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150 Central Avenue

San Mateo, FL 32187

7 beds
9 baths
4,624 sqft
~2 acre lot
$86 per sqft
1889 build
– on site

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.

Listing courtesy of NEFMLS / IHEART REALTY INC

Last checked: Checking… • Last updated Jun 5, 2025 •

MLS# 2091604 —

The Building

Year Built:

1889
New Construction:

false
Construction Materials:

Frame, Wood Siding
Development Status:

None
Architectural Style:

Victorian
Roof:

Metal
Stories:

3
Levels:

Three Or More
Basement:

None
Foundation Details:

None
Building Features:

None
Patio And Porch Features:

Covered, Front Porch, Rear Porch, Screened, Side Porch, Wrap Around
Security Features:

Smoke Detector(s)
Accessibility Features:

Accessible Approach with Ramp
Building Name:

None

Interior

Furnished:

Unfurnished
Interior Features:

Built-in Features, Entrance Foyer, Kitchen Island, Other
Flooring:

Carpet, Laminate, Tile, Wood
Fireplaces Total:

4
Fireplace:

true
Fireplace Features:

Wood Burning
Laundry Features:

Electric Dryer Hookup, Washer Hookup

Room Dimensions

Living Area:

4624.0
Living Area Units:

None
Living Area Source:

Public Records

Financial & Terms

Possession:

Negotiable

Location

Directions:

From the intersection on HWY17/SR207-Travel Southbound on HWY 17. Make a left onto HWY 100 E. Turn Left onto Central Ave. Home will be on your left at the corner of Central Ave and Old San Mateo Rd.
Cross Street:

None
Latitude:

29.60391
Longitude:

-81.581933

The Property

Parcel Number:

281027000003110000
Property Type:

Residential
Property Subtype:

Single Family Residence
Property Attached:

false
Zoning:

None
Zoning Description:

Agricultural
Lot Features:

Agricultural, Cleared, Corner Lot, Few Trees
Lot Size Acres:

2.0
Lot Size SqFt:

87120.0
Lot Size Area:

2.0
Lot Size Units:

Acres
Current Use:

Residential
Possible Use:

None
Topography:

None
View:

Trees/Woods
Fencing:

Wood
Other Structures:

Shed(s)
Additional Parcels:

No
Additional Parcels Description:

None
Road Surface Type:

Asphalt
Land Lease:

No

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Legal Description:

28/48/10/27 2.39 A PT OF GOVT LOT 3 SEC 28 & PT OF
Tax Annual Amount:

7506.1

Beds

Bedrooms Total:

7

Baths

Total Baths:

7.5
Total Baths:

9
Full Baths:

6
Three Quarter Baths:

None
Half Baths:

3
Partial Baths:

None
Quarter Baths:

None

The Listing

Virtual Tour URL Branded:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

true
Cooling:

Central Air, Wall/Window Unit(s)

Utilities

Utilities:

Cable Available, Electricity Connected, Natural Gas Connected, Water Connected
Sewer:

Septic Tank
Water Source:

Well

Appliances

Appliances:

Dishwasher, Gas Oven, Gas Range, Gas Water Heater

Schools

Elementary School District:

None
Middle Or Junior School District:

None

The Community

Subdivision Name:

Metes & Bounds
Senior Community:

false
Pool Private:

No
Waterfront:

false
Water Body Name:

None
Pets Allowed:

None
Association:

false

Parking

Garage:

true
Garage Spaces:

2.0
Attached Garage:

false
Carport:

false
Parking Total:

None
Parking Features:

Detached, Garage, RV Access/Parking

Monthly cost estimate

Asking price

$399,000

Expense	Monthly cost
Mortgage	$2,136
Taxes	$625
Insurance	$109
Utilities	$278 See report
Total	$3,148/mo.^*
	^*This is an estimate

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Sale history

Date	Event	Source	Price	% Change
6/5/25 Jun 5, 2025	Listed / Active	NEFMLS	$399,000	82.2% (9.4% / YR)
9/6/16 Sep 6, 2016		NEFMLS	$219,000
10/31/14 Oct 31, 2014	Sold	NEFMLS

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This house located in FL 32187 is currently for sale for $399,000. 150 Central Avenue is a 4,624 square foot house with 7 beds and 9 baths that has been on Estately for 14 days.

Listing Courtesy of: NEFMLS and IHEART REALTY INC.

Based on information from the NORTHEAST FLORIDA MLS 2025. All information provided is deemed reliable but is not guaranteed and should be independently verified. NEFMLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. NEFMLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law.