• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia

Trendingnow

1

'I literally was crying last night because I’m nervous about what I’m going to find out': a record 51% of Americans aren't 'cost secure' on health

2

Jeff Bezos pledged $10 billion for climate change. With the 2030 clock ticking, his wife, Lauren Sánchez Bezos, is leading the charge to spend it

3

A new trade war may be brewing. This time, Europe is taking a page from Trump's playbook — 'We no longer live in a world of pink ponies and rainbows'

1

'I literally was crying last night because I’m nervous about what I’m going to find out': a record 51% of Americans aren't 'cost secure' on health

2

Jeff Bezos pledged $10 billion for climate change. With the 2030 clock ticking, his wife, Lauren Sánchez Bezos, is leading the charge to spend it

3

A new trade war may be brewing. This time, Europe is taking a page from Trump's playbook — 'We no longer live in a world of pink ponies and rainbows'
FinanceReal Estate

A Florida family that bought a fishing cottage for $1 million in the 1980s is selling it for $295 million now that it’s a 20-bedroom compound with its own yacht basin

By
Alena Botros
Alena Botros
Former staff writer
Down Arrow Button Icon
By
Alena Botros
Alena Botros
Former staff writer
Down Arrow Button Icon
February 12, 2024, 2:32 PM ET
View of Gordon Pointe from the water
The home in Port Royal.Courtesy of Dawn McKenna Group/Coldwell Banker Realty
Add Fortune on Google for similar content.

“There is nothing like it, anywhere.” That’s the first line describing a home (if you can call it that) listed for $295 million in Naples, Fla. It’s the most expensive home for sale in the country, according to the Wall Street Journal. 

Recommended Video

Located in an “exclusive neighborhood” known as Port Royal, the home has its own first and last name: Gordon Pointe. The nine-acre compound holds one primary home and two guest houses; altogether there are 20 bedrooms, 20 bathrooms (and four half-bathrooms), a 231-foot yacht basin, a 111-foot floating dock—and, can’t neglect to mention, 1,655 feet of waterfront. 

Overhead view of Gordon Pointe estate
Gordon Pointe
Courtesy of Dawn McKenna Group/Coldwell Banker Realty

It was smaller when John Donahue purchased it for $1 million in the 1980s after seeing the strip of land when (according to family stories) he was flying above it. At the time, it was a little more than four acres and had nothing on it apart from a fishing cottage, the Journal reported. The family built it over the next decade or so as they bought more land, and now after Donahue and his wife, Rhodora, passed away, their 13 children are selling. 

“We’ve all enjoyed it, but it’s more or less time to move on,” their son Bill Donahue, who runs the family’s foundation, told the Journal. His parents were high school sweethearts and devout Catholics; his father graduated from West Point in 1946, served in the Air Force, and started an investment management firm that’s now known as Federated Hermes (and run by another son). 

Their family grew from 13 children to 84 grandchildren to more than 175 great-grandchildren over the years, and the neighborhood transformed into one stuffed with business leaders and millionaires. Bill Donahue told the Journal that former President George H.W. Bush and American golfer Arnold Palmer were some of the well-known guests invited over.

The asking price suggests a new record for most expensive home sold in U.S. history. The current record holder belongs to the billionaire CEO of the massive hedge fund Citadel, Ken Griffin, who bought a penthouse on Billionaires’ Row in Manhattan for almost $240 million back in 2019. Others have come close but dropped their asking price as time went on. One of them, a Los Angeles mansion (deemed Casa Encantada) sitting on more than eight acres of land with seven bedrooms and 20 bathrooms, was originally listed for $250 million last year but is now going for $195 million. 

It’s quite an ask for the home marketed by Coldwell Banker Realty’s Dawn McKenna, Corcoran’s Leighton Candler, and Savills’ Rory McMullen given the pandemic-housing boom is over and this is a very different, chillier, housing market—one where existing-home sales fell to their lowest point in nearly 30 years, and luxury home sales declined almost 45% in a three-month period. But it could have a good chance of fetching that price, since home prices haven’t declined hand in hand with sales activity. By the fourth quarter of last year, luxury home prices were hitting all-time highs, driven by all-cash bids. A home in Miami sold for $79 million, for instance. 

The family wants to sell it as is, in one piece, rather than breaking it up. “If we were to break up the components, no one would put it back together again,” Donahue said, although one of the agents, Candler, told the Journal that the property can accommodate six houses, if not more. “We did our best to price [Gordon Pointe] and we can defend that price all day long,” one of the co-listing agents, McKenna of Coldwell Banker Realty, told CNBC.

