Florida's most expensive residential property, Gordon Pointe, has re-entered the luxury market with a new asking price of $271 million, following a $24 million reduction. Located in the exclusive Port Royal neighborhood of Naples, the estate sits on a private peninsula where the bay meets the Gulf of Mexico, offering an unmatched combination of seclusion and waterfront access.
A compound built for the ultra-wealthy
Unlike typical mansions, Gordon Pointe is a sprawling compound that includes a main residence and two additional homes, totaling over 1,600 feet of water frontage. The property also features a private deepwater basin for large yachts, with direct access to the open sea without the need to clear any bridges. This makes it a paradise for serious boating enthusiasts and a rare find in the world of high-end real estate.
The estate first hit the market in 2024 with a higher price tag, but even with the recent cut, it remains a trophy asset that few can afford. The sheer scale and amenities—such as the ability to dock superyachts right at home—set it apart from other luxury listings in Florida.
A family legacy on the Naples coast
The story behind Gordon Pointe dates back to 1985, when financier John Donahue and his wife Rhodora purchased the land for just $1 million, intending it as a vacation retreat. Over the decades, the property became a cherished family compound, hosting generations of the Donahue family. After the founders passed away, the family decided to sell, and the estate has since been a focal point of the luxury market.
This sale is not just about real estate; it's about preserving a piece of Florida's coastal history. The Donahue family's vision transformed this corner of Naples into a landmark, and now a new owner will have the chance to continue that legacy.
For those watching the market, Gordon Pointe's price adjustment reflects broader trends in Florida's luxury sector. As secondary cities like Naples attract new buyers, the demand for ultra-premium properties remains strong, but even the most exclusive listings must find the right price.
While some may see the $24 million cut as a sign of a cooling market, others view it as a strategic move to attract serious offers. The estate's unique features—its private peninsula, deepwater access, and multiple residences—are irreplaceable, and for the right buyer, it represents a once-in-a-lifetime opportunity.
As the listing continues to draw attention, it also highlights the growing interest in Florida's luxury real estate, even as some seniors look to leave the state for more affordable options. Gordon Pointe, however, is in a league of its own, appealing to international buyers and billionaires who value exclusivity above all.
The property is being marketed by the Dawn McKenna Group of Coldwell Banker Realty, and it remains one of the most talked-about listings in the country. Whether it will sell at the new price or undergo further adjustments, one thing is certain: Gordon Pointe is a testament to the enduring allure of Florida's most coveted coastline.
