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Perched on one and a quarter lots, tucked behind private gates, and framed by bright bougainvillea, this remarkable residence exudes traditional refinement with an unmatched pedigree and picturesque locale. The sophisticated 8,960 sq. ft. estate underwent a complete and comprehensive renovation throughout and offers glistening water vistas of Smuggler's Bay as a focal point from each living space that seamlessly transitions from one to the next. In total, the main residence is comprised of four stately bedroom suites, a whimsical bunkroom with private adjacent bathroom, a handsome study outfitted in rich woods, two half bathrooms, a guest house with private ingress and egress, as well as a three-bay garage. A secondary catering kitchen provides additional convenience for entertaining. Tucked away offering the utmost in privacy, the master retreat offers sweeping vistas from both the bedroom and sun-drenched reading room, and is complete with morning bar and a truly opulent bathroom with intricate marble inlays and millwork. Notwithstanding the copious features within, the exterior living environs are a sanctuary enveloped in lush tropical landscape and offer multiple covered terraces set for enjoyment, an outdoor kitchen, as well as a heated pool, spa, and sunshelf backdropped by tranquil water views. Located in Naples' most esteemed community, this residence also touts an immediate Primary Port Royal Membership.
#225030769

NAPLES

3565 Fort Charles DR

6 Beds

6 Baths

8,960 Sq.Ft.

$29,500,000

MLS#: 225030769

An extraordinary estate built to today’s stringent building codes located in the prestigious Port Royal neighborhood of Naples, Florida, this magnificent home encompasses approximately 8,943 square feet under air and sits on an expansive lot and a half, offering direct, no-bridge access to the Gulf of Mexico. At the heart of the home is a gourmet kitchen that seamlessly transitions into a spacious family room, ideal for casual get-togethers or elegant entertaining. Formal living areas include a welcoming living room and a gracious dining room with a walk-in wine room, perfect for hosting sophisticated gatherings. For leisure and relaxation, the stylish club room serves as the ultimate retreat, featuring a wet bar, generous living spaces for entertainment and a refined office area finished in rich woods. The outdoor living experience is exceptional, with abundant covered and open-air spaces designed to take full advantage of the stunning western exposure. Enjoy the large pool, gather at the beautifully appointed outdoor kitchen and bar, or unwind around the fire pit along the water’s edge. A rare find in Port Royal, the expansive backyard offers ample green space, further enhancing the property’s allure. With plentiful storage and four garage bays, this home combines luxury with practicality. Experience the pinnacle of Port Royal living, where every detail has been meticulously designed to offer an unrivaled lifestyle in one of Naples’ most coveted neighborhoods. Eligible for Port Royal Club membership.
#224049155

NAPLES

3200 Gin LN

6 Beds

6 Baths

8,943 Sq.Ft.

$29,450,000

MLS#: 224049155

This magnificent new construction legacy property is situated on an oversized wide water parcel offering extensive bay vistas in Aqualane Shores. This timeless West Indies styled home is a phenomenal collaboration between builder Toscana Homes, Stofft Cooney Architects, Calusa Bay, Designer Randi Scott, and Architectural Land Design. Residence offers nearly 9,000 square feet of air conditioned living space, 5 bedrooms + den, 6 full and 2 half baths, massive pool, and 5 garages. A very rare and special offering that includes the best of everything throughout.
#223050699

NAPLES

959 17th AVE S

5 Beds

6 Baths

8,890 Sq.Ft.

