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Poised on the shimmering waters of Smugglers Bay in prestigious Port Royal, this Stofft Cooney–designed West Indies-style estate is a rare jewel in today’s luxury market. Developed and sold by the esteemed VIV Homes in 2021, the residence offers nearly 8,000 square feet of impeccably maintained living space, featuring 5 bedrooms plus a dedicated study. The home feels virtually brand new and is located just moments from the exclusive Port Royal Beach Club on Fort Charles Drive. Showcasing an unrivaled fusion of craftsmanship, design, and panoramic views, every detail of this residence reflects quality and sophistication. Highlights include full concrete construction, Legno Bastone wide-plank wood flooring, dual gourmet and service kitchens with bespoke cabinetry and Cristallo Prime countertops, a built-in wine wall, and premium finishes throughout. The expansive open-concept layout seamlessly connects interior and exterior living, perfect for entertaining. The outdoor space is a true retreat, complete with a resort-style pool and spa with sun shelf, a fireplace, waterside fire pit, fully remastered landscape in 2025, and automated roll-down screens and shutters. Substantial fixed and floating dockage accommodates lift access, power, water, and seating—ideal for boating enthusiasts. This extraordinary property offers immediate Port Royal Club eligibility and represents a flawless blend of luxury, location, and lifestyle. Every element has been meticulously considered to deliver a living experience of the highest caliber.
#225038835

NAPLES

3525 Fort Charles DR

5 Beds

6 Baths

7,706 Sq.Ft.

$23,995,000

MLS#: 225038835

H.13538 - Beyond the gated entry, sits this stately and elegant home overlooking the Gulf of Mexico, boasting over 7000 Sq Ft of luxurious living area. Mature lush landscaping imparts a sense of tropical solitude and privacy in this beachfront setting with 166 feet of Gulf beach frontage. This exquisite beachfront residence was designed by esteemed architect Andrea Clark Brown and built and finished to the most exacting standards by A. Vernon Allen Builders with an elegant and refined quality all its own. An impeccable home, in an incomparable beachfront location, in the prestigious Port Royal neighborhood.
#218059080

NAPLES

3430 Gordon DR

6 Beds

6 Baths

7,002 Sq.Ft.

$23,900,000

MLS#: 218059080

Sold in one day
#224027693

NAPLES

900 Spyglass lane

5 Beds

5 Baths

7,600 Sq.Ft.

$23,900,000

MLS#: 224027693

Idyllic, private–and certainly no shortage of luxurious. This uniquely rare double-lot offering 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. 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, and so much more.
#226000030

NAPLES

225 4th AVE N

6 Beds

7 Baths

7,504 Sq.Ft.

$23,500,000

MLS#: 226000030

Positioned on approximately 1.72 acres of immaculate white-sand beachfront, this premier parcel offers nearly 220 feet of direct Gulf of Mexico frontage — a rare and coveted opportunity on Fort Myers Beach. With unobstructed, walk-out access to the shoreline, the site presents an ideal canvas for an exclusive high-end development such as a luxury condominium, boutique resort, or mixed-use commercial venture. Strategically located just 0.4 miles from the newly opened Margaritaville Beach Resort and only 0.2 miles from the vibrant Times Square district and the iconic Fort Myers Beach Pier (currently undergoing a full city-led redevelopment), this property sits at the heart of Estero Island’s transformation. The surrounding area is poised for a wave of upscale dining, shopping, and entertainment venues — all of which will elevate long-term value. Zoned for multifamily residential, tourist, and mixed-use development (pending confirmation), this Gulf-front site offers substantial flexibility and investment potential. With strong demand for luxury inventory, both for primary residences and short-term vacation rentals, the property is uniquely positioned to deliver exceptional ROI. Easily accessible via Southwest Florida International Airport (RSW), this location appeals to both year-round residents and seasonal visitors seeking a private coastal enclave within walking distance to Fort Myers Beach’s most desirable attractions. As new development inventory remains limited, this is a truly rare opportunity to define the next chapter of refined beachfront living.
#2025002228

