Port Royal Naples Florida just may be one of the finest communities in the world. This ultimate waterfront real estate community features just over 500 estates. Port Royal is bordered on the west by the Gulf of Mexico, where homeowners can enjoy the sandy beaches and tranquil sunsets. Canals and the Naples Bay border the other homesites where many a yacht and sailboats are kept for easy access from home to the gulf.

The Port Royal Club was established in 1959 for the enjoyment of all Port Royal residents, their families, and guests. (Port Royal property ownership is required for membership.)

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Welcome To Port Royal | Tour Naples Most Exclusive Homes!

$271,000,000
226009175 MLS
Gordon Pointe. The most unique, exceptional offering in Florida, and quite possibly the entire United States. The capstone of the storied Gordon Drive in Port Royal, Naples FL. Located on the southern tip and consisting of 3 residences, Gordon Pointe encompasses over 9 acres offering 722' of pristine, white sand beach. A true peninsula, this legacy estate offers both protected harbor with its' one-of-a-kind, private 231', deep water yacht basin, additional 111' foot floating t-dock, captivating Naples Bay views, and absolutely stunning vistas of the Gulf of America. Anchored in place and moored in legacy, Gordon Pointe possesses a rare combination of scale, privacy, and protected harbor. A once in a generation opportunity to acquire the ultimate estate.

100 Bay RD, Naples
$195,000,000
226014932 MLS
Gordon Pointe. The most unique, exceptional offering in Florida, and quite possibly the entire United States. The capstone of the storied Gordon Drive in Port Royal, Naples FL. Located on the southern tip of Gordon Drive, 100 and 104 Bay Rd encompasses over 5 acres offering 722' of pristine, white sand beach. This legacy, beachfront estate offers the option of protected harbor in the 231' Yacht Basin, captivating Naples Bay views, and absolutely stunning vistas of the Gulf of America. Anchored in place and moored in legacy, Gordon Pointe possesses a rare combination of scale, privacy, and protected harbor. A once in a generation opportunity to acquire the ultimate estate.

100 & 104 Bay RD, Naples
$59,995,000
6 Beds ⋅ 9.5 Baths ⋅ 226005171 MLS
VIV Homes and Kukk Architecture present a truly awe-inspiring Legacy residence at the pinnacle of Port Royal luxury living. Set on an extraordinary oversized lot-and-a-half parcel with commanding, wide water vistas across Naples Bay, this rare homesite allows for an expansive architectural footprint, a gated entry, and one of the largest resort-style pool complexes in all of Naples, along with a substantial rear yard along the waterfront. The residence offers over 13,000 square feet of air-conditioned living space, featuring six bedrooms plus a study and exercise room, seven full and three half baths, a five-car garage, upper lounge, and two distinct pools and spas. Every element reflects uncompromising quality, from full concrete construction and slate roofing with copper gutters to limestone cladding, a grand entry fountain, and meticulously hand-selected natural stone finishes throughout. Interior refinements include bespoke Ruffino cabinetry, Poliform Italian-crafted closets, Legno Bastone wide-plank oak flooring, Cristallo quartzite countertops, a sophisticated bar, a formal dining room with a dramatic back-lit quartzite wine wall, and a dedicated wine room. Outdoor living is nothing short of extraordinary, offering resort caliber amenities with a fully equipped kitchen featuring grill and Evo, Renson motorized trellis, swim-up bar, five Tuuci umbrellas, and three outdoor fire features, including a striking sunken fire pit within the 90’ X 39’ main pool. A truly once-in-a-lifetime opportunity to own one of Port Royal’s most exceptional newly constructed estates. Expected completion December 2026.

