Gordon Pointe Naples: The Most Iconic Waterfront Estate in Port Royal

Gordon Pointe Naples: The Most Iconic Waterfront Estate in Port Royal

A Once-in-a-Generation Offering at the Gateway to Naples

There are luxury properties — and then there is Gordon Pointe.

Situated at the Gordon Pass inlet, at the convergence of the Gulf of Mexico and Naples Bay, Gordon Pointe stands as one of the most iconic and irreplaceable estates ever offered in Port Royal, Naples’ most prestigious waterfront enclave. This is not simply a home; it is a landmark property that defines exclusivity, scale, and legacy ownership.

Now represented by Gulf Coast International Properties, Gordon Pointe presents a rare opportunity to acquire a singular waterfront compound in one of the most supply-constrained ultra-luxury markets in the United States.

Unmatched Waterfront Position at Gordon Pass

What makes Gordon Pointe extraordinary begins with its location and sheer magnitude of shoreline control — an attribute that is virtually impossible to replicate anywhere in Naples.

Positioned at the mouth of Gordon Pass, the estate commands:

• Immediate access to the Gulf of Mexico

• Protected deep-water docking

• Expansive frontage along Naples Bay

• Open-water views that simply do not exist elsewhere in Port Royal

The Gulf-facing portion of the property alone offers approximately 752 feet of direct Gulf frontage, placing Gordon Pointe in an ultra-rare category of shoreline ownership on its own. When factoring in the additional five parcels that comprise the full compound, the estate encompasses approximately another 946 feet of water frontage, creating a cumulative scale of waterfront exposure that is virtually unheard of in modern luxury offerings.

This convergence of Gulf, bay, and inlet frontage is irreplaceable. No future development can replicate this positioning or this magnitude of shoreline control. The estate enjoys the rare combination of sunset views, yacht access, panoramic water vistas, and total privacy, all within minutes of Fifth Avenue South and downtown Naples.

A Private Waterfront Compound of Extraordinary Scale

Gordon Pointe is best described as a private waterfront compound, offering flexibility and scale rarely found in Naples real estate — even at the highest price points.

The property encompasses:

• Multiple waterfront structures

• Extensive dockage suitable for large yachts

• Gated entry and perimeter privacy

• Lush mature tropical landscaping

• Multiple parcels forming a cohesive estate footprint

This layout allows for exceptional versatility — whether preserved as a generational family estate, utilized as a luxury compound, or reimagined architecturally for the future.

Parcel Composition & Address Footprint

Gordon Pointe’s extraordinary scale is further defined by its multi-parcel composition, forming one of the most substantial contiguous waterfront footprints in Port Royal. The estate is comprised of six individual addresses that collectively create the compound:

• 100 Bay Road – The primary and largest Gulf-front parcel offering approximately 752 feet of direct Gulf frontage

• 104 Bay Road

• 210 Bay Road

• 220 Bay Road

• 230 Bay Road

• 240 Bay Road

Together, these adjoining parcels contribute approximately 946 additional feet of water frontage along Naples Bay and protected waterways, resulting in a cumulative shoreline presence that is virtually unparalleled in modern luxury real estate offerings. The configuration provides not only scale, but flexibility — allowing for preservation as a singular legacy estate or future architectural re-envisioning while maintaining extraordinary water access and privacy.

Port Royal: Naples’ Most Coveted Address

Port Royal is widely regarded as the pinnacle of Naples luxury real estate. Home to the city’s most significant estates, it offers:

• Eligibility for Port Royal Club membership

• Wide deep-water canals and Gulf frontage

• Strict architectural controls preserving long-term value

• A legacy ownership profile that includes multi-generational families and global business leaders

Within Port Royal, Gordon Pointe sits apart — not merely as another estate, but as one of the most recognizable and significant properties in the entire neighborhood due to its inlet positioning and unparalleled water frontage.

A Rare Development or Legacy Opportunity

While Gordon Pointe exists today as a remarkable waterfront estate, it also presents an extraordinary future-forward opportunity.

For the right buyer, the property allows for:

• Preservation of a historic Naples landmark

• Creation of a modern architectural masterpiece

• Development of a multi-structure family compound

• Long-term land banking of irreplaceable shoreline

Opportunities of this caliber trade infrequently — and when they do, they often define entire market cycles.

Market Context: Why Gordon Pointe Matters Now

Ultra-prime waterfront properties in Naples — particularly those with direct Gulf access and extensive frontage — have experienced intensifying demand from:

• Ultra-high-net-worth families

• Business owners seeking tax-advantaged residency

• International buyers consolidating assets into tangible legacy real estate

• Families prioritizing privacy, scale, and irreplaceability

Unlike conventional luxury listings, Gordon Pointe does not compete on price-per-square-foot metrics. It exists in a category of one, where scarcity, frontage length, and geographic positioning are the defining value drivers.

Represented by Gulf Coast International Properties

Gordon Pointe is represented by Gulf Coast International Properties, the premier brokerage for Port Royal and Naples luxury real estate. GCIP’s market leadership, discretion, and proven track record with legacy estates position this offering appropriately on a global stage.

Final Thoughts

Gordon Pointe is not a home that will be replaced.
It is a property that will be remembered.

For buyers seeking a true landmark estate, immediate Gulf access, extraordinary water frontage, and a position at the absolute forefront of Naples luxury, Gordon Pointe stands alone.

For private inquiries, additional details, or to discuss the broader Port Royal luxury market, I welcome the opportunity to connect and provide tailored insight.

Johnathan Shirey, PA
Luxury Real Estate Advisor
Naples, Florida
Gulf Coast International Properties