FORT MYERS BEACH

800-802 Estero BLVD

None Beds

None Baths

N/A

$23,500,000

MLS#: 2025002228

Positioned on a rare, gated corner double lot, and offering serene, wide water views, 275 Spring Line Drive is a fully remastered estate that prioritizes privacy, scale, and refined execution by Lotus Construction. Penned by Stofft Cooney Architects, this residence recently completed a comprehensive top-to-bottom renovation with curated interiors by Freestyle and offered fully furnished. Immediate access to deepwater boating along one of Naples’ most prestigious bayfront corridors, every square foot of this custom residence has been reconsidered for both aesthetic sophistication and livable utility. The home spans multiple wings and includes a separate carriage house with three garage bays, supplementing the primary two-car garage for a total of five. Boating infrastructure includes two private docks and a jet ski platform, all set behind secure gates and framed by manicured grounds. The main residence features a fully equipped chef’s kitchen with Wolf/Sub-Zero appliances, 6-burner gas range, dual Miele dishwashers, and a walk-through butler’s pantry. Adjacent, a custom bar connects directly to the great room. A formal dining area anchors the front of the home with views of the garden, while a club/media lounge and fitness suite support leisure and wellness at scale. The primary suite occupies a secluded bayfront wing, offering direct access to the pool and spa. The bathroom is clad in stone and fitted with dual vanities, soaking tub, oversized shower, and two water closets with Toto Neorest 700 intelligent toilets. Separate dressing rooms complete the primary suite. Outdoor spaces include a saltwater pool with integrated spa, fire pit lounge, and expansive entertaining terraces.A 60kW full-home generator ensures uninterrupted function.
#226004482

NAPLES

275 SPRING LINE DR

5 Beds

5 Baths

8,591 Sq.Ft.

$23,500,000

MLS#: 226004482

This Gulf-front masterpiece offers an unparalleled blend of location, luxury, and resort-style living. Elevated above FEMA height standards, the home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction, completed in 2024 with Kukk Architecture. Now practically new, the residence preserves its heritage, grandfathered footprint, and distinctive character while offering modern luxury throughout. The 6,100-square-foot, fully air-conditioned living space maximizes its premier beachfront setting. The well-designed layout offers five spacious bedrooms, five full and two half baths, a private study, and a flexible sixth bedroom. Sweeping Gulf views provide a stunning backdrop. The gourmet kitchen boasts dual Cristallo quartzite islands, top-tier appliances, custom cabinetry, and a service kitchen. Additional features include a private gated entry, two fireplaces, elevator, whole-house generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning. Perfectly positioned on the Gulf, just moments from the dining and boutique shopping of Third Street South and Fifth Avenue South. A rare opportunity in the heart of Old Naples.
#225071400

NAPLES

55 13th AVE S

6 Beds

5 Baths

6,143 Sq.Ft.

$22,995,000

MLS#: 225071400

As the featured cover story in Florida Home and Design magazine...Sweeping water vistas and contemporary interiors are a sublime match at this superb modern property. This stunning estate completed in 2017, and designed by Stofft Cooney is set on nearly 1.5 acres. The home is crafted from the finest materials featuring, Italian white-oak floors, Bamboo veined limestone, marine grade stainless steel, and Egyptian Grey hammered natural stone. Vast sliding glass walls disappear for seamless indoor-outdoor living, leading to large lanais, outdoor kitchen, a firepit, and a 77 ft. glass-tiled pool. The expansive grounds also encompass a natural beach and oversized four-car garage. Owners are eligible to join the exclusive Port Royal private beach club complete with spa, tennis facilities, beachfront dining, and a fitness center.
#219002892

NAPLES

1777 Galleon DR

5 Beds

5 Baths

10,400 Sq.Ft.

