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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!
#224076721

NAPLES

20 14th AVE S

None Beds

None Baths

4,822 Sq.Ft.

$89,000,000

MLS#: 224076721

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 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.
#225075672

NAPLES

820 Jamaica LN

None Beds

None Baths

4.08 acres

$79,990,000

MLS#: 225075672

H.15240 - Beachfront luxury and the ultimate family compound never before on the market. Over 303 feet of gorgeous white sand beach of the Gulf of Mexico, boasting 3.98 lushly landscaped acres w/3 separate homes, & potential to subdivide this gated, tropical paradise. The Main home, Guest Home and Caretaker's Cottage. Breathtaking, unobstructed, westerly, forever views of the Gulf and sunsets. Exquisite finishes & materials imported from all over the world. The finest fixtures & unsurpassed craftsmanship, chef’s kitchen, luxurious first floor master suite, huge his/her closets w/built-ins, custom millwork, moldings, cabinetry and plaster throughout. Gulf side pool and spa. A 5-bay collector's garage. Full brochure available for extensive list of top quality features. Classic European estate, known as Villa Vista for its endless views. Eligible for Port Royal Club membership to enjoy the finest private club experience w/world-class dining, pristine beach w/club services, beachside pool, fitness, tennis, and spa facilities. Escape to paradise and bring the whole family!
#219077095

NAPLES

2700 Gordon DR

6 Beds

6 Baths

11,511 Sq.Ft.

$65,000,000

MLS#: 219077095

The original owners of this estate chose a Lowcountry style home architecture, one of the most distinctive elements of South Carolina and Georgia developed in the late 1700’s. It is still considered today to be the most efficient design for hot subtropical climates and coastal areas. These designs are typically elevated with raised first floors, inviting porches to enjoy the outdoors in the shade, underfloor spaces with lattice for storage/ parking, hipped roofs, columns/pillars, widow’s walks, large windows and doors that allow a cooling breeze to flow through. The finest team of craftsmen were assembled to create this breathtaking vision whose true success lies in its welcoming Presidents, huge charity events, casual family gatherings and private contemplation, all with the same grace and charm. An enchanting setting through ornate gates opens to stands of palm trees, verdant lawns and privacy hedges surrounding the main home, multiple guest facilities, pool, pool house, various garages and service buildings, and even your own ‘secret garden’.
#216026725

NAPLES

2500 Gordon DR

6 Beds

7 Baths

10,825 Sq.Ft.

$60,900,000

MLS#: 216026725

If you are a true Floridian, in spirit, the land upon which you live is as important as the home in which you live.
The home at 4296 Cutlass Lane was built in 2017, on one of the most spectacular assemblages of property in all of Port Royal. The home is located along approximately 363 feet of tranquil Cutlass Cove waterfront (per plat and/or deed) with rare and highly sought after southwest exposure. Cutlass Cove is the picturesque area where the first phase of Port Royal was understandably launched. In close proximity, by boat, to Gordon Pass and the Gulf or the inland estuarine waterways, it remains one of the most engaging locations in all of Naples. With membership eligibility to the renowned Port Royal Club, offering world-class amenities including beachfront dining, remarkable fitness center and tennis complex, the residents of Cutlass Cove also have the exclusive eligibility to join the Cutlass Cove Beach Club – a pristine estate-sized beachfront property conveniently located just moments away – situated along one of the quietest sections of Naples’ sugar sand beaches. The residence, in the Contemporary Island Tropical vernacular, was creatively designed by Kukk Architecture & Design, P.A., and was expertly constructed by The Williams Group, Inc. with fastidious attention to detail. The well-chosen materials are captivating and of enduring quality. A rare and distinguished offering, presenting the opportunity to own in one of Port Royal’s most coveted settings.
#225074308

NAPLES

4296 Cutlass LN

6 Beds

8 Baths

15,309 Sq.Ft.

$60,000,000

MLS#: 225074308

This is the northernmost parcel of one of the largest beachfront properties in the United States. Together, the three properties span over 15 acres with 800 feet of Gulf frontage - offering a once in a lifetime opportunity to build a true legacy estate in the esteemed Port Royal area.
#223017618

NAPLES

2170 Gordon DR

None Beds

2 Baths

3,518 Sq.Ft.

$60,000,000

MLS#: 223017618

This is the southernmost parcel of one of the largest beachfront properties in the United States. Together, the three properties span over 15 acres with 800 feet of Gulf frontage - offering a once in a lifetime opportunity to build a true legacy estate in the esteemed Port Royal area.
#223017142

NAPLES

2340 Gordon DR

5 Beds

3 Baths

6,000 Sq.Ft.

$60,000,000

MLS#: 223017142

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.
#226005171

NAPLES

1857 Galleon DR

6 Beds

7 Baths

13,004 Sq.Ft.

$59,995,000

MLS#: 226005171

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.
#224019733

NAPLES

1611 Gulf Shore BLVD N Penthouse 5

6 Beds

6 Baths

9,673 Sq.Ft.

