$399,000
Once a lively social gathering place, this Florida victorian hosted countless travelers arriving on the San Mateo Express—and in 1905, it even had the honor of welcoming Mrs. Theodore Roosevelt as a guest.

Realtor Comments
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. 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.

- 7bed
- 6.5+bath
- Circa 1889

- Contact Realtor: Amira Kennedy
Brokered by Iheart Realty Inc
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150 Central Ave, San Mateo, FL 32187






















































