Dave Portnoy Acquires Waterfront Estate in Florida Keys

In a recent high-profile acquisition, Dave Portnoy, founder of Barstool Sports, has purchased a luxurious waterfront estate in the Florida Keys. Located at 76180 Overseas Highway in Islamorada, this stunning property was previously listed for $31.2 million through Sotheby’s International Realty.
Overview of the Waterfront Estate
The estate spans 1.65 acres and offers a wealth of amenities tailored for luxury living. Key features include a private dock, a boat ramp, and a secluded beach.
Main Residence Features
- Square Footage: 7,562
- Bedrooms: 5
- Bathrooms: 6 full baths
- Office space
- Gourmet kitchen with high-end appliances and finishes
The kitchen stands out with marble and dolomite countertops, a custom mosaic tile backsplash, and numerous high-end appliances including:
- A built-in Miele coffee system
- A 36″ Wolf gas cooktop
- Four Sub-Zero refrigerators
- Two laundry rooms
Entertainment and Outdoor Amenities
This estate is designed for entertaining, featuring:
- An outdoor kitchen complete with an Italian brick pizza oven
- A 180-bottle glass wine cellar
- Sonos sound system
- A media-ready living room with blackout shades
Additional outdoor amenities include:
- Expansive covered porches with panoramic bay views
- A flat grill and smoker in the outdoor kitchen
- A tackle room
A four-car garage
Guest House Specifications
The property also features a 2,666-square-foot guest house, providing further luxury and privacy:
- Bedrooms: 3
- Bathrooms: 4
- Private pool
- Fully equipped kitchen with JennAir appliances
The guest house allows for comfortable hosting of family and friends while ensuring privacy. The estate includes multiple gated driveways and offers serene lawns, showcasing an opulent tropical atmosphere.
A Unique Legacy Property
Dave Portnoy’s acquisition of this exceptional property exemplifies the ultimate Florida Keys lifestyle. It merges luxury, privacy, and natural beauty into a one-of-a-kind legacy estate.