1857 Galleon DR, Naples
$49,950,000
223062658 MLS
Commanding one of the most extraordinary settings in all of Naples, this once-in-a-lifetime waterfront offering spans nearly 270 feet of pristine beachfront along the Gulf of America with breathtaking views of Gordon Pass. Positioned on the coveted southern tip of Gordon Drive, among Port Royal's most distinguished estates, this exceptionally rare homesite represents the pinnacle of luxury coastal living. Nestled far from the nearest public beach access, the property offers an unrivaled sense of privacy, serenity, and exclusivity. Preliminary plans for a world-class legacy estate—an architectural magnum opus—have been masterfully envisioned by nationally acclaimed Randy Stofft of Stofft Cooney Architects, providing an extraordinary opportunity to create one of Naples' most iconic residences. Expansive vistas showcase the shimmering waters of the Gulf of America, the ever-changing activity of Gordon Pass, and an abundance of dolphins, manatees, and coastal wildlife from nearly every vantage point. Every sunrise, sunset, and sea breeze becomes part of an unparalleled waterfront lifestyle defined by elegance and distinction. As an added privilege, the property is eligible for Resident Membership at the prestigious, newly built $100M Port Royal Club, offering exclusive access to one of the nation's most celebrated private beachfront clubs. This is an exceptionally rare opportunity to build a legacy estate in one of the most coveted and prestigious waterfront enclaves in the world.

4550 GORDON DR, Naples
$41,500,000
6 Beds ⋅ 8.5 Baths ⋅ 226008320 MLS
Experience a rare opportunity to own a spectacular new construction estate in Port Royal, timed for completion alongside the highly anticipated new Port Royal Club. Perfectly positioned at the end of a quiet cul-de-sac, this exceptional property captures sweeping, wide-water western views over private Buccaneer Bay — offering breathtaking sunsets and 179 feet of total water frontage. Built to today’s highest construction standards, this architectural masterpiece is being constructed by Toscana Homes, with plans thoughtfully designed by Stofft Cooney Architects and interiors curated by Carrie Brigham Design. Every element reflects superior craftsmanship, timeless design, and refined coastal luxury. The first floor is a true entertainer’s dream, where every room enjoys stunning water views and seamless indoor-outdoor living. Two spacious living rooms, an elegant dining room flanked by a walk-in wine cellar and full bar, and expansive glass openings create a setting designed for both grand entertaining and relaxed waterfront living. The gourmet kitchen is outfitted with Wolf and Sub-Zero appliances, custom Soho cabinetry, and a fully equipped walk-in prep kitchen to accommodate catered events or everyday ease. The primary suite is a private sanctuary, offering tranquil bay views and a spa-inspired bath featuring separate his-and-her bathrooms connected by an oversized walk-in shower, along with two generous walk-in closets. An additional guest suite and an expansive club room are also located on the main level — each overlooking the pool and sparkling bay beyond. Upstairs, four spacious en-suite guest bedrooms provide ultimate privacy and comfort. A second-level lounge offers a welcoming retreat for family and guests, complemented by a fully equipped fitness room and built-in sauna for a true resort-style experience. New construction opportunities with wide-water western exposure are exceedingly rare in Port Royal. Completion is anticipated for the end of 2026, with immediate Port Royal Club eligibility upon purchase — presenting a unique chance to secure both a legacy property and premier club access in one of the country's most prestigious waterfront communities.

3696 NELSONS WALK, Naples
$39,750,000
5 Beds ⋅ 6.5 Baths ⋅ 226019200 MLS
Welcome to The Sanctuary, a bespoke architectural masterpiece by Mark J. Leonardi, brought to life by A. Vernon Allen Builders. This nearly 8,600-square-foot waterfront estate showcases exceptional detail and craftsmanship, from its slate roof and copper gutters to natural stone accents and exquisite landscaping. Passing through the gates, reflection pools frame the forecourt, setting the tone for a serene experience. Inside, gentle light filters through vertical Tischler windows onto Portuguese limestone floors, illuminating curated interior vignettes. Designed as seven pavilions connected by glass-lined passageways, the home flows with discovery and intention. Floating walls eliminate the need for baseboards, enhancing a sense of weightlessness and architectural clarity. The layout weaves around private gardens, water features, and tranquil courtyards across a spacious lot and a half site. Each transition, from stone to glass, interior to exterior, is seamless and mindful. Clean lines, hidden storage, and a soft material palette create a calm, spa-like ambiance. Whether relaxing beside the palm-framed pool or walking the meditative halls, The Sanctuary is more than a home, it’s a retreat for the senses, designed to center, soothe, and restore. Eligible for immediate Port Royal Club membership to enjoy what will be the premier beach club in America.

