Coastal Key

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

$89,995,000

225075672 MLS

A once-in-a-generation opportunity in the heart of Aqualane Shores. Encompassing nearly 4 acres across 7 contiguous lots, this extraordinary waterfront assemblage offers an unmatched 858 feet of continuous water frontage along a deepwater canal and Naples Bay. A true rarity in Naples, it combines panoramic bay views, direct Gulf access with no bridges, and three grandfathered-in boathouses - making it both a boater’s paradise and a developer’s dream. The site is nearly cleared and ready for transformation, presenting the perfect canvas for a world-class private compound or multiple luxury estates. Situated just moments from the beach and Naples’ iconic Third Street South, this is among the largest and most significant land offerings ever presented in Aqualane Shores. A legacy property of rare scale and potential.

820 Jamaica LN, Naples

$89,000,000

224076721 MLS

You’ve earned it. Now enjoy it in paradise. Sit back on your tropical loggia listening to the surf, with dolphins cavorting just a few yards off the beach. Miles of beautiful white sand stretch away in both directions. Watch glorious sunsets that seem exclusive to Naples, Florida. With an average winter temperature in the low 70s, it is near perfect. The number one destination in the US. You have found the ultimate jewel; the only remaining entire city block on the beach. Nearly 3 acres on the Paradise Coast. This property has been maintained by the owner organically without pesticides for decades. Located a short 3 minute stroll to the world class shopping and restaurants of the historic 3rd Street South, a property like this comes only once in a lifetime; a unicorn. An incredible opportunity!

20 14th AVE S, 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

$50,000,000

6 Beds ⋅ 7.5 Baths ⋅ 224019733 MLS ⋅ Rosewood Residences Naples BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. A True One-of-a-kind Penthouse. Located on Naples Miracle Mile on 5 pristine acres of direct beachfront, Rosewood Residences Naples offers a collection of 42 stylized, artful, customizable residences with unobstructed Gulf of Mexico views. Floor Plans vary from 4,226 to 9,673 square feet of living space, ceilings heights up to 11’6” to 12’6” and each offers expansive sunset terraces. Sophisticated design by MHK Architecture. Elegant and elevated interior design by Lillian Wu Studio, NYC. Managed by Rosewood Hotels and Resorts, the leading global lifestyle and hospitality management group known for their one-of-a-kind luxury hotels, resorts, and residences in 21 Countries. 24/7 concierge, security and valet. Exceptional indoor and outdoor facilities offer an intimate, private club atmosphere. Private, Resident only, waterfront dining, world-class fitness center with options for private training & yoga, sun deck, 75-ft zero-edge lap pool, resort-style pool, pool shelf chaises, poolside cabanas, day beds, multiple spas and firepits, and bocce courts. Towel, food & beverage service. Cold jet showers, sauna & steam room & private massage/treatment rooms. Soc. lounge, game room, 3 guest suites. Beach chair and umbrella service. Outdoor pursuits program including kayaking & Stand Up Paddle boards. Bicycle storage. Association-owned Residents use street legal golf carts. Residence features and Finishes include Expansive kitchen: Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets. Summer kitchen with gas grill. Separate service galley with washer, dryer, sink, refrigerator/freezer, microwave, oven, dishwasher.

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

$44,000,000

6 Beds ⋅ 4 Baths ⋅ 224039753 MLS

No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! Experience the pinnacle of seaside luxury at this exceptional estate located in distinguished Olde Naples, where direct access to the pristine Gulf of Mexico beach defines an elite living experience. This property, with a commanding presence and western exposure, offers awe-inspiring sunsets that paint the sky, visible from nearly every vantage point of this meticulous residence. Crafted with an uncompromising attention to detail, the estate unfolds over a sprawling single-story layout designed for the most discerning tastes. The expansive grounds are meticulously landscaped to ensure privacy while providing panoramic views of the Gulf’s turquoise waters. Inside, the residence features a strategically positioned dining area adjacent to a state-of-the-art kitchen. This space boasts picturesque windows that not only illuminate the interiors with natural light but also offer breathtaking ocean views, making every dining experience a scenic indulgence. Above the three-car garage lies a beautifully appointed guest suite, which doubles as a tranquil yoga fitness room with yoga walls and swings. This space is enhanced with a luxurious steam shower, offering a private retreat for relaxation and rejuvenation, all while enjoying elevated views of the coastal surroundings. There are also ocean kayaks and paddle boards for your enjoyment. This estate’s prime location in Olde Naples places it within close proximity to the iconic Naples Pier and the vibrant array of upscale shopping and dining options. The affluent lifestyle offered by this area is unparalleled, making it a coveted destination for those seeking exclusivity and convenience in a beachfront setting. 71 18th Ave S is more than just a home; it is a statement of luxury and an invitation to enjoy a life of opulence and serene beauty. With its direct beach access and sumptuous amenities, this estate is a rare jewel in Naples’ prestigious real estate market, crafted for the most prestigious buyers seeking a sanctuary of the highest caliber. Walking distance to famous 5th Ave and Third Street where you can enjoy the fine dining, boutique and antique stores, performing arts, car shows, art fairs right on 5th Ave, free concerts at Cambier Park, all of it just steps away.

71 18th AVE S, 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