Overhead shot of Gordon Pointe
Gordon Pointe.
Courtesy of Dawn McKenna Group/Coldwell Banker Realty

Clearly, this is a very different home than the norm, making comparisons difficult if not impossible. The average home value in Naples is close to $600,000, while its ritzy Port Royal neighborhood, with just 10,000 residents, has a median home sale price of slightly more than $9 million. (The relatively small number of transactions skews this data, as Port Royal’s sale price saw a 57% fall year over year, and Gordon Pointe’s eventual sale could blow that number out of the water.)

But who knows what will happen or who the magic buyer will be, because a large part of what makes Port Royal so appealing is its secrecy. As McKenna told the Journal, “Some of the wealthiest billionaires have places there, and you don’t know it.”

About the Author
By Alena BotrosFormer staff writer
LinkedIn iconTwitter icon

Alena Botros is a former reporter at Fortune, where she primarily covered real estate.

See full bioRight Arrow Button Icon
Add Fortune on Google for similar content.

Latest in Finance

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Finance

t
Economybeef
Ground beef is up 20% since last year. A parasite, a drought and a July 1 trade deadline could push it higher
By Andrew Muhammad, Charles Martinez and The ConversationJune 21, 2026
1 hour ago
Russia-occupied Crimea halts gas sales to civilians as Ukraine ramps up attacks on fuel supplies while speculators sell at double market prices
EuropeUkraine invasion
Russia-occupied Crimea halts gas sales to civilians as Ukraine ramps up attacks on fuel supplies while speculators sell at double market prices
By The Associated PressJune 21, 2026
2 hours ago
A stock trader’s guide to navigating a rare ‘Super El Niño’
EnvironmentWeather and forecasting
A stock trader’s guide to navigating a rare ‘Super El Niño’
By BloombergJune 21, 2026
2 hours ago
d
EnvironmentData centers
Harvard scholar: the data-center backlash is just getting started
By Rachel Mural and The ConversationJune 21, 2026
2 hours ago
f
SuccessParenting
The tribe called the world’s best fathers gets outpaced by rich American dads
By Darby Saxbe and The ConversationJune 21, 2026
2 hours ago
b
EconomyUnited Kingdom
Britain marks Brexit’s 10th anniversary with an economy 4%-8% smaller than if it never voted to leave
By Brian Melley, Pan Pylas and The Associated PressJune 21, 2026
2 hours ago

Most Popular

'I literally was crying last night because I’m nervous about what I’m going to find out': a record 51% of Americans aren't 'cost secure' on health
Health
'I literally was crying last night because I’m nervous about what I’m going to find out': a record 51% of Americans aren't 'cost secure' on health
By Ali Swenson, Amelia Thomson-Deveaux and The Associated PressJune 20, 2026
23 hours ago
Jeff Bezos pledged $10 billion for climate change. With the 2030 clock ticking, his wife, Lauren Sánchez Bezos, is leading the charge to spend it
Environment
Jeff Bezos pledged $10 billion for climate change. With the 2030 clock ticking, his wife, Lauren Sánchez Bezos, is leading the charge to spend it
By Sydney LakeJune 19, 2026
2 days ago
A new trade war may be brewing. This time, Europe is taking a page from Trump's playbook — 'We no longer live in a world of pink ponies and rainbows'
Economy
A new trade war may be brewing. This time, Europe is taking a page from Trump's playbook — 'We no longer live in a world of pink ponies and rainbows'
By Jason MaJune 20, 2026
18 hours ago
Nvidia CEO Jensen Huang says electricians and plumbers will be needed by the hundreds of thousands in the new working world
Success
Nvidia CEO Jensen Huang says electricians and plumbers will be needed by the hundreds of thousands in the new working world
By Preston ForeJune 20, 2026
1 day ago
Former VP Kamala Harris says she went through a nine-hour interview to land the job—but she couldn’t escape ‘gold medal depression’ even when she won
Success
Former VP Kamala Harris says she went through a nine-hour interview to land the job—but she couldn’t escape ‘gold medal depression’ even when she won
By Emma BurleighJune 21, 2026
6 hours ago
The Great Recession’s missing children are finally bringing college’s financial crisis into sight. Welcome to the ‘enrollment volatility’ era
Economy
The Great Recession’s missing children are finally bringing college’s financial crisis into sight. Welcome to the ‘enrollment volatility’ era
By Tristan BoveJune 20, 2026
1 day ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.