Step into history and timeless elegance at the House of Ringling, a landmark estate in Sarasota's coveted Whitfield Estates, built in 1918 for Alfred Ringling of the legendary Ringling Brothers. Spanning 4,782+/ sq. ft., this 5BR, 4.5BA masterpiece seamlessly marries Gilded Age opulence with modern luxury. A red brick walkway and expansive front lawn welcome you to this architectural treasure, where an oversized Grand Ballroom with a 21 foot ceiling, Venetian columns and a Renaissance style coffered ceiling create an awe inspiring focal point. Original pine floors, 12 inch baseboards and hand poured antique glass in French windows and doors preserve the estates rich craftsmanship, as the reimagined chefs kitchen is a showpiece, featuring Big Chill appliances, an 8 burner gas stove, Quartzite surfaces, a mother of pearl backsplash and backlit cabinets. The primary suite on the lower level offers floor to ceiling French doors opening to a private porch and the expansive pool deck. Upstairs, 2 ensuite bedrooms feature partial bay views. Hidden details, including a prohibition era speakeasy/3rd bedroom at the top of the stairs and a secret room, add intrigue and charm. The homes walls, crafted from Ringling railway car paneling, echo its storied past. Recent updates, including new plumbing, electrical, HVAC (5 units), and a new roof with extra tie down straps, ensure modern comfort while preserving historic character. A detached 2 car garage and 2 driveways provide ample space, while the expansive Palm Beach style courtyard invites relaxation. As one of the first Ringling Brothers homes in Sarasota, this estate offers a rare opportunity to own a living piece of history in a prime location near Sarasota Bay and downtown.