150 CENTRAL Avenue

Nestled on 2 acres in the heart of San Mateo, Florida, Historic Victorian ”Painted Lady” at 150 Central Avenue-formerly known as Fern Court Bed and Breakfast- offers a rare opportunity to own a piece of local history. Built in the early 20th century by Henry B. Bailey (a railroad magnate and citrus broker), this stately home helped shape the very foundation of San Mateo. Bailey’s influence persuaded Henry Flagler to extend the Florida East Coast Railway through the area, marking Fern Court as both a residence and a legacy. The home was once a vibrant social hub and entertained many traveling into the area on the San Mateo Express. In 1905, it even welcomed Mrs. Theodore Roosevelt for a stay. Though time has weathered parts of the home, much of its historic character remains beautifully intact. With 4624 square feet including 7 Bedrooms, and 9 baths and a hidden room- it hosts a unique opportunity to breathe new life into the halls and to own a piece of Florida’s Gilded Age.