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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

Positioned along the wide waters of Smugglers’ Bay in the prestigious community of Port Royal, this West Indies inspired estate designed by Stofft Cooney Architects, LLC represents a distinguished offering within Naples’ luxury waterfront market. Ideally located on Fort Charles Drive just moments from the exclusive Port Royal Club, one can enjoy expansive water views and a setting defined by privacy, elegance, and refined coastal living. The home offers five beautifully appointed bedroom suites and a dedicated study, with the primary suite and office thoughtfully situated on the first level for comfort and convenience. Four guest suites with an additional upstairs gathering area, provide inviting accommodations for family and guests alike. Designed with a balance of architectural sophistication and everyday livability, the residence showcases inviting interiors and a highly functional floor plan tailored to both relaxed living and entertaining. The first level features a welcoming foyer, spacious great room, large kitchen with adjoining informal dining area, formal dining room with dramatic wine display, wet bar, and a well-equipped prep kitchen discreetly positioned adjacent to the main kitchen. Multiple access points seamlessly connect the interior living spaces to the expansive outdoor environment, enhancing the home’s sublime indoor-outdoor lifestyle. The outdoor entertaining areas are equally impressive, centered around a substantial covered area featuring a fireplace, automated screens and shutters, and inviting spaces for gathering and relaxation. Adjacent to the covered entertaining space, the pool and spa with sun shelf, along with the waterside fire pit, will allow one to relax while enjoying the dramatic long-water views across the bay. A significant fixed and floating dock system with lift and observation deck further complement the property and provide an ideal setting for boating and waterfront enjoyment. With its timeless architectural design, expansive water views, Port Royal Club membership eligibility, and exceptional location, this property represents the quintessential Port Royal experience and will be further enhanced with the anticipated completion of the new Port Royal Club beach club in late 2026.
#226018564

NAPLES

3525 Fort Charles DR

5 Beds

6 Baths

7,751 Sq.Ft.

$28,000,000

MLS#: 226018564

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

***Premier Residential Development Opportunity in the Heart of Naples***
Positioned within one of Naples’ most sought-after growth corridors, this exceptional ±6-acre development site offers a rare opportunity to create a boutique luxury residential community in one of Southwest Florida’s most desirable locations. Ideally situated just one mile from the Gulf beaches, east of U.S. Route 41 and north of Golden Gate Parkway, the property combines outstanding accessibility with exceptional long-term development potential.
Approved for up to 38 residential units, the site is ideally suited for luxury townhomes, villas, or an exclusive low-density condominium enclave. Strong demand for well-located new construction, coupled with limited available inventory in this segment, creates an attractive environment for residential development within one of Florida’s most affluent and resilient markets.
Future residents will enjoy convenient access to the very best of Naples, including world-renowned Gulf beaches, the vibrant downtown district, upscale shopping and dining destinations, premier golf and country clubs, and a wealth of cultural and recreational amenities. The property also benefits from proximity to major employment centers, healthcare facilities, and key transportation corridors, further enhancing its desirability and long-term value.
Offered at $27,930,000 this is a unique opportunity to acquire a strategically located development parcel with valuable residential entitlements in an increasingly supply-constrained market. The offering is based solely on the land and its development potential; existing improvements are expected to be removed to facilitate future multifamily residential construction by the purchaser.
This is a rare chance to secure a premier infill development site in the heart of Naples, where location, entitlement value, and market fundamentals align to create an exceptional investment opportunity.
#226016350

NAPLES

1095 Rosemary CT

None Beds

None Baths

6.0 acres

$27,930,000

MLS#: 226016350

Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortless modern elegance. Perfectly positioned along 108 feet of pristine Gulf frontage, this six-bedroom residence offers an unparalleled opportunity to own a private sanctuary directly on the sugar-white sands of Naples.

Evoking the refined charm of Alys Beach, the home’s striking white stucco exterior, parapet walls, and lush manicured landscaping create a serene and sophisticated coastal presence. Ideally located just steps from the new Four Seasons Naples Beach Club and moments from the boutiques and dining of downtown Olde Naples, the property offers a rare combination of privacy, prestige, and walkable convenience.

Inside, expansive living spaces are bathed in natural light through walls of French doors that frame breathtaking panoramic views stretching from sand to sea. Thoughtfully designed for both grand entertaining and relaxed coastal living, the residence offers a seamless flow between formal and casual gathering spaces.

A dramatic double living room and elegant dining area, complete with a custom beverage station and bar, create an unforgettable setting for hosting family and guests. The chef’s kitchen opens effortlessly to a warm and inviting family room and features a large center island, stone countertops, premium appliances, and a fully appointed butler’s pantry with wine refrigeration.

Two luxurious primary suites—one on the main level and another upstairs with a private balcony overlooking the Gulf—provide tranquil retreats designed for ultimate comfort and privacy. A dedicated office on the main floor further enhances the home’s functionality for today’s lifestyle.

Every detail throughout the residence reflects exceptional craftsmanship, timeless design, and understated sophistication. From the refined architectural elements to the seamless indoor-outdoor connection, this remarkable property embodies Naples beachfront living at its absolute finest.
#226018147

NAPLES

23 6TH AVE N

6 Beds

5 Baths

5,945 Sq.Ft.

