3565 Fort Charles Dr., Naples, FL 34102 – #225030769

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3565 Fort Charles Dr., Naples, FL 34102

$22,000,000 Sold

Beds
6
Baths
6 + 3 half
Sq Ft
8,960
Built
2006

MLS# 225030769 Listed at $29,500,000 Sold August 5, 2025

Fees & taxes

Seller’s 2024 taxes
$86,594

Community

Port Royal

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Listing description

Perched on one and a quarter lots, tucked behind private gates, and framed by bright bougainvillea, this remarkable residence exudes traditional refinement with an unmatched pedigree and picturesque locale. The sophisticated 8,960 sq. ft. estate underwent a complete and comprehensive renovation throughout and offers glistening water vistas of Smuggler's Bay as a focal point from each living space that seamlessly transitions from one to the next. In total, the main residence is comprised of four stately bedroom suites, a whimsical bunkroom with private adjacent bathroom, a handsome study outfitted in rich woods, two half bathrooms, a guest house with private ingress and egress, as well as a three-bay garage. A secondary catering kitchen provides additional convenience for entertaining. Tucked away offering the utmost in privacy, the master retreat offers sweeping vistas from both the bedroom and sun-drenched reading room, and is complete with morning bar and a truly opulent bathroom with intricate marble inlays and millwork. Notwithstanding the copious features within, the exterior living environs are a sanctuary enveloped in lush tropical landscape and offer multiple covered terraces set for enjoyment, an outdoor kitchen, as well as a heated pool, spa, and sunshelf backdropped by tranquil water views. Located in Naples' most esteemed community, this residence also touts an immediate Primary Port Royal Membership.

Property details

Building & ownership

Ownership
Single Family
Furnishings
Furnished
Building style
Two Story, Single Family
Floor plan
Split Bedrooms, 2 Story
Construction
Concrete Block, Stone, Stucco
Roof
Slate
Lot size
0.6 acres
Lot description
Oversize

Interior

Features
Bar, Built-In Cabinets, Coffered Ceiling(s), Custom Mirrors, Foyer, French Doors, Laundry Tub, Pantry, Wired for Sound, Walk-In Closet(s), Wet Bar
Flooring
Tile, Wood
Cooling
Ceiling Fan(s), Central Electric, Zoned
Bedroom details
Master BR Ground, Master BR Sitting Area, Split Bedrooms
Additional rooms
Balcony, Den - Study, Family Room, Florida Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Loft

Kitchen & dining

Kitchen
Gas Available, Island, Pantry, Walk-In Pantry
Appliances
Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Grill - Gas, Microwave, Pot Filler, Range, Refrigerator/Freezer, Self Cleaning Oven, Washer, Wine Cooler
Dining
Breakfast Bar, Breakfast Room, Eat-in Kitchen, Formal

Outdoor & view

View
Bay, Water
Rear exposure
East
Exterior
Dock Deeded, Dock Included, Balcony, Built In Grill, Outdoor Kitchen
Storm protection
Impact Resistant Doors, Impact Resistant Windows

Parking

Garage
Yes
Car port
No
Spots
3
Description
Driveway Paved, Attached

Pool & spa

Private pool
Yes
Private spa
Yes
Pool description
Below Ground, Concrete, Custom Upgrades, Equipment Stays, Gas Heat
Spa description
Below Ground, Concrete, Equipment Stays, Heated Gas

Waterfront

Waterfront
Yes
Description
Basin, Bay
Gulf access
Yes
Gulf access type
No Bridge(s)/Water Direct
Canal
Canal Width 200+
Boat / dock
Dock Deeded, Dock Included

Community amenities

Elevator
Private
Security
Security System, Smoke Detector(s)

What the fees cover

Maintenance
None

Pets & leasing

Pets allowed
Yes
Restrictions
Deeded

Additional details

Parcel number
16960880008
Potential short sale
No

Listing last updated August 12, 2025

Listing courtesy of John R Wood Properties · 239-261-6622

Destinations & driving times from 3565 Fort Charles Dr

Every destination named here is described in the Destinations chapter of the 2027 Naples Buyer’s Guide.

Driving times are estimated from this home’s location, using OpenStreetMap road data.

Dining & Shopping near 3565 Fort Charles Dr., Naples, FL 34102 – #225030769, by driving distance
NameMilesETA
Third Street South 2 mi 6 min
Fifth Avenue South 3.2 mi 10 min
Coastland Center 5.7 mi 15 min
Venetian Village 7.6 mi 18 min
Waterside Shops 8.3 mi 20 min
Mercato 11.1 mi 24 min
Galleria Shoppes at Vanderbilt 11.8 mi 26 min
Coconut Point 21.6 mi 39 min
Miromar Outlets 28.5 mi 45 min
Gulf Coast Town Center 32.9 mi 49 min

Flood zones & evacuation

Two different things, measured by two different agencies. Evacuation zones are about storm surge and who leaves first. Flood zones are FEMA’s insurance rating, and they vary from home to home.

Hurricane evacuation zone

Zone A Collier

The first zone ordered to evacuate, and the one called in the weakest storms.

Called firstCalled last
FEMA flood zone

Zone AE

1% annual chance, with a set base flood elevation

The lot is inside a Special Flood Hazard Area, where a federally backed mortgage requires flood insurance.

FEMA flood maps and Collier County Emergency Management. A revised Collier County flood map is in preparation and may change these zones.

A starting point, not a determination. Your lender will require its own flood zone determination before closing, and your insurer will normally require an elevation certificate — a surveyor’s measurement of how high the building actually sits — before quoting. Those documents govern; this does not replace either. Zones can also be amended individually through FEMA.

Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.

Flood zones across Port Royal

Jeffrey Waldman

Jeffrey Waldman

REALTOR® and Owner, Naples Abodes

Call (239) 450-3763 Text (239) 450-3763

Florida License SL3295589

“…very professional, friendly and knowledgeable.”
Kim & Khanh Bui

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