Barstool Sports founder Dave Portnoy has set a new residential record in the Florida Keys, paying $27.8 million for a waterfront estate in Islamorada.

Located at 76180 Overseas Highway, the 1.7-acre property spans over 10,200 square feet of interior space with eight bedrooms and nine and a half bathrooms. Built in 2023, the compound includes a 7,600-square-foot main residence and a 2,700-square-foot guest house. The home features 150 feet of private water frontage, a dock, boat ramp, beach, and two pools.

The sellers, Tom and Caryl Donatucci, had purchased the land for $2.3 million in 2019. The sale surpasses the previous $23 million record in the Keys.

(source: The Real Deal, picture: Denys Kostyuchenko)