Port Royal


Discover Port Royal luxury estate homes for sale in Naples, Florida. Between 1938 and 1950, John Glen Sample, a retired advertising executive from Chicago, purchased various parcels of marsh land in South Naples, totaling about 2 square miles. He is said to have paid a total of $54,000 for all of this land. His vision: “To make Port Royal the finest place in the world to live” by carving out peninsulas of land for grand estate homes for sale in Port Royal, Naples, FL with ample waterways for yachts and sailboats. He wanted Port Royal to be “a showplace of casual elegance”. During the early 1950’s, lots sold between $7,500 and $12,000, and Sample’s spec homes sold between $22,000 and $25,000. By the 1960’s, lots had jumped to $15,000 – $30,000 and homes sold between $55,000 – $60,000.


Port Royal in Naples, Florida was named after the 17th Century Jamaican city which became famous as a destination for pirates and smugglers. The streets in Port Royal, Naples, FL today still carry names reminiscent of that era, such as: Spyglass Lane, Rum Row, Gin Lane and Galleon Drive.

The Port Royal Club today maintains the very finest amenities and services:

  • Beautifully-manicured beach
  • Heated swimming pool on the beach
  • Fine and casual dining
  • State-of-the-art exercise facility with certified trainers and physical therapists
  • Spa treatments
  • Tennis courts with teaching pros and all levels of tournament play
  • Scheduled community events such as: dancing, barbecues, and live music on the beach


The Robb Report: Based on a compilation of median price sales data comparing the most expensive real estate markets in the country, the Robb Report in 2018 concluded that Port Royal was the No. 1 most expensive neighborhood in America. Port Royal is truly the crème de la crème neighborhood in Naples, Florida.

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