Condos for Sale in Middlesboro, KY

Middlesboro, located in a meteor crater just west of the historic Cumberland Gap, is a small town known for its strong sense of community and outdoor recreation opportunities. The town's proximity to the Cumberland Gap National Historical Park offers residents access to extensive trails leading to caves, creeks, scenic viewpoints, and Civil War landmarks. The Historic Canal Walk and several city parks, including Old Lincoln High School Park, provide additional recreational options. Middlesboro Country Club, the oldest continuously operating golf course in America, offers both memberships and public tee times. The housing market features Craftsman and midcentury ranch-style homes from the 20th century, with prices varying based on condition and size. The town also has communities for manufactured homes. Annual events like the Cumberland Mountain Fall Festival and regular church services at Binghamtown Baptist Church foster a close-knit community atmosphere. Main street, particularly Cumberland Avenue, is the hub for local dining and shopping, with popular spots like Shades Cafe and Steakhouse, Crater City Coffee Company, and Ike's Artisan Pizza. While traffic can be heavy around the Cumberland Gap Tunnel during peak hours and special events, most residents rely on cars due to limited public transportation and sidewalks. Middlesboro Independent Schools have average ratings, and the town is home to the Middlesboro Campus for Southeast Kentucky Community & Technical College. Flooding is a significant concern due to the town's topography, though recent improvements to the levee channel have been made to mitigate this risk.