$29,000,000

MLS#: 223050699

Enjoy sprawling wide water vistas of Doubloon Bay from this Stofft Cooney penned and Ficarra Design Associates conceived home situated just a short walk away from the coveted private Cutlass Cove beach club access. Completed and originally sold in 2022, this timeless and truly stunning home has been impeccably maintained by the current owner and is available for immediate occupancy. Residence offers ultrafast Gulf access, just over 6,200 sq/ft of air conditioned space, and includes 6 bedrooms, den, upper lounge, 3 car garage, and new dockage with 32,000lb and 7,500lb lifts. Home was built with the highest standards and finishes in mind including full concrete construction with upper poured concrete flooring system, Travertine, marble, and wide plank oak wood flooring throughout, Weiland lift and slide door systems, Ruffino cabinetry, Cristallo counter tops, temperature controlled wine room with back lit quartzite feature, custom designed vent hoods, 3 fire features, generator, and additional special features throughout. The outdoor living space offers a generous heated infinity edge pool with spa and sun shelf features as well as covered outdoor kitchen, dining, and lounge area ideally finished with fire place, and automated roll down screens and shutters. No flooding event has had any impact on the home including the garages.
#225012646

NAPLES

4115 Cutlass LN

6 Beds

6 Baths

6,291 Sq.Ft.

$28,750,000

MLS#: 225012646

One of a kind TRIPLE lot (.96 acre | 41,864 Sq. Ft) idyllic, private–and certainly no shortage of luxurious. This uniquely rare property provides a true "estate like" setting, is nestled a mere four doors from the beach, and was designed by Kukk Architecture & Design while having been perfectly executed by The Williams Group. In its entirety, the estate hosts 6 bedrooms, 7 full and 1 half bathroom, a loft with wet bar, and two outdoor living areas comprised of a main house, detached guest house and an approximately 15,000 Sq. Ft. 3rd lot offering unequaled privacy. The gourmet kitchen offers numerous top-tier features including two-tone Ruffino custom cabinetry, quartz counters, a sprawling pantry, and Sub-Zero / Wolf appliances. The exterior living environs leave nothing to be desired and include a gas fire pit, sprawling wood deck, pool with sun shelf, bocce ball court, outdoor kitchen, and multiple uncovered/covered congregating spaces. Located off of the western portion of the parcel, a detached guest house offers 1 ensuite bedroom and fitness room. Additional features include Savant Smart Home Technology System, lift and slide doors, three sets of washer/dryers, 2 outdoor summer kitchens, 2 two-car climate-controlled garages off of the alley, wine room, full-house generator, conveniently close to the new Four Seasons and so much more.
#226000030

NAPLES

225 4th AVE N

6 Beds

7 Baths

7,504 Sq.Ft.

$27,995,000

MLS#: 226000030

London Bay redefines luxury and encapsulates the essence of Naples’ exclusive Port Royal lifestyle in this stunning waterfront estate, which boasts 107 feet of Hidden Bay shoreline and direct access to the Gulf of Mexico. The estate’s architecture, designed by the acclaimed Kukk Architecture & Design, makes a bold statement and includes all the necessary amenities for stylish entertaining. Interior design, furnishings, finishes, and custom selections by Romanza Interior Design create a unique palette that balances elegance and effortless living. The soft contemporary aesthetic features limestone floors in the main living areas and pewter white oak wood flooring in the primary suite, study, and throughout the second floor. The open floor plan captivates with expansive living spaces, all offering beautiful bay views. Pocketing Weiland lift-and-slide doors seamlessly extend the spacious great room, kitchen, and dining area to both covered and open-air alfresco living spaces with uninterrupted flush flooring. The kitchen is tailored with Poliform cabinetry and an oversized island, a Galley workstation sink, and a built-in table for casual dining. The elegant primary suite includes an impressive gallery and a boutique-style oversized Poliform walk-in closet with custom Casali doors. Featuring luxurious dual baths connected by a shared shower, this light-filled suite boasts walls and ceilings adorned with Venetian plaster and floor-to-ceiling glass leads to a tranquil outdoor retreat. The second floor offers a VIP suite and three spacious en-suite guest rooms, as well as a dedicated exercise studio and a second laundry room that encircle a well-appointed loft. The loft features a morning kitchen and sliding glass doors that open to a bay-facing balcony. The covered lanai provides outdoor living, dining, and a large well-equipped kitchen for entertaining. Water cascades from the raised spa into the infinity edge pool’s sun shelf, which is connected by stepping stones leading to a sunning deck and a secluded lounge with a fire table. The estate also includes the conveniences of an air-conditioned three-car garage, elevator, and a generator. Eligible for Port Royal membership.
#225021485

NAPLES

3233 Gin LN

5 Beds

5 Baths

7,696 Sq.Ft.

