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  • $399,000

    150 CENTRAL Avenue, San Mateo, FL 32187

    7beds
    4,624sqft
    Single Family Residence
    Built in 1889
    2 Acres Lot
    $399,100 Zestimate®
    $86/sqft
    $2,408 Estimated rent

    What's special

    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.

    Zillow last checked: 7 hours ago

    Listing updated: August 15, 2025 at 01:16pm

    Listed by:

    AMIRA HIGGINBOTHAM 904-315-3175,

    IHEART REALTY INC 386-546-8571,

    CHRIS FIELDS 386-916-5002

    Bought with:

    AMIRA HIGGINBOTHAM, 3602378

    IHEART REALTY INC

    CHRIS FIELDS, BK 3087305

    Source: realMLS,MLS#: 2091604MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 7
    • Bathrooms: 9
    • Full bathrooms: 6
    • 1/2 bathrooms: 3
    Heating
    • Central
    Cooling
    • Central Air, Wall/Window Unit(s)
    Appliances
    • Included: Dishwasher, Gas Oven, Gas Range, Gas Water Heater
    • Laundry: Electric Dryer Hookup, Washer Hookup
    Features
    • Built-in Features, Entrance Foyer, Kitchen Island, Other
    • Flooring: Carpet, Laminate, Tile, Wood
    • Number of fireplaces: 4
    • Fireplace features: Wood Burning
    Interior area
    • Total interior livable area: 4,624 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Detached, Garage, RV Access/Parking
    • Garage spaces: 2
    Accessibility
    • Accessibility features: Accessible Approach with Ramp
    Features
    • Levels: Three Or More
    • Stories: 3
    • Patio & porch: Covered, Front Porch, Rear Porch, Screened, Side Porch, Wrap Around
    • Fencing: Wood
    • Has view: Yes
    • View description: Trees/Woods
    Lot
    • Size: 2 Acres
    • Features: Agricultural, Cleared, Corner Lot, Few Trees
    Details
    • Additional structures: Shed(s)
    • Parcel number: 281027000003110000
    • Zoning description: Agricultural

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Victorian
    • Property subtype: Single Family Residence
    Materials
    • Frame, Wood Siding
    • Roof: Metal
    Condition
    • New construction: No
    • Year built: 1889

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well
    • Utilities for property: Cable Available, Electricity Connected, Natural Gas Connected, Water Connected

    Community & neighborhood

    Security
    • Security features: Smoke Detector(s)
    Location
    • Region: San Mateo
    • Subdivision: Metes & Bounds

    Other

    Other facts
    • Listing terms: Cash,Conventional
    • Road surface type: Asphalt
    Services availability