PORT ROYAL | NAPLES, FLORIDA
America’s most prestigious waterfront enclave.
Port Royal isn’t just the most exclusive neighborhood in Naples —
it is one of the most prestigious residential enclaves in the United States.
Located at the very southern tip of Naples, bordered by the Gulf of Mexico and Naples Bay, Port Royal is a private peninsula of deep-water estate homes, yacht-ready canals, and ultra-luxury, custom-built residences valued up to $150M+.
Designed by visionaries in the 1950s to emulate the glamour of the Caribbean and European Riviera, Port Royal remains the pinnacle of waterfront living.
Ultra-private. Ultra-exclusive. Zero density.
There is nothing else like Port Royal in Florida.
WHAT DEFINES PORT ROYAL
100% single-family estate homes.
No condos. No townhomes. No multifamily. Ever.
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Deep-water canals allow immediate Gulf access — no fixed bridges
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Many homes accommodate 100’–140’+ yachts
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Oversized waterfront lots (â…“–â…” acre average; some >1 acre)
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Streets intentionally quiet, private, and residential
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Underground utilities preserve unobstructed views and lush tropical canopy
Where other Naples communities “offer access,”
Port Royal offers ownership of the coastline.
REAL ESTATE STRUCTURE
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Estate homes: typically 5,000–18,000+ sq. ft.
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New construction waterfront estates: $25M – $150M+
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Non-waterfront interior estates: $8M – $18M+
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Tear-down lots regularly trade for $10M – $30M, depending on bay/canal frontage
This is a build-once, build-right, legacy-level market.
THE PORT ROYAL CLUB
The most exclusive private beach club membership in Naples.
Port Royal property ownership provides eligibility to apply for membership at the Port Royal Club, a private beachfront club offering:
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Gulf-front dining + lounges
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Private beach with dedicated attendants
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Olympic pool + cabanas
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Tennis center + pickleball (rare on the beach in Naples)
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Full social calendar — intimate, elegant, members-only events
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Concierge lifestyle services
Membership is not available to the public.
The Port Royal Club is the social nucleus of the community —
not a scene, but a sanctuary.
WATERFRONT LIFESTYLE
Port Royal was intentionally designed for people who live on the water, not just near it:
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Yacht harbor + deep canals
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Easy Gulf access (no fixed bridge limitations)
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Ability to keep your boat behind your house — a Naples rarity
Activities at your doorstep:
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Boating + yachting
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Backwater fishing + Gulf fishing
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Paddleboarding into the mangroves
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Sunset cruises along Gordon Pass
ARCHITECTURE & DESIGN
Every home is custom designed — no two properties are alike.
Architectural styles across the neighborhood include:
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Modern Coastal + Contemporary
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British West Indies
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Modern Transitional Estate
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Timeless Mediterranean + Classic Bermudan
Nearly every home features:
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Private gates + privacy hedges
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Resort-style pools + outdoor pavilions
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Summer kitchens + club-level entertaining spaces
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Detached guest houses or private quarters
Port Royal estates are built for large-scale hospitality — whether that’s a family weekend or entertaining 100 guests.
LIFESTYLE & PROXIMITY
5 minutes to 3rd Street South
7 minutes to 5th Avenue South (dining + luxury shopping)
10–12 minutes to Naples Airport (private aviation)
Nearby:
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Campiello, Sea Salt, The Continental, Le Colonial
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Naples Pier + Gulfshore Playhouse (new performing arts center)
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Artis–Naples for opera, symphony, and cultural performances
Port Royal homeowners live at the intersection of privacy + walkable luxury.
WHO LIVES HERE
Port Royal attracts:
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UHNW families acquiring a Florida tax residence
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Entrepreneurs, executives, private equity and finance leaders
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Owners of multiple global homes upgrading to a flagship property
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Buyers relocating from Palm Beach, Miami, NYC, Chicago, Boston
Average buyer profile:
$50M–$300M+ net worth, accomplished, private.
This is not a speculative investor market.
This is a legacy, multi-generational asset market.
WHY PORT ROYAL IS A BLUE-CHIP INVESTMENT
| Feature |
Port Royal Advantage |
| Density |
100% single-family estates |
| Water access |
Deep water, yacht-friendly, no bridges |
| Privacy |
Dead-end peninsula, private club, no public parking |
| Appreciation |
Among top-performing ZIP codes in U.S. ultra-luxury housing |
| Liquidity |
Demand exceeds supply for prime waterfront |
There will never be another Port Royal.
Scarcity is the moat.
WHY BUYERS CHOOSE PORT ROYAL OVER GULF SHORE BLVD / AQUALANE / OLDE NAPLES
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Waterfront + beach club + large lots (no other Naples community has all three)
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Ability to store yacht on property (not available on Gulf Shore Blvd N.)
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Greater privacy and exclusivity compared to Olde Naples / Aqualane Shores
If Naples had a “Billionaire’s Row,”
this is it.
MY VALUE AS THE AGENT
I'm not just showing houses.
I'm advising on:
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canal widths + yacht turning radius
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bridge clearance and Gulf access timing
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elevation / FEMA / building envelope
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south vs. west exposure (sunset vs. panoramic bay)
Where other agents sell Naples,
I sell strategy.
PRIVATE CONSULTATION
Confidential conversations. Discreet showings. Data-forward guidance.
Johnathan Shirey
Douglas Elliman | Naples & Miami
Luxury Coastal Specialist