$22,900,000

MLS#: 219002892

Sensational vistas overlooking Naples Bay and the entrance to the southern waterways beyond! Graciously situated on resplendent grounds with approximately 145 feet of water frontage per the plat and/or deed on one of the most desirable streets in Port Royal - Nelson’s Walk. Built in 2016 to exacting standards by The Williams Group, Inc., the home incorporates luxurious modern amenities, indoors and outdoors. Striking in its attention to detail, the immaculately maintained home features stunning light-filled rooms and an extremely well conceived configuration. Particular attention was paid to great room spaces as well as cozy and private retreats. The first floor accommodations include the primary suite with separate his and her bathrooms and closets, a guest suite, great room, kitchen, large butler’s pantry, den, and an office. The two upstairs guest suites each feature ensuite baths and each is also accompanied by an additional “bunk room.” Oversized 3 bay garage. The large pool deck and covered outdoor living area enjoy some of the very finest views in all of Naples! Port Royal Club Membership eligibility.
#221059765

NAPLES

1070 Nelsons WALK

4 Beds

4 Baths

5,780 Sq.Ft.

$22,900,000

MLS#: 221059765

Presenting a rare and incredible opportunity to build your dream home on this beautiful interior beachfront lot in the heart of Old Naples. This exclusive .47-acre property has 114 feet of beach frontage on the Gulf of Mexico, with striking postcard views of the Naples pier. Enter the unique interior location by a private drive off of Gulf Shore Boulevard, which offers tremendous privacy from the public beach access. Located a few short blocks from shopping and dining on Fifth Avenue and Third Street with proximity to all that Naples has to offer. The existing Rutenberg El Dorado home sustained damage to the residential structure and the property is being sold "as is" for the lot value and any demolition, permitting, repairs, etc. will be the responsibility of the purchaser. Do not walk on the property without permission.
#222088205

NAPLES

1050 Gulf Shore S BLVD

4 Beds

4 Baths

3,314 Sq.Ft.

$22,500,000

MLS#: 222088205

Enjoy breathtaking panoramic water views from one of the most desirable Port Royal properties available in 40 years! With a lot-and-a-half at .89 Acres, this private and serene estate encompasses nearly an acre of waterfront property with 151’ of deep water-frontage on Naples Bay. Property is a boaters dream with direct access to the Gulf of Mexico just minutes away. Resplendent lanai views showcase picturesque mangroves framed by the expansive water of Naples Bay. Discover luxurious living in Port Royal, one of the most beautiful and verdant communities in Southwest Florida. The current residence has been meticulously maintained and consist of four bedrooms plus den with a separate study/office and is ready for your finishing touches while you design and build your dream home. You will marvel at the quiet serenity offered by this lovely Galleon Drive site ideally located a short bike ride from the beach and is just minutes from 3rd Street South, and 5th Avenue South’s fine dining, world-class shopping, and entertainment. Port Royal Club membership eligibility.
#221062785

NAPLES

1857 Galleon DR

4 Beds

3 Baths

5,073 Sq.Ft.

$22,500,000

MLS#: 221062785

New on site 3 days ago
Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, spanning more than one-half acre. Designed by John Cooney of Stofft Cooney Architects and meticulously refurbished throughout, the residence reflects uncompromising craftsmanship and timeless sophistication and can be acquired turnkey furnished for immediate occupancy. From the moment of arrival, the home makes a lasting impression. Flickering gas lanterns, a gracious front porch, and classic symmetrical architecture accented by exquisite millwork create an inviting sense of elegance. Inside, refined finishes abound, including mahogany front doors, rift-sawn white oak flooring, and a striking vaulted ceiling detail upon entry. The living room’s balanced symmetry and detailed millwork flow seamlessly into the gourmet kitchen and dining area, anchored by a 60" Wolf dual-fuel range featuring six burners, an infrared charbroiler, and an infrared griddle. Additional highlights include a Sub-Zero side-by-side refrigerator and freezer, integrated refrigerator drawer systems, and two Miele dishwashers—perfectly suited for both everyday living and entertaining. Thoughtfully curated spaces throughout the home include a bespoke media room with soundproofed walls and a Savant sound system, a handsome study with custom built-in display cabinetry overlooking the pool, a fully reimagined bar and library, and a dedicated fitness studio complete with a steam shower—each space designed for both function and refined living. The estate is comprised of five well-appointed bedrooms, four of which feature en-suite baths, offering refined accommodations for both residents and guests alike. The Master Suite and Bath offer a true private retreat, enveloping you in comfort from head to toe. A tranquil sitting area overlooks the spa and pool, providing a serene backdrop for rest and reflection. Crown moldings and elegant casings throughout enhance the sense of refined craftsmanship, creating a space that feels like a peaceful escape—while remaining unmistakably at home. Following a complete renovation inside and out, the outdoor living spaces are equally compelling. An expansive, oversized porch is designed for rest and relaxation, offering an exceptional poolside setting framed by a preserved Wild Oak tree—an enchanting natural centerpiece that enhances the estate’s sense of serenity and timeless charm. Additional elevated improvements include two side-mounted car lifts, whole-house generator, dual dehumidification systems, a steam shower within the fitness studio underscoring the home’s exceptional level of care, resilience, and thoughtful investment.
#226005600