3655 Fort Charles DR, Naples
$39,000,000
5 Beds ⋅ 5.5 Baths ⋅ 225002679 MLS
With sweeping, unobstructed views of the beach, this custom-built masterpiece represents a rare opportunity to own an unparalleled beachfront retreat all viewed from the first living level at 20 feet above. Positioned on 135 feet of prime Gulf frontage, this 2015-built property offers breathtaking panoramic vistas that are simply unmatched. Designed to maximize outdoor enjoyment, the residence features a beautiful wrap around porch and an expansive ground-level backyard, perfectly suited for embracing Naples' coveted lifestyle. Inside, the open floor plan with main living area on the second floor showcases soaring ceilings, elegant hardwood floors, and a fresh, coastal aesthetic. The gourmet kitchen, equipped with premium appliances and sleek countertops, flows seamlessly into the spacious living area, offering uninterrupted Gulf views—the true centerpiece of the home! Additional highlights include impact-resistant windows and doors, a wraparound seawall, an elevator, three fireplaces, and an expansive garage accommodating eight or more vehicles. New Aluminum roof as of June 2026! Ideally situated just minutes from Naples' world-renowned dining, shopping, and cultural attractions, and eligible for Port Royal Associate Membership, this property sets the standard for beachfront luxury living. Walking distance to the Port Royal Club opening 2026!

40 32nd AVE S, Naples
$38,500,000
6 Beds ⋅ 7.5 Baths ⋅ 226003650 MLS
Commanding 268 feet of prime Naples Bay frontage and situated on one of Port Royal’s most admired parcels, this iconic Port Royal residence represents an enduring legacy of architectural distinction and waterfront allure. The spectacular six bedroom, eight bath residence encompasses more than 11,000 square feet of living space, thoughtfully designed to capture panoramic water views from nearly every room. Built in 2005, the home reflects a bespoke blend of Georgian Colonial architecture with Caribbean and Palm Beach influences, resulting in a refined, timeless aesthetic. The residence features a dramatic two-story staircase, gourmet kitchen, formal and casual living and dining spaces, main-floor primary suite and study, elevator, and private theater. Wine storage, a wet bar, and seamless indoor-outdoor flow further enhance the home, with each detail curated to elevate both daily living and entertaining. A guest wing offers independent living with two bedrooms, full kitchen, great room, and private entrance, making it well suited for flexible use or extended visits. Outdoors, the estate’s scale and setting are unparalleled, offering remarkable amenities including a courtyard-style motor court, expansive lanai, outdoor kitchen, ample green space, and a resort-style disappearing-edge pool that blends seamlessly with the horizon of Naples Bay. Completing the waterfront lifestyle is a 93-foot boat dock with direct Gulf access. This celebrated estate presents enduring distinction in one of Naples’ most sought-after waterfront enclaves, with immediate eligibility for Port Royal Club resident membership.

1975 Galleon DR, Naples
$36,500,000
5 Beds ⋅ 6.5 Baths ⋅ 226016944 MLS
An exceptionally rare lot and one-half with one of the most spectacular panoramic views in all of Port Royal. this exceptional waterfront estate offers 147 feet along one of the area’s deepest yacht basins, on no-wake waterfront with bay views —ideal for serious boating enthusiasts. The residence features 5 spacious bedrooms, each with its own ensuite bath, along with two additional half baths for guests. Designed for both comfort and entertaining, the home includes a private study, a dedicated media room, and expansive living spaces filled with natural light. Car collectors will appreciate the four-bay garage, thoughtfully designed with lift capabilities to maximize capacity. Owners are eligible for membership to the exclusive Port Royal Club and Cutlass Cove Beach Club, offering access to one of Naples’ most private beachfront experiences. This is a unique opportunity to own a premier property combining scale, location, and deep-water access in one of Naples’ most sought-after communities.

4253 Cutlass LN, Naples
$35,000,000
226014934 MLS
Gordon Pointe. The most unique, exceptional offering in Florida, and quite possibly the entire United States. The capstone of the storied Gordon Drive in Port Royal, Naples FL. Located on the southern tip 210 and 220 Bay Road present an incredible building opportunity, with 2 acres of ground, the ability to have protected harbor in the private 231' Yacht Basin, captivating Naples Bay views, and beautiful vistas of the Gulf of America. This property has no equal in the marketplace. Anchored in place and moored in legacy, Gordon Pointe possesses a rare combination of scale, privacy, and protected harbor. A once in a generation opportunity to acquire the ultimate estate.

210 & 220 Bay RD, Naples
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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.