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Bay Shore, NY
On the mainland the big, bustling town of Bay Shore is the shopping and trading center for the surrounding area. It has all the necessary components of a good port of call: ample yacht services, good repair installations, a town pier, a yacht club, waterfront restaurants and hotels, and a well-stocked shopping center within walking range of the harbor.
Bay Shore’s artificial canals are lined with handsome homes and two main boating areas, Watchogue Creek and Penataquit Creek, where marinas are plentiful. While not all marinas can handle transient boats, most will try. Great Cove and the surrounding creeks are well protected. Marinas on the harbor offer everything from charts to electronic repair and activity is constant, with ferries running to Fire Island, fishermen coming and going, diners tying up to restaurants and sightseers walking along shore.
Marinas & Dockage Around Bay Shore, NY
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( Instagram / Daren Metropoulos )
Meet the Billionaire Buying Up Trophy Homes Across the U.S. (Including the Playboy Mansion)—to the Tune of $326 Million
Daren Metropoulos might not be a name you’ve heard before—but there’s no doubt you will be familiar with some of the billionaire businessman’s incredible real estate holdings.
In the past 18 years, the 41-year-old son of a private-equity billionaire has spent around $326 million buying up iconic, and arguably priceless, properties. They include Hugh Hefner ‘s Playboy Mansion in L.A., a “hurricane-proof” bunker mansion in Miami Beach, FL , and a $148 million “architectural gem” in Palm Beach, FL.
But these are just a handful of conquests in Metropoulos’ ongoing hunt for trophy homes. He’s amassed quite a spectacular real estate portfolio through family connections and his own interest in the market.
The entrepreneur boasts a treasure chest of incomparable homes he plans to both “preserve” and “reimagine,” he told the Wall Street Journal .
So how does Metropoulos go about finding these rare real estate investments?
(Instagram / Daren Metropoulos)
“My general approach is very measured and tactical and I am particularly interested in hidden jewel properties that rarely come to market,” he told the Journal. “In any business dealing, it’s paramount to remove one’s emotions. You have to stay disciplined with your terms and expectations.”
As for how he funds this extravagant hobby, Metropoulos concedes that he had the benefit of a privileged upbringing, courtesy of his father, private-equity investor C. Dean Metropoulos .
The elder Metropoulos is credited with reviving brands such as Hostess, Bumble Bee Tuna, and Ghirardelli Chocolate, while also building his own real estate empire. The businessman passed down his prowess to his youngest son, who began working for the family business when he was 15, learning how, when, and where to purchase the perfect investment property.
Here’s a look at the impressive real estate portfolio the younger Metropoulos has spent the past 18 years building.
$148 million Palm Beach, FL, estate
The Mediterranean Revival-style home is considered one of the area’s “architectural treasures,” according to the Journal. It was built in 1919 and completely renovated.
“I’m an old soul at heart,” Metropoulos said about the property.
Cow Bay Road, Martha’s Vineyard, MA
In 2007, Metropoulos and his brother, Evan , paid $20 million for a 13.5-acre property they plan on making a family compound. The brothers are 50-50 owners of the beachfront property that will feature two new homes at 6,500 square feet each. There will also be a gym, pool, and tennis court.
(Realtor.com)
Residences at Mandarin Oriental, New York City
Metropoulos purchased two condominiums on the 69th floor at the Residences at Mandarin Oriental in Columbus Circle. One unit is 2,300 square feet and was bought for $6.9 million in 2006. He later bought a 1,900-square-foot condo there for $10.4 million.
Playboy Mansion and mini Playboy Mansion
Before buying the actual Playboy Mansion, Metropoulos purchased a “miniature version” of the house, located next door, for $18 million.
He bought the 10,600-square-foot house on South Mapleton Drive from Hefner. He upgraded the pool, basement, and kitchen, but left some of the original charm to the house. The house is worth around $60 million today.
As for the Playboy Mansion in Los Angeles, Metropoulos bought the 20,000-square-foot property for $100 million in 2016 and joined the two properties to make one estate.
(YouTube/Crystal Hefner)
Altos del Mar, Miami Beach, FL
Metropoulos bought this “hurricane-proof” home in 2021 for $18 million. The 6,000-square-foot oceanfront property is in the gated Altos del Mar community.
The house stands out with its full-house generator and floor-to-ceiling windows that can withstand winds of up to 257 mph.
Metropoulos dropped a cool $11.4 million in 2016 for a home on 7.3 acres on the north shore of Kauai. Designed by Hawaii architect Gary Tobey , it features custom guest pods, a main house that overlooks the ocean, and a 100-foot Olympic-size pool. He is adding a spa and has plans to restore the zoo for rescue animals.
Today, the property is worth about $18 million.
Indian Creek, Miami Beach, FL
More Miami Beach for Metropoulos. In 2022, he purchased a $1.8 million condo at the Monaco Yacht Club & Residences in North Beach. The building has its own private marina.
