The Top 5 Most Expensive Houses in Port Royal

port royal florida aerial view

In the 1940’s a prominent radio adverting tycoon, John Glenn Sample had a vision for Southwest Florida. He purchased two square miles of land at the southern tip of what was to later be Naples, Florida. He wanted to make Port Royal the best place to live in America and in the 1950’s construction began on his dream. He began by filling the marshlands with earth and then dredging canals to provide deep water access for large boats. Over the years he developed over 600 single-family houses in Port Royal, attracting the elite and wealthy from around the world to reside in Naples.

The name Port Royal was derived from the 17th Century Jamaican city where privateers and smugglers spent their spoils from the looting of ships in the Caribbean. He even names the streets in Port Royal after pirate themes from those times. Names like Gin Lane, Rum Row, Galleon Drive, and Buccaneers Roost are all examples of his vision.

Port Royal is now the definition of Luxury Real Estate in Naples and Southwest Florida. Home to the wealthy, elite, and famous from across the globe. This non-gated community is left open for tourists to be able to view the homes but is closely guarded by the community’s own police force. Some of the sprawling oceanfront mansions cannot even be captured in a single photo. Port Royal home sales continue to break records in the hot Naples real estate market.

The most expensive home to date according to Nabor was located at 2700 Gordon Dr. Naples, Florida 34102. It was originally listed at $65,000,000 and sold for $52,000,000 in January 2021.  This beachfront luxury home was the ultimate family compound and was truly one of a kind. It has over 303 feet of gorgeous white sand beach on the Gulf of Mexico, boasting 3.98 lushly landscaped acres w/3 separate homes, & the potential to subdivide this gated, tropical paradise. The property consisted of 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.


Below are the top 5 most expensive current homes for sale in Port Royal:

House for sale in Port Royal 3595 Gin Ln Naples, Florida 34102

3595 Gin Ln. Naples, Florida 34102

Boaters’ Paradise with 188 feet of water frontage. This gated estate sits on about an acre with views of Hidden Bay and easy access to the Gulf of Mexico. A 50-foot swimming pool with an outdoor kitchen and living space is available. A private elevator, cherry wood library, a double island in the kitchen, a motorized pocketing door that divides the great room from the outside living area, whole house generator, a workshop/golf cart garage, and other features added to the property. A modern boat dock with a lift and a floating jet-ski dock is located on the cul-de-sac. Expansive front and rear yards, a gorgeous 60′ pergola lounging space, a fire pit, a side courtyard, and a covered kitchen/living room provide several meeting locations for people who enjoy spending time outside.

House for sale in Port Royal 3300 Fort Charles Dr Naples, Florida 34102

3300 Fort Charles Dr. Naples, Florida 34102

Move right in to this immaculately outfitted home in Port Royal, designed by Stofft Cooney Architects and finished by VIV Homes in May of 2021. This home is influenced by the West Indies, with wide-plank Legno Bastone wood floors throughout and grays and whites in the furniture. There are five bedrooms, all en suite, plus a study and a loft in this 6,532 square foot home. Quartzite worktops, Wolf gas stove and twin ovens, and a Sub-Zero refrigerator and freezer complete this gourmet kitchen. The multi-tiered lanai with heated saltwater pool and spa with views of Old Harbour Channel and the preserve to the south.  Outdoor fireplace, Wolf grill, cooking area, fire bowl, and electric screens and shutters Garage with four parking spaces. The property comes with Lutron lighting and a Sonos sound system and has a generator.

house for sale in port royal 818 Nelsons Walk Naples, Florida 34102

818 Nelsons Walk Naples, Florida 34102

A once-in-a-lifetime chance to own a one-of-a-kind bespoke house on over three-quarters of an acre in exclusive Port Royal! This magnificent estate features 132 feet of lake frontage, a boat dock, and a lift. The 6-bedroom main home and 1-bedroom guest house are strategically planned and beautifully laid out, allowing for a seamless transition from the indoor living area to the spacious outside living space, which includes an outdoor kitchen, sitting area, putting green, and fire pit. A resort-style infinity pool with a sun bench and pool chair overlook stunning broad water views. The chef’s kitchen has high-end appliances, a large island, and a gas stove. It features a six-car garage and is eligible for Port Royal Club membership.

