Dave Portnoy breaks Florida Keys sales record with $27.8M waterfront mansion

Barstool Sports founder Dave Portnoy added a $27.8 million Florida Keys property to his $95 million real estate portfolio ...

Inside Dave Portnoy’s $97 Million Property Portfolio

The Barstool founder and media mogul's real estate holdings spans Nantucket, Saratoga Springs, the Hamptons, and two South ...

Dave Portnoy bets on Florida real estate (again). See his new house

Dave Portnoy is expanding his real estate portfolio in South Florida in a big way, The Wall Street Journal first reported.
Orlando Weekly

Photos: Dave Portnoy buys Florida mansion for record-breaking $28M

Dave Portnoy is expanding his real estate presence with a new Florida Keys residence, and breaking records while doing it.

Barstool Sports founder Dave Portnoy reportedly buys waterfront compound in Florida Keys

The property had been listed for $31.2 million in June 2025, the Wall Street Journal reported, and Portnoy, a Massachusetts native, apparently wanted to keep the deal hush-hush.

Dave Portnoy takes dig at Aaron Judge after Barstool honcho’s Yankees gloating backfires

Dave Portnoy found a way to take a shot at Aaron Judge despite the Yankees captain’s heroics on Tuesday.