Set within the prestigious enclave of Port Royal, this extraordinary waterfront estate delivers panoramic bay views, deep-water yacht access, and an unparalleled lifestyle in one of Florida’s most coveted luxury communities. Priced at USD $36.5 million, the residence combines timeless elegance with world-class amenities, offering a rare opportunity to own a significant piece of Naples real estate.
A Landmark Address in Port Royal
Luxury waterfront living reaches new heights at 4253 Cutlass Lane, an exceptional estate positioned on a rare lot and a half within Naples’ exclusive Port Royal neighbourhood. Renowned as one of the most prestigious residential communities in the United States, Port Royal attracts discerning buyers seeking privacy, prestige, and direct access to the Gulf of Mexico.
This remarkable property commands one of the most spectacular panoramic bay vistas in the area, creating an ever-changing backdrop of sparkling water, passing yachts, and breathtaking sunsets. Its prime location places residents within minutes of Naples’ celebrated dining, shopping, and cultural attractions while maintaining the tranquillity of a private waterfront retreat.
Designed for the Yachting Lifestyle
One of the estate’s defining features is its impressive 147 feet of waterfront frontage along one of Port Royal’s deepest yacht basins. Situated on protected no-wake waters, the property provides an ideal environment for serious boating enthusiasts and yacht owners.
Deep-water access allows for seamless navigation to the Gulf, while the expansive frontage offers ample space for accommodating substantial vessels. In a market where premium dockage is increasingly scarce, the estate’s boating credentials elevate it into a category of its own.
For those who view the water as an extension of their lifestyle, this property delivers an exceptional level of convenience and exclusivity.
Elegant Living Across Every Space
Designed with both comfort and entertaining in mind, the residence offers an impressive balance of grand-scale living and intimate retreats. Expansive interiors are flooded with natural light thanks to large windows and carefully considered positioning that maximises the spectacular waterfront outlook.
The home features five generously proportioned bedrooms, each complete with its own ensuite bathroom, creating a luxurious and private experience for family members and guests alike. Two additional powder rooms provide convenience for entertaining on a larger scale.
Every room has been thoughtfully designed to capture views and create a seamless connection between the indoor and outdoor environments, enhancing the sense of openness and sophistication throughout the residence.
Spaces for Work, Entertainment and Relaxation
Modern luxury homes must cater to every aspect of contemporary living, and this Port Royal estate excels in that regard.
A dedicated private study provides a quiet and refined setting for business, reading, or creative pursuits. Whether used as a home office or personal library, the space offers flexibility and privacy without sacrificing style.
The residence also includes a dedicated media room designed for immersive entertainment. From private film screenings to sporting events and family gatherings, the space serves as a sophisticated destination for relaxation and recreation.
These specialised rooms complement the home’s expansive living and entertaining areas, ensuring every lifestyle need is accommodated with ease.
A Collector’s Dream Garage
Automotive enthusiasts will find much to admire within the property’s impressive four-bay garage.
Thoughtfully designed with lift capabilities, the garage offers the potential to significantly expand vehicle storage while maintaining accessibility and presentation. For collectors of luxury automobiles, sports cars, or specialty vehicles, this feature transforms the garage into a showcase worthy of the residence itself.
As luxury buyers increasingly seek homes that cater to their passions, dedicated automotive facilities have become an important hallmark of elite real estate. This estate delivers that capability without compromise.
Resort-Inspired Outdoor Living
The outdoor spaces are equally captivating. Designed to embrace the waterfront setting, the estate features a luxurious swimming pool surrounded by expansive entertaining areas that encourage year-round enjoyment of Florida’s enviable climate.
Whether hosting sunset cocktails, intimate family gatherings, or large-scale celebrations, the outdoor environment provides a spectacular setting framed by uninterrupted bay views.
The seamless integration of indoor and outdoor living creates a relaxed elegance that defines the finest coastal residences.
Exclusive Membership Privileges
Ownership extends beyond the property itself through eligibility for membership at both the prestigious Port Royal Club and the Cutlass Cove Beach Club.
These exclusive private clubs provide access to some of Naples’ most sought-after amenities, including pristine beachfront facilities, dining experiences, social events, and recreational opportunities reserved for a select membership base.
Such privileges enhance the lifestyle offering and reinforce the estate’s position within one of the most exclusive residential communities in the country.
A Rare Opportunity in Florida Luxury Real Estate
Properties of this calibre rarely become available, particularly those combining expansive waterfront frontage, deep-water yacht access, panoramic views, and membership opportunities within Port Royal.
At USD $36.5 million, the estate represents more than a luxury residence. It is a lifestyle investment that captures the essence of Naples’ most prestigious waterfront living.
For buyers seeking scale, privacy, boating access, and exceptional amenities in one of America’s most desirable coastal destinations, 4253 Cutlass Lane stands as a truly extraordinary offering. Balancing elegance, functionality, and exclusivity, it represents the very best of luxury real estate on Florida’s Gulf Coast.
Written By: Lydia Kelly
Published: 24th June 2026