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

Dave Portnoy, the founder of Barstool Sports, has paid a record $27.7 million for a waterfront home in Islamorada, Florida, ...

Barstool Sports president Dave Portnoy has reportedly purchased a new “sanctuary” in the Florida Keys for a staggering price.

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

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

You can read more about that – even see the fishing poles he used – among exhibits at the Florida Keys History & Discovery Center, which doubles as the Islander’s conference center. Or you can pay no ...

With year-round sunshine, white-sand beaches, a tropical vibe, and a laid-back, easygoing lifestyle à la Jimmy Buffet, it’s no wonder the Florida Keys are one of the state’s most popular destinations.

Barstool Sports digital media company founder Dave Portnoy recently purchased a $27.75 million estate on Lower Matecumbe Key, ...

ISLAMORADA, Fla., Sept. 3, 2025 /PRNewswire/ -- One of Islamorada's most storied properties has been reborn. Originally built in 1937 as one of the first developed estates in the area, Mar-Key ...

Barstool Sports owner Dave Portnoy bought a waterfront mansion in Islamorada, setting a record for home sales in the Florida ...

Dave Portnoy, the founder of Barstool Sports, has paid a record $27.7 million for a magnificent waterfront home in Islamorada ...