$27,900,000

MLS#: 226018147

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

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

IMMEDIATE RESIDENT FULL PORT ROYAL MEMBERSHIP! Perched against the stunning backdrop of Champney Bay, this exquisite property, inspired by the aesthetics of the French West Indies, has been thoughtfully designed by the acclaimed architect Jeff Harrell. After an extensive two-year whole home renovation completed in 2022, the estate underwent a comprehensive outdoor and lower-level renovation in 2024, executed by the esteemed Knauf-Koenig Group. This remarkable multi-structure Port Royal residence boasts five bedrooms, a den, and 6.5 bathrooms, masterfully fusing timeless elegance with modern luxuries. Upon entering this captivating home, you are immediately surrounded by an array of ultra high-end finishes and contemporary details, creating an ambiance of refined sophistication throughout. The gourmet kitchen is a culinary dream, featuring premium Officine Gullo and Gaggenau appliances. The stunning primary suite, which occupies an entire level, serves as a personal retreat. It offers a private waterfront balcony, expansive mahogany walk-in closets, a convenient morning kitchen, and a lavish bathroom adorned with an exquisite mother-of-pearl domed ceiling, cultivating a serene yet luxurious atmosphere. The outdoor areas are reminiscent of a high-end resort, showcasing a magnificent pool, a peaceful koi pond, and a remarkable double-sided marble fireplace that enhances the natural beauty of the surroundings. The thoughtfully designed outdoor kitchen, private sandy beach cove in addition to private beach access off Gordon Dr, and various terraces provide an ideal setting for seamless entertaining amid lush tropical landscaping. Additionally, this home features private beach access and a dock located just a short distance from Gordon Pass allowing for direct access to the gulf, making it perfect for boating enthusiasts. For car aficionados, the estate features three garages with the capacity to accommodate up to nine vehicles or 13 vehicles with lifts. Residents enjoy exclusive membership eligibility to the prestigious Port Royal Club, adding yet another enticing aspect to this extraordinary property.
#226019967

NAPLES

3675 Gordon DR

6 Beds

6 Baths

7,873 Sq.Ft.

$26,990,000

MLS#: 226019967

This extraordinary, fully furnished Port Royal estate is a true masterpiece of luxury, boasting panoramic southern views
stretching across Admiralty Bay to Keewaydin Island, with captivating glimpses of the Gulf. Built by London Bay Homes,
designed by Kukk Architecture, and interiors curated by Romanza Interior Design, this world-class team has created a
residence that embodies sophisticated coastal elegance. The home features an open great room floor plan, and a chef’s
dream kitchen at the heart of the home, with a freestanding breakfast island, adjacent bar and extensive wine storage.
The primary wing features a private study, offering a tranquil retreat. A staircase or private elevator leads to the upper
level, where an upstairs bonus room with private balcony is surrounded by a VIP guest suite and additional bedrooms.
Pocket glass doors seamlessly connect indoors to an exquisite outdoor living space. A covered lanai with gourmet
summer kitchen, sleek wood deck with lounge seating, and a mesmerizing fire table set the stage for unforgettable
gatherings. The zero-edge custom pool and spa enhance the home’s serene ambiance. This property is eligible for Port
Royal Club membership.
#225025064

NAPLES

700 Admiralty Parade W

5 Beds

5 Baths

7,640 Sq.Ft.

$26,950,000

MLS#: 225025064

Incredible opportunity to purchase this custom residence fashioned by a team with impeccable credentials. Drawn by Stofft Cooney Architects, crafted by A. Vernon Allen Builders, Inc. and finely appointed by Lisa Kahn Designs, this property offers a forward-thinking lifestyle with great water views. 6 bedrooms, inclusive of a true Guest Casita, 7 full baths, 2 half baths, and a wonderful bonus media space with wet bar on the second level, 4 car garage and a spectacular outdoor covered living area with screens/shutters. Very well thought through pool and deck spaces with integrated spa that leads down to the beautiful waterway and concrete floating dock.  A touch more contemporary on the style and finish, while maintaining warmth and a connection to the coast, this home will not disappoint. Immediate Port Royal membership eligibility to take advantage of the spectacular new club when complete!
#225064724

NAPLES

3163 Gin LN

6 Beds

7 Baths

7,595 Sq.Ft.

$26,900,000

MLS#: 225064724

This significant waterfront estate with dual gated driveways includes two large master bedrooms, a chefs kitchen and poolside cabana. The six bay collectors garage holds nine cars, with a separate guest house or nanny quarters. This property boasts phenomenal views from every room to ensure maximum relaxing or entertaining. A 1000 bottle wine room, state of the art electronics and whole home automation ensure quality of life and lifestyle. Outdoors the organic vegetable, fruit and butterfly gardens are unsurpassed in variety and quality. This home has been completely redone with hospital grade A/C ductwork, new plumbing and three new water heaters. The entire home water filtration system is new as well as all electrical panels and security system. Stunning outdoor space with wood burning fireplace adds ambience to the pool redone with mother of pearl glass tiles. The open and airy cabana sits serenely on 200 hundred feet, with a spectacular 100 foot floating dock on Galleon Cove.
#219022569

NAPLES

1100 Spyglass LN

5 Beds

6 Baths

9,225 Sq.Ft.

$26,900,000

MLS#: 219022569

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