Iconic waterfront estate in Naples relists at $195 million
The iconic waterfront estate Naples has watched since 2024 is back: Gordon Pointe is listed for $195 million after a $100 million price cut from its original $295 million ask. The Port Royal compound is now a 5.39-acre offering with Gulf and Naples Bay views, 722 feet of beach, and a private yacht basin.
According to Realtor.com, the Florida seaside estate has climbed to the top of this week's most expensive U.S. homes list. The listing at 100 and 104 Bay Road sits at the southern tip of Gordon Drive in Port Royal.
That price still places Gordon Pointe among the country's costliest residential offerings, even after the parcel was slimmed down from a roughly 9-acre spread. Shoppers tracking luxury real estate and dream homes will recognize the name from its record-setting 2024 debut.
Key Takeaways
- Gordon Pointe is back on the market in Naples for $195 million, $100 million below its original $295 million asking price.
- The current offering covers 5.39 acres with 722 feet of beach frontage and a 231-foot yacht basin.
- Financier John Donahue began assembling the compound in 1985, starting with a 4-acre waterfront parcel bought for about $1 million.
- The estate first listed in 2024 as the most expensive home in the United States and last asked $210 million in January 2025.
- Tim Savage of Gulf Coast International Properties is the listing agent.
Why did this Naples estate take a $100 million price cut?
The $100 million reduction is measured against the original 2024 ask of $295 million, when Gordon Pointe was the most expensive listing in the U.S. Realtor.com reports the property has bounced on and off the market several times since then.
Its most recent prior listing was $210 million in January 2025. The new $195 million price comes with a smaller footprint: 5.39 acres instead of the roughly 9 acres once marketed as a single parcel.
Buyers are not being offered the same estate at a simple discount so much as a scaled-down version of a larger compound. The listing still markets the property as a "once in a generation" chance to acquire what it calls "the most unique, exceptional offering."
What does the $195 million Gordon Pointe listing include?
The current package is a 5.39-acre waterfront estate overlooking Naples Bay and the Gulf of Mexico. It includes 722 feet of beach frontage and what the listing describes as "the option of protected harbor" in a 231-foot yacht basin.
Interior design highlights cited by Realtor.com include built-in cabinetry, cathedral ceilings, and concrete floors. The addresses given are 100 and 104 Bay Road in Naples, Florida, at the southern tip of Gordon Drive in Port Royal.
Those dual-water views of Naples Bay and the Gulf of Mexico remain central to the listing, along with the beach frontage and the protected yacht basin.
Who owns Gordon Pointe, and why does the relisting matter?
Financier John Donahue owns the legacy property. He began building the compound in 1985, when he purchased his first 4-acre waterfront parcel for around $1 million, then expanded his holdings over the years to about 9 acres.
The jump from that original $1 million lot to a $195 million ask spans more than four decades of expansion along the water. When the compound first listed in 2024, it was the most expensive home on the market in the United States.
Gordon Pointe is once again the week's most expensive home for sale in the United States, according to Realtor.com, with Tim Savage of Gulf Coast International Properties handling the listing.