home for sale in port royal 2490 Treasure Ln Naples, Florida 34102

2490 Treasure Ln Naples, Florida 34102

This British Colonial-inspired Port Royal mansion lies on over ½  acres and has an amazing architectural detail. Extensive handcrafted woodwork, broad board rosewood flooring, a large 2-story octagonal mahogany staircase, and a great room with 16′ cathedral ceilings characterize the home. A massive marble island, Wolf/Subzero appliances, 2 Fisher Paykel dishwasher drawers, butler’s pantry, and a bar with 2 Subzero wine storage units and 2 dishwashing drawers highlight the epicurean kitchen. An outdoor sanctuary with a covered lanai, outdoor kitchen, pool/spa with shell stone terrace, and carefully manicured private garden is accessible through a mahogany Tischler in-wall door. A staircase goes down to the air-conditioned 3-car garage and up to a private guest suite and bath. A living area and three en-suite bedrooms are located on the second level. An elevator, steel-reinforced concrete between floors, home automation, A/V system, 48k generator, 10-camera security system, and controlled screens/shutters are among the other house amenities.

house for sale in port royal 3455 Gin Ln Naples, Florida 34102

3455 Gin Ln Naples, Florida 34102

Beautiful residence in Port Royal. The builders’ personal home. Gorgeous landscaping with a lush tropical backdrop and clay paver paths. If you decide to construct, you may select from a variety of Jeff Harrell-designed custom home plans. A separate two-bedroom guest quarter was built in 2014. This property features 5 bedrooms and 4.5 bathrooms. A 60-foot dock with a 16,000-pound lift is available. Today, take advantage of the Port Royal lifestyle. Eligibility to join the Port Royal Club.


About the Port Royal Club

The majority of the homes and lots include membership privileges to the Port Royal Club, but there are some houses in Port Royal, although located in Port Royal, that do not hold the right to apply for membership to the Port Royal Club. Membership is available to property owners south of 21st Ave South. Properties in this area are either eligible for Port Royal Club Resident Membership or Port Royal Associate Membership.

The Port Royal Club is a key feature of the community and is located directly on the Gulf of Mexico at 2900 Gordon Drive, Naples, Florida 34102. Members enjoy fine dining, swimming, tennis, gym facilities, massage, and facial treatments. Referred to simply as “The Club” by its members, the Port Royal Club was established in 1959 for the exclusive enjoyment of residents, their families, and guests.

The Club is open from mid-August until July when it closes for a month.

The Port Royal Club is a magical site for many area parties and weddings. The staff are experts at catering to guests’ needs and they create some delectable dishes that could be served in any five-star restaurant. The Friday night “Seafood Buffet” is one of the freshest seafood extravaganzas one could ever experience.


Looking for Homes for Sale in Port Royal

Contact me for additional information if you’re interested in learning more about Port Royal real estate and being a member of this wonderful club. A brief call may frequently help you tune into particular communities that meet your preferred lifestyle.

If you are still in a discovery phase, check out our service areas, which highlight Southwest Florida neighborhoods and communities. I’d be delighted to assist you in locating the right area for your needs. Please contact us; one phone call might lead you in the right route. You may reach Frank Procopio at (239) 206-6577 or

He brings his extensive knowledge of the real estate market, excellent communication skills, experience, and passion to Southwest Florida with the aim of helping sellers, buyers, and investors in achieving their dreams and goals. By incorporating modern digital marketing strategies used by fortune 500 companies, his fresh and innovative approach to real estate, coupled with his natural ability to connect with people, has allowed him to achieve success even in the most complex and competitive situations.