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

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

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

Portnoy has reportedly closed on a newly constructed waterfront abode in Islamorada, breaking a record for the Florida Keys ...

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.

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

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

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

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

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

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

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