Dave Portnoy’s $42 Million Nantucket Bachelor Pad
Dave Portnoy, the founder of Barstool Sports, has recently made headlines for purchasing a stunning waterfront estate in Nantucket.
The luxurious property, which includes two separate lots that have been developed into a single compound, sold for a record-breaking $42 million. This purchase has set a new record for both the island of Nantucket and the entire state of Massachusetts.
The Nantucket estate was previously owned by a hedge fund manager and was designed by Workshop/APD.
The property boasts breathtaking views of Nantucket Harbor and features numerous luxurious amenities, including a pool, spa, and private beach access. It is no wonder that Portnoy was willing to pay such a hefty price for this stunning retreat.
While some may question the wisdom of spending such a large sum on a vacation home, Portnoy’s purchase is not entirely surprising given his success with Barstool Sports. The media company, which he founded in 2003, has grown into a multi-million dollar empire with a massive following.

Overview of Dave Portnoy’s Nantucket Home
Dave Portnoy, the founder of Barstool Sports, recently purchased a stunning waterfront estate on Nantucket Island for a record-breaking $42 million. The property includes two separate lots that have been developed into a single compound, located at 68 and 72 Monomoy Road.
The property boasts breathtaking views of Nantucket Harbor and includes a private beach, a swimming pool, and a tennis court.
The interior of the home is just as impressive as the exterior, featuring six bedrooms, six full bathrooms, and three half bathrooms. The home also includes a gourmet kitchen, a formal dining room, a spacious living room, and a cozy library.

Architectural Design and Interiors
Dave Portnoy’s Nantucket home is a stunning example of modern architecture. The house features a beautiful combination of wood, stone, and glass to create a unique and striking exterior.

The clean lines and sharp angles of the house give it a modern and sophisticated look, while the use of natural materials helps it blend seamlessly into its surroundings.

The house is situated on a 1.2-acre compound in the Monomoy area of Nantucket. The property features beautiful landscaping, including a large lawn, trees, and shrubs. The house also has a private beach and a dock, making it the perfect retreat for those who love the water.
Interior Layout
The interior of Dave Portnoy’s Nantucket home is just as impressive as the exterior. The house features an open floor plan with large windows that let in plenty of natural light. The main living area is spacious and features high ceilings, giving it a grand and luxurious feel.

The house has six bedrooms and eight bathrooms, providing plenty of space for guests. The bedrooms are all spacious and feature luxurious finishes, such as hardwood floors and high-end fixtures.
Nantucket Island Charm
Dave Portnoy’s Nantucket home is located on the picturesque island of Nantucket, Massachusetts. The island is known for its charming cobblestone streets, historic lighthouses, and beautiful beaches. Visitors to the island can enjoy a variety of outdoor activities, including sailing, fishing, and hiking. The island also has a rich cultural history, with many museums and art galleries to explore.

Proximity to Local Attractions
Portnoy’s home is situated in a prime location on the island, with easy access to many local attractions. The property is located just a short distance from the historic Nantucket Whaling Museum, which offers visitors a glimpse into the island’s whaling past.
The home is also close to several popular beaches, including Surfside Beach and Madaket Beach.
In addition to its natural beauty and cultural attractions, Nantucket is also home to a vibrant food and drink scene. Visitors can sample fresh seafood and locally brewed beer at one of the island’s many restaurants and bars.
Outdoor Spaces
Dave Portnoy’s Nantucket home boasts of several outdoor spaces that are perfect for entertaining guests or relaxing with family. The property sits on a 1.2-acre compound that includes a well-manicured lawn, a private beach, and a beautiful swimming pool.

The pool area is surrounded by lounge chairs, umbrellas, and a pool house that has a kitchenette and a bathroom.
The outdoor spaces are perfect for hosting barbeques, pool parties, and other outdoor events. The private beach provides a serene environment for sunbathing, swimming, and water sports. The well-manicured lawn is perfect for outdoor games like volleyball, badminton, and soccer.
Other Homes
While Portnoy’s Nantucket estate has garnered attention for its record-breaking price tag, his other properties have not received as much public attention. However, as the founder of Barstool Sports, Portnoy is no stranger to media attention and has been featured in various publications for his business ventures and personal life.
Overall, Portnoy’s real estate portfolio reflects his success in the media industry and his personal taste for luxurious properties.
Special thanks to Read McKendree who took the photos shown in this post.