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 RoyalQuestions about this home?
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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
The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2026 M.L.S. of Naples, Inc. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
Displayed under License No. SL3295589.
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.
| Name | Miles | ETA |
|---|---|---|
| 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 |
| Name | Miles | ETA |
|---|---|---|
| Nearest beach access: Naples Beach at 32nd Ave. S. | 1 mi | 4 min |
| Naples Municipal Beach and Pier | 2.2 mi | 7 min |
| Lowdermilk Park | 4.2 mi | 12 min |
| Via Miramar Beach | 6.3 mi | 18 min |
| Clam Pass Park | 8.8 mi | 21 min |
| Vanderbilt Beach Park | 12 mi | 25 min |
| Delnor-Wiggins Pass State Park | 13.8 mi | 29 min |
| Barefoot Beach Preserve | 18.6 mi | 36 min |
| Bonita Beach | 18.8 mi | 36 min |
| Tigertail Beach Park | 21.2 mi | 43 min |
| Lovers Key State Park | 23.5 mi | 46 min |
| Name | Miles | ETA |
|---|---|---|
| Sugden Community Theatre | 3.3 mi | 10 min |
| Gulfshore Playhouse | 3.8 mi | 11 min |
| Artis—Naples | 8.6 mi | 20 min |
| Barbara B. Mann Performing Arts Hall | 33.8 mi | 60 min |
| Music & Arts Community Center | 37.7 mi | 55 min |
| Name | Miles | ETA |
|---|---|---|
| Cambier Park | 2.9 mi | 9 min |
| Baker Park | 4 mi | 12 min |
| Gordon River Greenway Park | 5.2 mi | 13 min |
| Naples Zoo | 5.4 mi | 15 min |
| Fred W. Coyle Freedom Park | 6 mi | 15 min |
| Sugden Regional Park | 6.3 mi | 16 min |
| Naples Botanical Garden | 6.7 mi | 17 min |
| Paradise Coast Sports Complex | 12.5 mi | 29 min |
| North Collier Regional Park | 15 mi | 33 min |
| Big Corkscrew Island Regional Park | 27.8 mi | 49 min |
| Corkscrew Swamp Sanctuary | 33.4 mi | 58 min |
| Name | Miles | ETA |
|---|---|---|
| NCH Baker Downtown | 3.8 mi | 12 min |
| Physicians Regional Collier Blvd. | 11.3 mi | 26 min |
| Physicians Regional Pine Ridge Rd. | 12.2 mi | 27 min |
| NCH North Naples Hospital | 13 mi | 28 min |
| Name | Miles | ETA |
|---|---|---|
| Naples Airport (APF) | 6.4 mi | 17 min |
| Marco Island Executive Airport (MKY) | 17.7 mi | 37 min |
| Southwest Florida International Airport (RSW) | 39.1 mi | 58 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.
Zone A Collier
The first zone ordered to evacuate, and the one called in the weakest storms.
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.
Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.
Jeffrey Waldman
REALTOR® and Owner, Naples Abodes
Call (239) 450-3763 Text (239) 450-3763
Florida License SL3295589
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