Someone has spent $311 million buying up a stretch of Gulf-front property in Naples, Florida, though exactly who—and what they intend to do with it—remains a mystery. The purchases span nearly 19 acres along Gordon Drive in the Port Royal neighborhood, in one of the country’s most expensive residential enclaves.
According to the Wall Street Journal, the buyer first paid $225 million in 2025 for a roughly 15-acre compound previously owned by Canada’s DeGroote family. The purchase covered three contiguous properties and set a record for the largest residential sale in Florida’s history. Fourteen months later, the buyer returned for a neighboring property, paying another $86 million to Ralph and Shelly Stayer, minority owners of the Milwaukee Brewers baseball franchise. Both purchases were made through a land trust, with nondisclosure agreements keeping the buyer’s identity under wraps…