$50,000,000

MLS#: 224019733

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.
#223062658

NAPLES

4550 GORDON DR

None Beds

None Baths

1.48 acres

$49,950,000

MLS#: 223062658

If one desires one of the very best beachfront locations in Naples, built to exacting standards by one of Naples finest builders and designed by one of Naples finest architects, then this property should be the first property one visits. Completed in 2014, the home has a sense of beauty and grace rarely achieved anywhere else in the world. Spend time reviewing this iconic home. It will be one of your most rewarding real estate experiences. This is a very rare and exciting offering. Not all photos are current. Port Royal Club membership eligibility.
#221016688

NAPLES

4540 Gordon DR

4 Beds

6 Baths

8,081 Sq.Ft.

$49,500,000

MLS#: 221016688

A stunning custom home built to the highest standards on one of the most desirable properties in Port Royal. This Modern West Indies style home is perfectly positioned near the Port Royal Club and was constructed by The Williams Group, with architecture by Stofft Cooney, interior design by Phoebe Howard and landscape design by Koby Kirwin. Offered exquisitely furnished, with specialty appliances, dramatic wood ceiling detailing, French Oak flooring, exotic stone, unique wallpapers, custom rugs, full smart home Savant low voltage system, full home 80 KW generator with 2,000 gallons of propane and a beautiful gated entry. No detail went unnoticed in delivering refined elegance.
Featuring 6 ensuite bedrooms, fitness room, 3 offices, social loft with bar, as well as expansive indoor and outdoor entertaining areas, dramatic ceiling heights, floor to ceiling windows, captivating water views, bespoke Ali-Kriste cabinetry and elegant lighting selections. Custom draperies and shades(sheer and blackout in bedrooms) adorn the floor to ceilings windows and eleven-foot, lift and slide glass doors and produce an exceptional level of layering. With a bespoke backlit onyx bar, preparation kitchen, and an open floor plan between the kitchen, dining room, living room, and outdoor entertaining areas, this custom home is set up to entertain any size gathering.
The home is positioned on nine-tenths of an acre with wide water views of Morgan’s Cove, dual motorized entry gates, extensive stone cladding, a Ludowici tile roof, copper gutters, four high volume garage bays(ready for lifts), tiled entry fountains and elevated spa that flows into the pool, fire features, and a forty-foot floating concrete dock. A remarkable property with an incredible level of finish and attention to every detail.
#224098719

NAPLES

3035 Fort Charles DR

6 Beds

7 Baths

10,007 Sq.Ft.

$49,500,000

MLS#: 224098719

Meticulously designed residence exquisitely finished throughout, fully furnished, with great attention to detail, to the highest possible standard & specification, crafting a truly exceptional home. Designed by Kukk Architecture & built by A. Vernon Allen, featuring five ensuite bedrooms, fitness room, office suite, four car garage, social loft with bar, as well as expansive indoor & outdoor entertaining areas. Incredible ceiling heights, floor to ceiling windows, maximizing natural light throughout with views to beautiful water aspects, high quality fittings, bespoke cabinetry, lighting & furnishings. Solid wood floors & custom doors, designer architraves, an elegant fireplace are among the many wonderful aspects. A short walk to sandy beaches, the property offers a self-contained sanctuary benefitting from a larger lot & a half offering optimal 161 feet bay views over Smuggler’s Bay & Man-of-War Cove with a large 98 ft concrete floating dock & direct access to Gordon Pass. 3675 Fort Charles Drive, with it’s elegant vision, is a luxurious, private retreat in the heart of Port Royal. A discrete & quiet world from which to enjoy this great small city & all Naples has to offer.
#223093718

NAPLES

3675 Fort Charles DR

5 Beds

6 Baths

10,520 Sq.Ft.

$45,000,000

MLS#: 223093718

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.
#224039753

NAPLES

71 18th AVE S

6 Beds

4 Baths

5,052 Sq.Ft.

$44,000,000

MLS#: 224039753

London Bay has unveiled an exceptional custom estate in Port Royal that features an impressive 160 feet of waterfront along Hidden Bay. This property boasts a desirable western exposure, providing direct access to the Gulf. The residence has been meticulously designed for both entertaining and everyday living. The architectural elements, crafted by Stofft Cooney Architects, are elegantly complemented by interiors curated by Romanza Interior Design. The estate includes expansive outdoor spaces and waterfront destinations, all surrounded by lush tropical landscaping designed by Exteriors by Koby Kirwin. The seamless integration of indoor and outdoor areas is further enhanced by resort-style amenities and private guest accommodations. On the main floor, you'll find a spacious primary retreat with custom closets and dedicated laundry facilities, a study, a formal dining room, and a distinguished club room with private deck access that features a fire pit. The second floor comprises five spacious guest suites, each with direct access to a balcony, as well as a lounge and a space suitable for a personal gym. Additional features include an elevator, a generator, three laundry rooms, and air-conditioned four-car garage. This incredible property is just a short distance from the Port Royal Club and the shops and dining options on Third Street and Fifth Avenue South.
#226000154

NAPLES

3220 Rum Row

6 Beds

6 Baths

9,643 Sq.Ft.

$44,000,000

MLS#: 226000154

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