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

“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.”

Join us at the Fortune Workplace Innovation Summit May 19–20, 2026, in Atlanta. The next era of workplace innovation is here—and the old playbook is being rewritten. At this exclusive, high-energy event, the world’s most innovative leaders will convene to explore how AI, humanity, and strategy converge to redefine, again, the future of work. Register now.
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

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
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • 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
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map

Latest in Finance

Sam Altman looks down and to the side, frowning.
AIOpenAI
Sam Altman says he’s ‘0%’ excited to be CEO of a public company as OpenAI drops hints about an IPO: ‘In some ways I think it’d be really annoying’
By Sasha RogelbergDecember 19, 2025
15 hours ago
CryptoKlarna
Klarna partners with Coinbase to receive stablecoin funds from institutional investors
By Ben WeissDecember 19, 2025
16 hours ago
AIDebt
AI hyperscalers have room for ‘elevated debt issuance’ — even after their recent bond binge, BofA says
By Jason MaDecember 19, 2025
16 hours ago
Late Apple cofounder Steve Jobs
SuccessCareers
Steve Jobs sold his Volkswagen to raise $1,300 for Apple’s first computer. He became a millionaire just two years later at 23
By Emma BurleighDecember 19, 2025
16 hours ago
Thomas “Tom” McInerney is President, CEO and a Director of Genworth Financial
CommentaryCaregiving
I’m a CEO who’s spent nearly 40 years talking to presidents, lawmakers and leaders about our long-term care crisis. They knew this moment was coming
By Thomas McInerneyDecember 19, 2025
17 hours ago
jewelry
EconomySmall Business
‘This year is just not a jewelry Christmas’: Meet a 64-year-old small businesswoman who’s seen her Main Street decline for the last decade
By Makiya Seminera and The Associated PressDecember 19, 2025
18 hours ago

Most Popular

placeholder alt text
Economy
The $38 trillion national debt is to blame for over $1 trillion in annual interest payments from here on out, CRFB says
By Nick LichtenbergDecember 17, 2025
3 days ago
placeholder alt text
AI
Meta’s 28-year-old billionaire prodigy says the next Bill Gates will be a 13-year-old who is ‘vibe coding’ right now
By Eva RoytburgDecember 19, 2025
22 hours ago
placeholder alt text
Success
As graduates face a ‘jobpocalypse,’ Goldman Sachs exec tells Gen Z they need to know their commercial impact 
By Preston ForeDecember 18, 2025
2 days ago
placeholder alt text
Success
The scientist who helped create AI says it’s only ‘a matter of time’ before every single job is wiped out—even safer trade jobs like plumbing
By Orianna Rosa RoyleDecember 19, 2025
19 hours ago
placeholder alt text
Success
Billionaire who sold two companies to Coca-Cola says he tries to persuade people not to become entrepreneurs: ‘Every single day, you can go bankrupt’
By Dave SmithDecember 19, 2025
18 hours ago
placeholder alt text
Economy
‘This is a wacky number’: economists cry foul as new government data assumes zero housing inflation in surprising November drop
By Eva RoytburgDecember 18, 2025
2 days ago

© 2025 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.