Dave Portnoy, founder of Barstool Sports, reportedly buys Nantucket home for record $42 million CBS Boston

Table Of Content

• Barstool Sports founder Dave Portnoy shells out $42M for Nantucket waterfront paradise
• Dave Portnoy Drops a Record $42 Million on a Hedge Fund Manager’s Waterfront Nantucket Retreat
• Barstool Sports founder Dave Portnoy buys Nantucket estate for $42 million
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• A Nantucket Vacation Home Built on Memories of Summers Past
• Barstool Founder Dave Portnoy Buys Most Expensive Home In Massachusetts History—This $42 Million Nantucket Mansion

It was a simpler form of architecture—a style that Kotchen and his firm have emulated and evolved over the years. Barstool Sports founder Dave Portnoy has a massive new home on Nantucket that he reportedly acquired in a recent transaction that broke at least two sale records. Portnoy’s purchase includes two separate lots at 72 and 68 on Monomoy Road that have been developed into a single property, the Nantucket Current reported. Almost everything needs to be delivered by boat, which includes packaged goods and groceries.

Barstool Sports founder Dave Portnoy shells out $42M for Nantucket waterfront paradise

“At $42 million, the sale has set a new benchmark for residential real estate on Nantucket,” Lee Real Estate said in announcing the sale of the Monomoy Road mansion. The sale set a residential real estate record for the island as well as the entire state of Massachusetts, according to the Nantucket Current. The purchase includes two separate lots that have been developed as a single property - 72 and 68 Monomoy Road - and the estate had not been listed for sale on the market. The closing price includes roughly $2 million worth of furniture and amenities in the fully furnished estate. The 1.2-acre pair of waterfront properties at 68 and 72 Monomoy Road feature a 5,200-square-foot main estate with a two-bedroom guest house and pool in Nantucket’s Monomoy neighborhood, giving the homeowner a sunset view over Nantucket Harbor and the island’s historic downtown. She cited the robust state of the real estate market and the current demand for move-in ready homes on Nantucket as key factors.

Dave Portnoy Drops a Record $42 Million on a Hedge Fund Manager’s Waterfront Nantucket Retreat

Portnoy, who did not respond to messages seeking comment about the sale, previously owned real estate on Nantucket located on High Brush Path off Hummock Pond Road and has been a frequent visitor to the island for many years. Hidden behind the main residence is a treasure trove that includes a two-bedroom guesthouse and a separate studio, all connected by an underground tunnel. The secret tunnel, reminiscent of something out of a James Bond movie, adds an element of intrigue. Nestled in the coveted Monomoy area, this prime piece of real estate sprawls across approximately 1.2 acres, showcasing views of Nantucket Harbor.

Barstool Sports founder Dave Portnoy buys Nantucket estate for $42 million

"I went from being able to afford renting for a day to a weekend to a week to a month to renting for the entire summer to buying a house to now buying a house beyond even my wildest imaginations." Other standout features include a living room sporting a freestanding fireplace and pair of sunburst-inspired chandeliers, as well as a dining area, kitchen outfitted with a marble eat-in island, and primary bedroom suite with a private terrace that has an outdoor shower. There’s also a pool area, along with a detached guesthouse hosting a gym and media room. Portnoy founded Barstool Sports in 2003 as a Boston-based sports publication, though in recent years it has grown into a massive media brand based in New York City, covering national sports and pop culture, and often in an irreverent or controversial manner. In 2019, gambling company PENN Entertainment bought a 36% stake in the company for $163 million before purchasing the remainder of the company for $388 million.

The Ultimate Nantucket Beach House Escape

Barstool Sports founder Dave Portnoy reportedly purchased a waterfront mansion on Nantucket for $42 million -- the most expensive real estate transaction in the history of the island and the entire state. The combined 1.2-acre property features a waterside main dwelling, a guesthouse, and a pool that were completed in 2018 and 2019 by the Nantucket construction firm Reid Builders and designed by architect Andrew Kotchen of Workshop/APD and landscape architect Miroslava Ahern. Portnoy’s new property is down the street from a 3.5 acre estate that set the state’s previous record in July when it sold for $38.1 million.