NAPLES

1963 Gulf Shore BLVD S

6 Beds

5 Baths

9,047 Sq.Ft.

$22,500,000

MLS#: 226005600

H.10490 - This exquisite Southern-Colonial estate sits on an iconic Gordon Drive site comprising 2.53 acres, approximately 150 feet of wide sandy beachfront and offers captivating Gulf of Mexico vistas. The main house includes 3 bedrooms + study and sprawls across 6,209 Sq.ft. of living area with timeless style and casual elegance. From the minute you enter this estate through the magnificent central hallway you will be entranced by the Gulf views and beautiful floating wood staircase. Features include wood and marble flooring, fan windows, intricately carved marble and stone gas fireplaces, beautiful custom millwork and much more. The expansive master suite boasts a marble and stone gas fireplace, large sitting area, 30’ x 36’ balcony, large Walk-in-Closet and beautiful Calcutta marble floored master bath. One can sit back and enjoy the sparkling Gulf of Mexico waters from the 94-foot terrace or balcony upstairs. Property includes two guest houses near the front of the estate site. Eligible for membership to the exclusive Port Royal Club.
#216066804

NAPLES

2440 Gordon DR

3 Beds

3 Baths

6,209 Sq.Ft.

$22,500,000

MLS#: 216066804

Immaculate, nearly new custom home, built in 2020, w/ 111’ of water frontage & western exposure in exclusive Port Royal, w/easy access to the Gulf of Mexico. Designed by Kukk Architecture & built by A. Vernon Allen Builders, this resort-worthy, 2-story home features well-crafted interior finishes, 5 full-bedrooms w/en-suite baths (includes 2nd flr VIP suite & laundry), a full pool bath & 2 half baths, elevator, dining room, club room & den/6th bedroom w/walk-in closet. Numerous upgrades can be found throughout including Control 4 Audio/Video system, Lutron shades in 9 rooms, steam shower in master, security system & whole house audio system. The chef-grade kitchen features high-end cabinetry, huge butler’s pantry & top-of-the-line appliances: 60” Wolf range, 72” Subzero Ref/freezer, Wolf steam oven, icemaker, 2 Subzero wine coolers. The stunning, outdoor pool complex includes a spa, outdoor kitchen & bar, & built-in fire pit/lounge. Other boaters will envy the properties Bellingham 48' concrete floating dock with 7×12 landing, 33,000lb super lift & 2nd 7,000lb beamless lift. Residence is finished with a five-car garage w/cabinets & slat-wall system. Port Royal Club eligibility.
#223008764

NAPLES

3320 RUM ROW

5 Beds

5 Baths

7,100 Sq.Ft.

$22,500,000

MLS#: 223008764

Recently completed, fully furnished, and perfectly positioned on Old Harbour channel. This impeccably appointed residence represents a special opportunity in todays market. Masterfully constructed by Viv Homes and penned by Stofft Cooney Architects, the home is West Indies inspired, seamlessly blending transitional finishes highlighted by wide plank wood flooring, grays, whites and touches of color. 5 en suite bedrooms, study, and loft, and offering over 6,500 square feet of air conditioned space with 4 car garage. A serene outdoor living area provides vistas of the waterway and lush green preserve to the south. Preferably located on western exposure, it’s a short walk to the Port Royal Club and pristine beach. A direct Port Royal membership opportunity that is unrivaled.
#221083113

NAPLES

3300 Fort Charles DR

5 Beds

6 Baths

6,532 Sq.Ft.

$22,495,000

MLS#: 221083113

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