$27,995,000

MLS#: 225021485

This stunning new construction home in the prestigious Port Royal neighborhood blends modern elegance with serene waterfront views of Hidden Bay. Crafted by Kukk Architecture & Design and built by Wilbrett Construction, it features exquisite interiors by Adelyn Charles Interiors and offers a sophisticated yet relaxed living experience. The floor plan balances spacious communal areas with private retreats. The primary suite on the main floor boasts posh walk-in closets, a spa-like bath, and an executive study. Four guest ensuites on the upper floor and a large bonus room with a wet bar and a second laundry area ensure comfort. Guests will enjoy dolphin sightings and boat views from the open-air balcony. Premium finishes abound, including quality bespoke cabinetry, European hardwood floors, and top-of-the-line Wolfe, Sub-Zero, and Miele appliances. Built with superior techniques, the home features full concrete construction, Andersen impact windows and doors, an elevator from the garage level, remote-controlled screens and shutters, and a whole-house generator. Car enthusiasts will appreciate the oversized three-car garage with room for lifts and an additional bay for a low-speed vehicle. The resort-style infinity pool, spa, covered lanai, summer kitchen, firepit, and lounge area create a perfect outdoor haven. Eligibility for an exclusive Port Royal Club Resident Membership is included.
#224076260

NAPLES

3131 Gin LN

5 Beds

5 Baths

7,695 Sq.Ft.

$27,950,000

MLS#: 224076260

This custom-designed MHK waterfront residence is currently under construction, offering an exceptional opportunity on 120 feet of pristine water frontage with a newer private dock tailored for avid boaters and lovers of coastal living. Thoughtfully conceived to blend clean-lined modern design with timeless coastal elegance, the home features sun-drenched open living areas, soaring ceilings, and captivating water views from nearly every room. Indoor-outdoor living is elevated with generous terraces, a resort-style pool and spa, and lushly landscaped grounds that gently cascade to the water’s edge. The interior layout provides expansive gathering spaces, a gourmet chef’s kitchen, well-appointed guest suites, and a luxurious primary suite with direct terrace access. The anticipated completion of the new Port Royal Club beach club further heightens the appeal of this legacy-caliber home, positioned in one of Naples’ most distinguished waterfront enclaves. Port Royal is an elite boating community perfectly situated just minutes from downtown 5th Avenue South and 3rd Street South, where residents enjoy fine dining, world-class shopping, entertainment, and Naples’ famed white sand beaches.
#226001340

NAPLES

989 Admiralty Parade E

5 Beds

6 Baths

7,010 Sq.Ft.

$27,900,000

MLS#: 226001340

Situated on nearly an acre with 142' of waterfront this incredible, new construction opportunity has been creatively designed by Stofft-Cooney Architects, exquisitely appointed by NP Interior Design, Inc. and masterfully orchestrated by BBA Development, Inc. Offering over 8,400 square feet of AC space on a single level this home will live graciously. Floor to ceiling glass affords long water, western vistas down Runaway Bay, and floods the home with an abundance of natural light throughout. The covered and uncovered outdoor living areas are spectacular in scale with the massive pool and spa beyond. A separate Guest House on the north side of the grounds gives the front elevation a tremendous presence from Galleon Drive. The 4 bay garage has been designed to accommodate lifts for a total of 8 car capacity. The finest in materials, systems and selections have been made down to the smallest of details to provide peace of mind for the longevity and value of the property. . A direct Port Royal membership property. Price is firm.
#221048467

NAPLES

1330 Galleon DR

6 Beds

7 Baths

8,430 Sq.Ft.

