Sunset view of Gordon Pointe luxury estate

A sunset view highlights the scale and seclusion of Gordon Pointe, long stewarded by the Donahue family and considered one of the most significant residential properties in Naples. Its return to the market comes amid continued record-setting luxury sales in Port Royal.

The priciest home currently for sale in the U.S. is in Naples. A Port Royal waterfront compound hit the market for a record-breaking asking price of $295 million. 

If the sellers of the 9-acre lot with three homes on it totaling 22,800 square feet at the tip of a peninsula known as Gordon Pointe receives anywhere close to their asking price, it would shatter the record for the biggest sale in the U.S., The Wall Street Journal reports.Billionaire hedge fund manager Ken Griffin, CEO of Citadel LLC, purchased a penthouse at the 220 Central Park South skyscraper in Manhattan in 2019 to set the record. 

This property located at 100 Bay Road, which has 728 feet of beach frontage and 927 feet of bay frontage, features a private 231-foot yacht basin and a 111-foot T-dock. 

Aerial view of Gordon Pointe beachfront compound

The Gordon Pointe estate includes multiple residences totaling about 22,800 square feet, along with extensive Gulf frontage and deepwater access. The property is located at the southern tip of Port Royal near Gordon Pass.

 

Dawn McKenna of Coldwell Banker Realty is the broker for the Donahue compound with Leighton Candler of the Corcoran Group and Rory McMullen of Savills.  

John Donahue, who died in 2017, and Rhodora Donahue, who died in 2022, amassed around 60 acres in the area and routinely hosted family gatherings of 100 people or more at the property, according to The Wall Street Journal. The home has hosted former President George H.W. Bush, former First Lady Barbara Bush, former Gov. Jeb Bush and various clergy from the Catholic Church.  

Gordon Pointe peninsula estate in Port Royal

An aerial view shows Gordon Pointe, a nearly 9-acre private peninsula estate at 100 Bay Road in Naples, with frontage on both the Gulf of Mexico and Naples Bay. The legacy compound has returned to the market after a previous record-setting listing in 2024.

The Wall Street Journal

the decision to sell was made by the family office where all of his siblings have seats on the board.

 

“We’ve all enjoyed it, but it’s more or less time to move on,” Bill Donahue said. 

Check back with Gulfshore Business for more on this developing story. 

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