150 Central AvenueSan Mateo, FL 32187Sale Price: $399,000

  • Sale Price: $399,000
  • 302 Days Since Sale
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Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $399,000Sale Price
  • 7Bedrooms
  • 6Full Bath
  • 3Half Baths
  • 4,624Square Feet

Listing Tools

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.

Property Details of 150 Central Avenue

Property Details

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Mortgage Calculator


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Est. Mortgage:
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026. * The above figures are estimates provided by Union Street Media using the FRED® API, and are not endorsed or certified by the Federal Reserve Bank of St. Louis. Check with your lender for actual interest rates.
Listed by AMIRA HIGGINBOTHAM of IHEART REALTY INC

Listing Sold by IHEART REALTY INC

 "Based on information submitted to Northeast Florida Association of REALTORS as of June 13, 2026 3:47 AM UTC . All data is deemed reliable but is not guaranteed accurate by the MLS. All information should be independently reviewed and verified for accuracy. IDX information is provided exclusively for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing."

 
 

 

 

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