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Middlesboro, KY Homes for Rent

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    $1,200 Per Month

    • 2 Beds
    • 1.5 Baths
    • 670 Sq Ft
    • Townhouse for Rent

    1908 W Chester Ave, Middlesboro, KY 40965

    Property Id: 2835431 Welcome to this charming 2 bedroom, 1.5 bathroom townhouse in Middlesboro, KY. This cozy single unit features modern amenities such as a dishwasher, washer/dryer in unit, central heat pump, and designated parking space. Enjoy the convenience of a dishwasher, dryer, freezer, oven, and refrigerator. Pets are welcome (cats and small dogs) with a deposit. Don't miss out on

    1908 W Chester Ave, Middlesboro, KY 40965
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    $1,175 Per Month

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    1027 Chichester Ave Unit B, Middlesboro, KY 40965

    Property Id: 2575456 Available Now! Included: • 2 Bedrooms / 1 Bathroom • Pet-Friendly (on approval) • Washer & Dryer • Large Yard - Lawn care included! • Quiet cul-de-sac Tenant Pays: • Electricity • Water & Garbage • Virtual Tour 1st months rent, security is the same as rent amount. Non-refundable

    1027 Chichester Ave Unit B, Middlesboro, KY 40965
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    $1,600 Per Month

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    715 Gloucester Ave, Middlesboro, KY 40965

    Located in Middlesboro KY you will find this 3 bedroom 2 bath, brick ranch style home with an attached 1 car garage. Very spacious living room with large kitchen with lots of cabinetry and countertop space including a kitchen island. Owner's suite includes a large closet and ensuite bathroom which includes a walk-in shower and a tub! This home is located approximately 10-15 minutes from the main

    Nichole Goins Heartland Real Estate, LLC

    715 Gloucester Ave, Middlesboro, KY 40965

Why Live in Middlesboro

Middlesboro, Kentucky, is a small city located in a meteor crater just west of the historic Cumberland Gap. This unique location provides residents with access to a variety of recreational and historic sites, including the Cumberland Gap National Historical Park. The park offers miles of trails leading to caves, creeks, scenic viewpoints, and Civil War landmarks, making it a prime spot for those seeking things to do outdoors. Middlesboro also features several city parks and the historic Middlesboro Country Club, the oldest continuously operating golf course in America. The city is home to a mix of Craftsman-style and midcentury ranch homes, with some properties dating back to the 1910s. While new construction has been limited since the 1990s, there are communities for manufactured homes available. Community events like the Cumberland Mountain Fall Festival and activities at Binghamtown Baptist Church and the Middlesboro-Bell County Public Library foster a strong sense of community. The main street area along Cumberland Avenue hosts local coffee shops, pizza parlors, and other eateries, while 12th Street offers chain restaurants and big box retailers. However, residents should be aware of potential flooding due to the city's topography and heavy traffic around the Cumberland Gap Tunnel during peak hours. Middlesboro Independent Schools have average ratings, and the city is also home to the Middlesboro Campus for Southeast Kentucky Community & Technical College.

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