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

The unapologetic internet personality and Barstool Sports founder purchased an Islamorada mansion this week for $27,750,000, the highest property sale the village has ever seen. 

Located at 76180 Overseas Highway, the home has eight bedrooms, 10 bathrooms and a total 7,562 square feet across a main residence and a guest house. 

The estate sits on 1.65 acres of waterfront land, and it comes with two pools, a private beach, a boat ramp and dock, an outdoor kitchen and 150 feet of private water access, per the listing. Inside, there are two laundry rooms, an elevator, a 180-bottle glass wine cellar, Sonos sound system and more.

There are also two gated driveways, a four-car garage and lots of tropical landscaping. 

Portnoy, 48, already owned more than $95 million worth of real estate in both Florida and other areas like Montauk, Nantucket and Saratoga Springs. He also is the owner of a $14 million home in Miami.

All photos are from Realtor.com.

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