    805 Worchester Ave, Middlesboro, KY 40965

    This home has been brought back beyond its Glory!! Completely remodeled from the sub flooring to the roof. This 5 bds, 3 full baths,new kitchen w/Quartz counter tops, marble back splash, stainless appliances, new LVP flooring, Breath taking bathrooms, master on the main, 3 bdrms upstairs with a full bath 2 HVAC units. 2 car garage w new garage doors. IT'S A MUST SEE!!

    Steve Mason REMAX PROFESSIONAL'S

    805 Worchester Ave, Middlesboro, KY 40965
  • /2

    $189,000

    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
  • /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
  • /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

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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