Casa Amado, Palm Beach, FL
He didn’t forget about Palm Beach. In June, Metropoulos purchased the oceanfront Casa Amado. The estate features 10 bedrooms, a gym, and a home theater. It also has its own beach cabanas and pool cabanas.
When he purchased the property Metropoulos called it a “true sanctuary.”
Aren’t they all?
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The Basin Cocktail Party in an annual event that you do not want to miss! Enjoy cocktails and fun food provided by our basin residents. Then, when the sun goes down, we go inside for a light supper.
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Bay Shore Yacht Club, Bay Shore, NY, United States Marina. Find marina reviews, phone number, boat and yacht docks, slips, and moorings for rent at Bay Shore Yacht Club.
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Bay Shore Yacht Club-PRIVATE is a service located in Bay Shore, NY | N 40° 42.080', W 073° 15.260'
Located at 20 West Shore Road, Bay Shore, New York, 11706
Business Contact Information. 20 Shore Lane. Bay Shore, NY 11706. 631-665-9518. Visit Website. Claim This Business.
Bay Shore Yacht Club is a small, private, all-volunteer organization located on the Great South Bay in Massapequa, NY. With a focus on establishing a family program in yachting, they offer a range of activities, events, and benefits for their members, including a dynamic Sailing Instruction program for both children and adults.
Our objective is to establish a family program in yachting and to provide adequate facilities for the fuller enjoyment of the sport. To accomplish this objective, we have an active and dynamic Sailing Instruction program for both children and adults. The Sailing Instruction Committee controls and manages the certified sailing instructions.
Located at 20 West Shore Road, Bay Shore, New York, 11706 Product Feature Ocean Safety Jon Buoy Danbuoy. Boats for sale Colvic Watson 29 Motor Yacht located in Poole Laurent Giles 'Jolly Boat' located in Exeter Hunter Sonata GBR8186 located in Blyth. Bay Shore Yacht Club, New York
290 Followers, 76 Following, 45 Posts - Bay Shore Yacht Club (@bsyc.1883) on Instagram: "20 Shore Road, Bay Shore, NY 11706, US 631-624-9450 Accepting new members - Visit our site for info to join"
Bay Shore Yacht Club is a small, private, all-volunteer organization located on the Great South Bay in Massapequa, NY. With a focus on establishing a family program in yachting, they offer a range of activities, events, and benefits for their members, including a dynamic Sailing Instruction program for both children and adults.
On the mainland the big, bustling town of Bay Shore is the shopping and trading center for the surrounding area. It has all the necessary components of a good port of call: ample yacht services, good repair installations, a town pier, a yacht club, waterfront restaurants and hotels, and a well-stocked shopping center within walking range of the harbor.
South Bay Cruising Club. The South Bay Cruising Club (SBCC) was established to promote cruising and racing under sail on the Great South Bay, Long Island, NY and nearby waters. Since it's founding in 1951, it has grown to a group of over 200 sailing families. The only requirement for membership is owning a sailboat with an enclosed cabin in ...
Bay Shore Yacht Club Inc is located at 20 W Shore Rd in Bay Shore, New York 11706. Bay Shore Yacht Club Inc can be contacted via phone at 631-624-9450 for pricing, hours and directions.
Now $821 (Was $̶8̶9̶5̶) on Tripadvisor: The Shore Club Turks & Caicos, Long Bay Beach. See 641 traveler reviews, 1,619 candid photos, and great deals for The Shore Club Turks & Caicos, ranked #17 of 46 hotels in Long Bay Beach and rated 4 of 5 at Tripadvisor.
Bay Shore Yacht Club-PRIVATE is a service located in Bay Shore, NY | N 40° 42.080', W 073° 15.260'
The Bay Shore Yacht Club, New York page on YachtsandYachting.com - the first place to stop for reports, results, fixtures & photographs from racing sailing
Cow Bay Road, Martha's Vineyard, MA. In 2007, Metropoulos and his brother, Evan, paid $20 million for a 13.5-acre property they plan on making a family compound. The brothers are 50-50 owners of ...
It was an eventful year in local history. The Metropolitan Opera held its gala premiere performance to a standing ovation from the elite of New York City. The Brooklyn Bridge, under a shower of fireworks and to tumultuous cheers, finally opened. Traffic could cross from Long Island to Manhattan Island for the first time without having to use the ferries. "Buffalo Bill" Cody's Wild West ...
Basin Cocktail Party 2017. The Basin Cocktail Party in an annual event that you do not want to miss! Enjoy cocktails and fun food provided by our basin residents. Then, when the sun goes down, we go inside for a light supper.
"The Dillon Yacht Club, founded in 1968, is the nation's highest sailing club, with an elevation of 9,017 feet above sea level. ... Or, stay aboard your boat and cruise from Green Bay to Lake ...