Historic House Listings

Florida’s most expensive old house listing! Century Oaks, Circa 1915. $39,995,000

August 21, 2023

Welcome to Florida’s most expensive old house listing! Known as Century Oaks, this property is comprised of a main house and two guest houses. The home was built in 1915. It is located on 4.45 acres in Clearwater, Florida. The home has had quite an impressive list of owners. Originally built by New York City developer, Dean Alvord. It was built on the site of the old Fort Harrison, which was used during the second Seminole War. It was then owned by the inventor of black paint used on Model T Fords and by a powerboat racing champ! The property features a pool, tennis courts and a basketball court. Nineteen bedrooms, nineteen bathrooms and 24,164 square feet. $39,995,000

From the Zillow listing:


Discover Historic Century Oaks, an enchanting 4.45-acre waterfront estate in Pinellas that embodies the ultimate luxury lifestyle. Nestled atop a sloping bluff surrounded by lushly ornamental gardens cascading down to the water, this spectacular property boasts sweeping views of Clearwater Bay. The estate features a main house, a 5,000 sq/ft North guest house and third guest house that offer a total of 19 spacious bedrooms, 16 full and 5 half baths, and an array of exceptional amenities, including 3 pools, a tennis court, a basketball court, carriage house, and boat docks. Behind the walled grounds, meandering brick pathways shaded by soaring Live-Oak trees wind past fountains, the historic bell tower, and a gazebo, creating an idyllic setting for relaxation and entertainment. The main house is a masterpiece of architectural design, featuring 23,159 sq/ft of luxurious living space that exudes elegance and refinement. The custom finishes throughout the home are a testament to its impeccable craftsmanship. The home’s two guest wings, formal and informal dining and living spaces, library, theatre room, music studio, sunroom, trophy room, and ballroom offer unparalleled luxury and comfort. The expansive terraces provide a perfect setting for outdoor entertainment and breathtaking views of the lavish grounds. The North guest house offers a serene retreat with 4 spacious bedrooms, 5 full and 2 half baths, music and sun rooms, a fireplace, a full gym, a billiard room, a bar, and a suite of offices. The estate can accommodate covered parking for ten plus vehicles, which includes an air-conditioned garage and several open-air parking areas to facilitate large events. With open Gulf waters just minutes away and no bridge obstructions, this property is a boater’s paradise. Located just blocks from downtown Clearwater and thirty minutes to Tampa International Airport, Historic Century Oaks is the epitome of luxury living. Don’t miss your chance to own one of the most exquisite estates in Pinellas.



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