The actor is familiar with Palm Beach County. He has worked out in Jupiter, made drinks at Rocco's Tacos, and his brother ...

Dave Portnoy's real estate portfolio just got bigger, as the Barstool Sports founder has purchased a $27.75 million property ...

Explore Florida Keys small towns where time slows down and stunning views create the perfect escape filled with coastal charm ...

Look at photos from the nearly-$28 million Florida home recently purchased by Barstool Sports founder Dave Portnoy.

The Islands of Islamorada in the Florida Keys has the views, the amenities and the vibe of a five-star resort – without much ...

More than a dozen communities across the state have active voluntary home buyout programs designed to reduce damage from ...

The Florida Keys compound is Portnoy's second Florida home; he also purchased a house in Miami for almost $14 million in 2021 ...

The property had been listed for $31.2 million in June 2025, the Wall Street Journal reported, and Portnoy, a Massachusetts ...

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

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

Dave Portnoy may start filming more “One Bite Pizza Reviews” in the Florida Keys. The Barstool Sports founder just purchased ...

With Old Florida charm, toothsome restaurants, and fishing, Tavernier is one of the best small towns in the Florida Keys. Here's what to know before you go.