231 S Main Street, Madisonville, KY 42431

Madison on Main is a rare opportunity to acquire a fully operational, highly rated short-term rental and event venue in the heart of downtown Madisonville. Built in 1909, this historic property operates as a sought-after Airbnb with a 4.95-star rating and a loyal repeat-guest base.

The home offers 11 bedrooms, each with a private bath, plus microwaves and mini-refrigerators, making it ideal for weddings, reunions, retreats, and corporate gatherings. Guests enjoy a fully equipped kitchen, shared gathering areas, music room, and laundry facilities, while a complete third-floor apartment serves as an ideal owner or manager's residence.

The property is being sold fully furnished, including locally sourced antique furniture, linens, and kitchenware. Recent upgrades include new roof, updated HVAC systems, new plumbing & electrical, and ADA accessibility improvements. With proven cash flow, strong occupancy, and diverse revenue potential, this turnkey investment is ready for you.