$27,900,000

MLS#: 221048467

Where coastal elegance meets timeless sophistication, Penthouse #3 at The Regent offers a truly rare opportunity to own one of Naples’ most prestigious sky residences. Encompassing 12,135 square feet of thoughtfully designed living space, this exquisite penthouse is gracefully perched above the turquoise waters of the Gulf of Mexico, with unrivaled panoramic views stretching endlessly along the coastline. Bathed in natural light and kissed by Gulf breezes, the residence seamlessly blends classic refinement with relaxed seaside charm. Expansive glass walls open to generous terraces, inviting the outdoors in and capturing the colors and calm of the sea from sunrise to sunset. The home features five spacious bedroom suites, each with a private bath, along with two additional powder rooms, a richly appointed study, a comfortable media room, and a tranquil cabana room that offers a quiet escape with direct terrace access. A distinctive and sought-after highlight, the private guest cottage suite provides a serene haven of its own—complete with a full guest kitchen, covered terrace, and private elevator access—perfect for extended stays or independent living quarters. From the elegant formal spaces to the chef’s kitchen and discreet butler’s pantry, every detail has been curated to enhance livability while maintaining a sense of effortless luxury. Rarely found in high-rise residences, the climate-controlled private 3-car garage offers both convenience and security. Set within The Regent at Park Shore, a landmark of coastal luxury with white-glove service, gated privacy, and direct beach access, Penthouse #3 offers not only a residence, but a lifestyle—where sophistication flows as naturally as the tides, and every day is framed by the beauty of the sea.
#225071544

NAPLES

4101 Gulf Shore BLVD N PH-3

5 Beds

5 Baths

12,135 Sq.Ft.

$27,500,000

MLS#: 225071544

We are pleased to present a rare opportunity to acquire prime Gulf frontage property on Fort Myers Beach, the former home of the Lahaina Inn Resort. Including approximately 360’ of white sand Gulf frontage, redevelopment opportunities exist for hotel, condo, and mixed-use development on this roughly 2.2 acres of beachfront and 0.4 acres of property across Estero Blvd. Located mid-island and within walking distance from shopping and entertainment, the site is nestled in an area where beachfront peace and relaxation are evident while still having quick access to the amenities discerning guests and owners expect. As the Southwest Florida islands re-emerge and redevelop into the future, this trophy asset will be a focal point of the next development phase, capitalizing on the ever-increasing tourism and visitor pool the coastline attracts. Very few opportunities to acquire property as such on Fort Myers Beach exist for impactful new developments with direct beach access.
#223080122

FORT MYERS BEACH

5580 Estero BLVD

None Beds

None Baths

2.6 acres

$27,500,000

MLS#: 223080122

Set on 4.55 acres at the very end of West Gulf Drive, known as Sanibel's prestigious Gold Coast, on a private cul-de-sac, this extraordinary beachfront estate offers 245 ft of direct Beach & Gulf frontage, exceptional privacy, and a caliber of craftsmanship rarely seen anywhere in SWFL. Built without compromise, and running parallel to the sunset, allowing the home to capture Sanibel’s legendary Gulf views & Sunsets. A rare legacy estate. Encompassing nearly 20,000 SF with 6 bedrooms, a private office, 6.5 baths, and white-sand beach & water views from every room. Grand in scale yet livable, conceived as a multigenerational coastal retreat, suited for intimate family life, extended guest stays, and entertaining. Professionally decorated & furnished, a reflection of craftsmanship. The great room is dramatic and refined, anchored by 3 custom Barlas Baylar chandeliers, a hand-carved Calacatta marble fireplace mantel, herringbone hickory floors, mahogany ceiling beams with integrated surround sound, and concealed air systems preserving clean architectural lines. A full-length illuminated bar with underlit crystal counters brings the ambiance of a private five-star lounge, while integrated Crestron & Lutron systems provide sophisticated control of lighting, media, comfort, and shade. A Chef’s kitchen & separate service kitchen are outfitted with Thermador Pro Appliances, custom cabinetry, designer hardware, and a full butler’s pantry, ideal for private chef service & entertaining. An elevator provides seamless access across levels, while a dumbwaiter offers discreet convenience for household needs. Custom hand-crafted doors highlight the home’s attention to detail. Built to exceptional standards, the residence features a copper roof w/ matching copper gutters, $1.4M in Hartman windows & doors, and full hurricane shutters for an exceptional level of coastal protection. The Primary Wing offers 2 Gulf-front suites and office. The primary suite features a fireplace, private balcony overlooking the Gulf, direct beach access, a morning kitchen, advanced security features, and an exceptional bath w/ indoor & outdoor showers, a steam shower, an extraordinary walk-in wardrobe, dedicated laundry, Toto toilets in every bathroom. Guest accommodations are designed to provide comfort & privacy, including a 3rd-level suite with breathtaking views of Sanibel’s celebrated sunsets. Beyond its principal living spaces, the home offers scale to have a private gym, spa, game room, and lifestyle spaces tailored to multigenerational living & extended guest stays. Outdoor living rivals a luxury resort, w/ a beachfront pool & spa, lap pool, outdoor kitchen, lounge pavilion with reclaimed wood & fireplace, and a beachside putting green. Additional lot separately available, offering the opportunity to expand or create a private compound. Framed by palms, Gulf breezes, and the sound of waves, this ultra-private residence is one of the most significant estates in Florida.
#2026012050

