A Nantucket Vacation Home Built on Memories of Summers Past

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• Barstool Founder Dave Portnoy Buys Most Expensive Home In Massachusetts History—This $42 Million Nantucket Mansion
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• Barstool Sports founder Dave Portnoy buys Nantucket estate for $42 million, a record price

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.

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Portnoy, who was accused of sexual misconduct and lost a defamation lawsuit filed against Insider, founded the sports blog Barstool Sports in 2003. He sold it to Penn Entertainment for $551 million, before buying it back in August for $1. Pampr provides pre arrival delivery of groceries, alcohol, gear & rental equipment via local vendors on Nantucket. Having launched in June 2022, the company has already reached 275 paying customers by the end of this past August. Shellie Dunlap of Lee Real Estate told WBZ-TV she represented both the buyers and sellers of the home, but said she could not give any details about their identities.

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On the picturesque island of Nantucket, it's clear that the color scheme was informed by the surrounding beach landscape, coastal greenery, and shingle homes beyond. Discreet nautical accents were brought in through small accessories like rope-wrapped hooks. The term “Primary Bedroom” is now widely used to describe the largest bedroom in the home, as it better reflects the space’s purpose. Many realtors, architects, interior designers, and the Real Estate Standards Association have recognized the potentially discriminatory connotations in the term “Master.” Read more about our Diversity and Inclusion Pledge. When San Francisco–based interior designer Katie Martinez joined forces with a couple building their Nantucket summer home, she didn’t need to fall back on the shabby-chic aesthetic that dominates East Coast beach houses. Having been raised in New Jersey herself, Martinez instead drew on her childhood memories of summering out East in a barn that her great grandmother transformed into an idyllic, seasonal escape.

Barstool Founder Dave Portnoy Buys Most Expensive Home In Massachusetts History—This $42 Million Nantucket Mansion

"My family and my sister's family both spend extended time on the island together. This house was designed to bring that multigenerational or group vacation home under one roof," he added. On the lower level, the light-filled kitchen and dining space flow seamlessly into the family room, smartly furnished with a combination of antiques and contemporary additions. Upstairs, the master suite and children’s room boast custom millwork pieces—like a stylish, dual-purpose desk and headboard in the couple’s bedroom—which allow for maximum function without impeding stunning views of Nantucket Sound and the surrounding natural landscape. Lee Real Estate called the sale “a new benchmark for residential real estate on Nantucket,” The Boston Globe reported. “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. "Nantucket has always been my favorite place on earth," Portnoy posted to X, formerly known as Twitter.

Nantucket is an affluent zip code off the coast of Massachusetts known for its quintessential New England charm, picture-perfect landscapes, and large, shingled family compounds. During the summer months, families flock to the picturesque island for sun-filled fun. The modern design probably isn't what you'd expect to find while strolling along the pebbled roads accented with hydrangeas, white picket fences, and beach cruisers—their building regulations are, in fact, quite strict. But while the locale is known for its preppy and nautical tendencies, one architect made it his mission to build a modern home for his extended family to enjoy while staying true to the surrounding landscape. NANTUCKET, Mass. — 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.

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The listing says there is a furnished beachfront main house and two guest quarters, all with "unrivaled harbor views from virtually every room, as well as the infinity pool and decks." "Nantucket has always been my favorite place on earth," Portnoy said in a post on X (formerly Twitter). To accommodate the large family, two suites are located on opposite sides of the home. "The first-floor primary bedroom was designed with an older couple in mind," explains Kotchen. "Not only is this space private, but it also includes a private study with sofa and large closet." To keep in line with the theme of the house, shades of blue and light wood tones were used throughout to replicate the beach and surrounding landscape.

Here's What David Portnoy's New House on Nantucket Looks Like - Boston magazine

Here's What David Portnoy's New House on Nantucket Looks Like.

Posted: Fri, 04 Mar 2016 08:00:00 GMT [source]

PENN sold Barstool back to Portnoy last month as part of a $1.5 billion agreement the Pennsylvania-based company landed with ESPN for a new sportsbook called ESPN Bet. Portnoy filed a defamation lawsuit against Insider in February 2022, claiming the outlet “knowingly disregard[ed] the truth.” The suit was dismissed in November. "My design philosophy is rooted in the belief that a well-designed home fosters clean, modern living," says Kotchen. "The firm's style highlights natural and local materials and integration of indoor and outdoor elements. Our design decisions are informed by the environment of the project sites, thus enabling us to apply our process to a variety of typologies and geographies."

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.

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.

In the main house, it features "multiple sets of accordion glass walls evoking the feeling of being one with the harbor when open," the listing said. When reached for comment, both Dunlap and Engen confirmed they were involved in the sale. However, they declined to comment on whom the parties they represented were, with Dunlap saying the real estate company does not disclose details about clients. The 1.2-acre property features the main dwelling that’s connected to a guesthouse via an underground tunnel, as well as a recently finished pool. "In the big markets, people who are paying cash for $3 million homes want something that no one else has," Ron Syrnyk, an interior designer who had designed a tunnel to a wine cave for a client, told the Journal at the time.

The second-floor primary bedroom was envisioned as a space where a family with young children could stay. "The goal with this space was to create a serene room that took advantage of the second-floor view, as well as highlight many architectural details that make this home truly unique," explains the architect. The mansion and guest quarters have six bedrooms, nine full baths and two half baths among them, according to Lee Real Estate’s listing.

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.

"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.

Nantucket, and other similar locations like Martha's Vineyard and Block Island, are known to have high costs of living. The company is targeting transient resort-style communities that are home to a large number of short-term vacation rental properties. They will be launching their first new market in November in a West Coast location with a high volume of short-term vacation rentals. And in summer 2024, they are aiming to expand to a new East Coast market in addition to Nantucket. Brady Wilson is the Founder and CEO of Pampr, a hospitality startup that is trying to transform the guest experience for vacation homes.

Out on Madaket Beach on the western end of Nantucket, there’s no shortage of design restrictions, to be sure. But in designing a family’s summer retreat there, architect Andrew Kotchen, a partner in New York’s Workshop/APD, responded deftly to them all. Get a brief on the top business stories of the week, plus CEO interviews, market updates, tech and money news that matters to you. Portnoy is best known for Barstool Sports, the company he started about two decades ago. In August, the Massachusetts-native paid $1 to repurchase it, having previously sold it to PENN Entertainment for some $500 million, FOX Business reported.

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.