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A small bedroom located directly off the primary bedroom is the perfect space for a children's room. Because of the high ceilings on the top floor, a bunk bed proves to be the perfect sleeping arrangement. The beautiful wallpaper in this room was created by Audrey Sterk, a local interior designer and artist who specializes in wall coverings and murals. The home’s airy kitchen extends into a great room that’s flanked by a cozy window seat.

The architect chose the kitchen and bathroom finishes because of their durability and simplicity. On Nantucket, clapboard cladding is de rigueur, window styles and sizes are prescribed by the commission, and color choices for trim tally up to a grand total of seven. “They want it to be the quaint Nantucket that it’s always been,” says builder Rob Reid, who’s lived on the island for 35 years, working with Kotchen on 30 homes during much of that time.

Barstool's Dave Portnoy Buys Nantucket Home for Record $42M - The Real Deal

Barstool's Dave Portnoy Buys Nantucket Home for Record $42M.

Posted: Sat, 30 Sep 2023 07:00:00 GMT [source]

Dave Portnoy of Barstool just bought the most expensive home ever on Nantucket - Time Out

Dave Portnoy of Barstool just bought the most expensive home ever on Nantucket.

Posted: Sat, 30 Sep 2023 07:00:00 GMT [source]

The Nantucket Current reported yesterday that Dave Portnoy, founder of Barstool Sports, paid $42 million for the Monomoy Road compound. The buyer on the deed is listed as Ferry Views LLC, registered to local attorney John Brescher. The seller was listed as Steven Cohen as trustee of the Mak Daddy Trust and trustee of the MAK Shack Trust, according to property records. Dunlap spilled the details, revealing that the main house features four bedrooms, complete with a primary suite offering an indoor/outdoor shower and foldaway glass doors that open up to harbor views.

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Portnoy spent an additional $2 million on furniture and other extras that came with the home, sources told the Journal. Dave Portnoy bought a record-setting $42 million home in Nantucket, The Wall Street Journal reported, citing people familiar with the deal. NANTUCKET - Dave Portnoy, the founder of Barstool Sports who grew up in Swampscott, has reportedly bought a Nantucket home at a record-setting price. A person with knowledge of the sale confirmed to the Boston Globe that Portnoy was the buyer, and Portnoy appeared to provide confirmation on social media.

This site is protected by reCAPTCHA Enterprise and the Google Privacy Policy and Terms of Service apply. Nantucket, often seen as an enclave of the elite, has seen its property prices soar since the onset of the pandemic. Portnoy’s journey from founding Barstool as a humble gambling newspaper in Boston in 2003 to becoming a media mogul is nothing short of remarkable.

“The interiors were simple, comfortable, and filled with art, books, shells, and objects collected by generations,” she recalls. Just as Ahern sought to reflect the site’s beachiness in the landscape, Kotchen sought to bring it inside. “I love Nantucket so much, and I’m focused on making sure the outdoor conditions are woven into the house by pulling exterior colors and tones in for a very soothing environment,” he says. From a color palette standpoint, the flooring is the dominant feature, with its gray wash standing out against white plaster walls. Living spaces feature one color accent—a teal for wallpaper, tile, and fabric—while custom-designed rugs and tables harmonize perfectly with one another.

Two grantors appeared on Sept. 29 property records, while Ferry Views LLC did so as the grantee. In a post on X, formerly known as Twitter, Portnoy appeared to confirm the purchase of the property. You can actually see the place in all of its Zillow glory even though it's off the market (because duh, the dude's living there).

According to the Myles Reis trucking company's website, this is "due to the historic nature of the island." When Dave first purchased the home in 2016, he also uploaded a series of videos entitled "Nantucket Living" on YouTube, showing what life on the island is like. If you're a fan of '80s flicks starring John Cusack, then you're probably very familiar with the most excellent comedy One Crazy Summer starring the 1408 star and Demi Moore. The movie's set on the idyllic island of Nantucket, which is not only responsible for providing delicious bottled juices, but an amazing New England atmosphere that's a top vacation destination (and home!) to celebrities like Dave Portnoy of Barstool Sports fame. Examples of tunnels featured in other homes include an "Alice in Wonderland"-inspired tunnel that leads to a children's playroom and a 70-foot tunnel that crosses under a road to grant easier access to the beach.