SANIBEL

4405 W Gulf DR

6 Beds

6 Baths

10,183 Sq.Ft.

$27,000,000

MLS#: 2026012050

Like no other. This is a once-in-a-lifetime opportunity to build the home of your dreams on one of the most desirable residential building sites on Florida's Gulf Coast. Behind the seagrass and sea grape windbreak that borders its western edge, this 1.61-acre lot with 189 feet of frontage on the Gulf of Mexico and a depth of approximately 367 feet can be the setting for a custom estate home of any style. Mirror the designs of the world-class estates that line the Naples beaches or take your inspiration from the original cottage built on this lot in 1956 - still home to only its third owner since that time. In whatever way you choose to create your paradise, you will always delight in panoramic views and splendid sunsets. Walk to the anticipated Naples Beach Club which will offer some of the most luxe amenities and services in the world. Walk to the popular dining and shopping venues on 5th Avenue South and 3rd Street South in Old Naples. The property is offered in "as is" condition.
#220069308

NAPLES

275 Gulf Shore N BLVD

5 Beds

6 Baths

4,736 Sq.Ft.

$27,000,000

MLS#: 220069308

Situated on approximately 240 feet of beach frontage, as per plat and/or deed, it may be generations before another coveted property of this size, in this exceptional location becomes available. If you are one who wishes not to be constricted by the dimensions of an average building envelope, your opportunity is here. This highly sought after and rarely available property is one of the most unique properties in Naples. Located in the heart of Old Naples, this spectacular beachfront property offers a rare lifestyle opportunity. Perfect location for the buyer who seeks beachfront living and the convenience of being in close proximity to the city's Fifth Avenue South cultural district. The improvements and/or structures on the Property are being sold in their "As-Is" condition. See confidential remarks or contact Listing Agent for offer instructions. Approximate lot size per plat and/or deed.
#218083786

NAPLES

325 GULF SHORE N BLVD

3 Beds

3 Baths

4,261 Sq.Ft.

$26,995,000

MLS#: 218083786

Posada Del Sol is situated on the Gulf of Mexico, in the ultra-luxe enclave of Port Royal. Silky-white sand beaches, and stunning sunsets are yours on this nearly 1.5 acre beach estate with 150 ft on the Gulf of Mexico. A private sandy beach, heated pool, koi ponds and an abundance of outdoor settings set the tone for comfortable and carefree living. The beach property offers four bedrooms plus den, a separate guest house and two indoor parking bays. Property being offered as is. Port Royal Club Membership eligibility.
#221047062

NAPLES

4444 Gordon DR

5 Beds

5 Baths

7,000 Sq.Ft.

$26,990,000

MLS#: 221047062

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