997 Spyglass LN, Naples
(239) 216-2016
Real Estate Company
Port Royal is one of the most prestigious — and most exclusive — addresses in all of Naples, Florida. Set on a private peninsula south of Aqualane Shores, this storied waterfront community traces its origins to 1939, when John Glen Sample envisioned a yachting colony of family homes with easy access to the Gulf of Mexico. Today Port Royal's roughly 500 homes form a showcase of architectural excellence: Key West-style cottages, Italianate villas, and bold modernist masterpieces, many on deep-water canal lots with direct Gulf access, priced from the millions to the tens of millions. When Naples residents speak of 'old Naples luxury,' this is the name they mean.
Life in Port Royal revolves around the water — and around the Port Royal Club, the community's private centerpiece, with tennis, fitness, beachfront dining, and a vibrant social calendar that gives the neighborhood the feel of a grand private resort. Residents cruise from their docks to the Gulf, the Ten Thousand Islands, and beyond; host gatherings at the Club's fine-dining venues; and enjoy a level of privacy and serenity few communities anywhere can match. Yet Port Royal is remarkably convenient: Olde Naples' Fifth Avenue South and Third Street South — with their galleries, boutiques, and restaurants — are just minutes away, as are the nightlife of downtown Naples and the cultural attractions that have made Naples one of America's great small cities.
Port Royal homes are among the most valuable in Southwest Florida, with estates priced at up to tens of millions of dollars. The housing stock is a curated gallery: meticulously restored historic residences alongside spectacular new construction, each home an architectural statement on a generous waterfront lot. Deep canal frontage accommodates large yachts, and Gulf-access lots are the ultimate prize — offering boaters open-water cruising within minutes of the dock. Buyers here are acquiring more than a home: they're joining a legacy community where discretion, heritage, and waterfront living define daily life. Inventory is limited and demand is enduring, making Port Royal as sound an investment as it is a lifestyle.
Few addresses in America carry the weight of Port Royal. It is the neighborhood by which Naples luxury is measured — the original waterfront estate community, still setting the standard more than eight decades after John Glen Sample's founding vision. The combination of deep-water Gulf access, the private Port Royal Club, architectural distinction, and absolute privacy minutes from downtown is simply not replicable. For buyers seeking the pinnacle of Naples living — a trophy estate, a yachting base, a legacy property — the conversation starts here. Contact OS Florida Group at (239) 216-2016 for a private consultation on Port Royal opportunities.
The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.
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