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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’.

NAPLES

2500 Gordon DR

6 Beds

7 Baths

10,825 Sq.Ft.

$60,900,000

MLS#: 216026725

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.

NAPLES

2170 Gordon DR

None Beds

2 Baths

3,518 Sq.Ft.

$60,000,000

MLS#: 223017618

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.

NAPLES

4296 Cutlass LN

6 Beds

8 Baths

15,309 Sq.Ft.

$60,000,000

MLS#: 225074308

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.

NAPLES

2340 Gordon DR

5 Beds

3 Baths

6,000 Sq.Ft.

$60,000,000

MLS#: 223017142

NAPLES

1611 Gulf Shore BLVD N Penthouse 5

6 Beds

6 Baths

9,673 Sq.Ft.

$50,000,000

MLS#: 224019733

On a grande scale along the Gulf of Mexico with views of Gordon Pass, this extremely rare and unique property featuring nearly 270 feet of beach frontage is situated on the quiet, southern tip of Gordon Drive among Naples' most significant estates. Far removed from the nearest public beach access point, allowing unequalled privacy and tranquility, the parcel comes in tow with preliminary plans to construct your own "Magnum Opus" estate penned by nationally-acclaimed Randy Stofft of Stofft Cooney Architects. Owners can revel in in glistening Gulf of Mexico views, watch boaters coast through Gordon Pass, and marvel at the plethora of marine life found in both bodies of water from nearly every vantage point. Property is also eligible for Resident Membership at the prestigious Port Royal Club.

NAPLES

4550 GORDON DR

None Beds

None Baths

1.48 acres

$49,950,000

MLS#: 223062658

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.

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.

NAPLES

3675 Fort Charles DR

5 Beds

6 Baths

10,520 Sq.Ft.

$45,000,000

MLS#: 223093718

NAPLES

71 18th AVE S

6 Beds

4 Baths

5,052 Sq.Ft.

$44,000,000

MLS#: 224039753

This Port Royal Estate has achieved unparalleled recognition by achieving not just one, but 5 prestigious Sand Dollar Awards, the most notable being the highly sought-after Product Design of the Year award. This is an incredible opportunity to own a masterfully designed custom Port Royal home, perfectly positioned on an oversized lot and half with a remarkable 177’ of water frontage. Featuring highly desirable and rarely available southern exposure, this breathtaking estate was built in 2024 by Knauf- Koenig Group and designed by Kukk Architecture to the highest possible standards and specifications. Exquisitely appointed with materials imported from around the world, the light-filled home offers the utmost in privacy and comfort with spectacular and expansive views of Naples Bay. This visually stunning residence sets a new standard for ultra-luxury properties in Naples. At over 11,500 square feet, the home feels like a true oasis, offering incredible amenities including an exercise room, studio, luxurious second floor spa, and more. The vast exterior living space features a stunning outdoor kitchen, a beautiful al fresco dining area, BBQ grill, multiple fire pits, one with a large seating area, enormous infinity edge pool and relaxing spa. This magnificent residence is a true one-of-a-kind offering the best of the Naples luxury lifestyle for the most discerning client.

NAPLES

860 Admiralty Parade E

5 Beds

5 Baths

11,559 Sq.Ft.

$42,995,000

MLS#: 225079682

NAPLES

2750 Gordon DR

6 Beds

8 Baths

18,172 Sq.Ft.

$42,500,000

MLS#: 217030564

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.

NAPLES

3655 Fort Charles DR

5 Beds

6 Baths

8,544 Sq.Ft.

$42,000,000

MLS#: 225048632

Extremely rare opportunity to acquire a significant beachfront property stretching from the beach to Gulf Shore Blvd. South. Create your own private enclave while being conveniently located near the celebrated restaurants and shopping districts of 5th Avenue South and 3rd Street South.

NAPLES

25 5th S AVE

None Beds

None Baths

N/A

$40,000,000

MLS#: 223030086

On the southern end of Gordon Drive lies a rare opportunity to purchase directly on the Gulf of Mexico. Located in the prestigious community of Port Royal, a stretch of pristine white sand beach and postcard sunsets are yours with 150 feet of direct Gulf-frontage on this nearly 1.5 acre property. The current estate features a heated pool, koi ponds and multiple large outdoor living spaces, beautifully capturing the essence of beach living. There are four bedrooms plus a den, a separate guest house and two indoor parking bays. With total seclusion from any public beach access, this exclusive setting is the pinnacle of all Naples strives to offer. Property being offered as is. Immediate Port Royal Club Membership eligibility.

NAPLES

4444 Gordon DR

5 Beds

5 Baths

7,000 Sq.Ft.

$40,000,000

MLS#: 222018018

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