Stupidly Expensive Things Donald Trump Has Owned

There is no one quite like Donald Trump. From hosting "The Apprentice" to becoming the 45th president of the United States, he has worn many hats. The most notable of course, would be the one in bright red spelling MAGA. Trump was born into a wealthy family in New York, later turning his father's real estate business into what is now known as the Trump Organization. Though the glistening gold letters on the Trump Tower in New York City may bear his name, his career as a businessman and entrepreneur is heavily overshadowed by controversy. After winning the 2016 presidential election, the former president quickly became one of the most polarizing leaders the nation has ever seen. His role as president was unprecedented, as a former reality star had never moved into the White House. He continued to shock the world with his unapologetic attitude in office, like his refusal to concede in the 2020 presidential election and becoming the first president to face criminal charges. 

Whether you love him or hate him, you can't avoid him. Trump's presidency isn't the only aspect of his life that makes headlines, however. He's anything but humble when it comes to his flashy billion-dollar lifestyle. From yachts to helicopters to private plans decked out in gold, there is no request too extravagant for Trump. His tax reports don't necessarily reflect his wealthy possessions, but the list is long. We're breaking down all the stupidly expensive things Donald Trump has owned. 

Fans of "The Apprentice" may remember Donald Trump walking in front of his personalized helicopter in the opening credits of the reality show. The sleek black and red helicopter, which bore the name "Trump" in capital letters, was just one of many expensive possessions the former president owned in his career. Trump acquired the Sikorsky S-76 VIP helicopter in 2010, and at the time it was the manufacturer's best model for private aviation. 

Sikorsky S-76 helicopters are typically worth anywhere from $5 to $7 million, but that doesn't factor in the extensive remodeling the former president had done to his former aircraft. In typical Trump fashion, he had the helicopter personally designed to fit his extravagant tastes. He sought out Eric Roth to complete the renovation of the helicopter — which was estimated to cost around $750,000. No small detail went unnoticed on Trump's ride, including 24-karat gold-plated seat belts and handles. The aircraft was featured on an episode of CNBC's "Secret Lives of the Super Rich," where Roth admitted the aircraft was gutted and designed from scratch. "If it's got the Trump name on it, it's got to be the best of the best," Roth admitted. "And this helicopter is worth of his name."

Trump eventually parted ways with his gold-themed chopper. As per Time, it was listed in 2020 without a price. "We currently have three helicopters and with my father in Washington (and not even allowed to use them), we simply don't need them all," Trump's son Eric confirmed following the listing.

As if a chopper outfitted in gold wasn't enough for Donald Trump, he also bought a private plane. Trump bought a Boeing 757 in 2010 for an estimated $100 million, adding to his fleet of aircraft. The former passenger plane was redesigned to include a bedroom as well as the same gold-plated furnishings that adorned his Sikorsky S-76 VIP. As per Trump's website, the Boeing 757 is dubbed the "crown jewel in the Trump Fleet." Its design includes Italian leather seats emblazoned with the Trump Family crest, two guest rooms, dining and conference areas, and a state-of-the-art entertainment system. 

Trump purchased the private jet from Microsoft founder Paul Allen, but it was once used as a commercial airplane in Mexico in the 90s, as per the New York Times. The aircraft, which was famously dubbed "Trump Force One," was often seen throughout the 2016 campaign trail. After being grounded for years following Trump's 2016 election win, the plane returned to the sky in 2022 — complete with an all-new paint job that included an American flag on its tail. The private plane could be used as campaign transportation in Trump's 2024 re-election bid — one that he plans to seek out despite his criminal indictments. Trump admitted as much in a statement amidst the plane's renovations, saying: "When completed, it will be better than ever, and again used at upcoming rallies!" 

Mar-a-Lago may be one of many properties Donald Trump has called home, but the sprawling mansion has a rich history that began decades before the former president acquired the estate. The property's name comes from a Spanish phrase that translates to "Sea to Lake," given its location between Lake Worth and the Atlantic Ocean. Anchored to the coral reef below it, the estate was originally purchased for $7 million by Marjorie Merriweather Post, an heiress to the company now known as the "General Foods Corporation."

Post intended the property to become a winter vacation house for presidents and political officials according to her will, but the federal government deemed it too much of a financial burden to upkeep. Over ten years after her death in 1973, and after multiple failed sales, Donald Trump acquired the estate in 1985 for just $5 million dollars. It was a steal, given the property's value today is estimated to be around $350 million. Though Trump used the residence as his private estate for a decade following the purchase, he ultimately transformed Mar-a-Lago into an elite club. The $200,000 membership fee to the exclusive estate grant individuals access to twenty acres of sprawling tennis courts, golf courses, giant ballrooms, boutiques, swimming pools, and spas. 

There's no telling what Post, who often used the property to host charity events for the underprivileged, would think of what the gigantic estate has been the background to in Trump's era. But if walls could talk — we would certainly listen.

It's no question that leaders of the free world need to blow off steam. Donald Trump's favorite pastime — as many with access to cable news will know — is golfing. The former president owns 12 golf properties in the United States, as well as four internationally. Trump told Reuters that he spent less than $1 billion on his golf real estate portfolio, but as of 2015, his sprawling collection of golf turf was estimated to be worth $550 million to over $675 million. Part of the money-making strategy for Trump is not related to the actual sport itself. "My golf holdings are really investments in thousands, many thousands of housing units and hotels," Trump told Reuters, adding that houses purchased on the grounds are "worth many times what I invested."

But Trump's vision didn't exactly come to reality. As per satellite imagery obtained by Reuters in 2020, the former "Apprentice" host had yet to build a single residential home on 11 properties owned solely by the Trump Organization. Since 2000, Trump's golf estates have occurred over $300 million in losses, as per tax documents reported by the New York Times (per Reuters). While Trump has been criticized for his lack of housing deals on the many golf courses he owns, he assured Reuters in 2016 that he would get his money's worth. "I have the right to build thousands of homes on the various properties I own, and I haven't wanted to build them (yet) because frankly, I've been busy doing other things, like running for president."

There's no shortage of decadent properties that Donald Trump has in his real estate portfolio. One penthouse in particular of his, however, is valued at around $100 million. The three-story unit in New York City is located on the 66th floor of Trump Tower, and it overlooks Central Park. The apartment features marble columns, gold finishings, and sprawling chandeliers. The estate also boasts a diamond and gold entrance door, and ceilings decorated with Greek myths. The renowned estate was designed by the late Angelo Donghia and inspired by Louis XIV.

While it may be extravagant, it also burns a hole in the pocket of New York taxpayers. The city spends an estimated $1 million a day to secure the area where the penthouse is located."This is a very complex unit; building this unit, if you look at the columns and the carvings, this building, this unit was harder than building the building itself," Trump told biographer Michael D'Antonio (per Travel and Leisure) in 2014. 

The extravagant penthouse made headlines in 2022 when Trump was accused of overestimating the property's value. According to Forbes, New York Attorney General Letitia James said the former president claimed his penthouse was triple the size it actually is. In financial statements for the years 2015 and 2016, Trump valued the property at over $300 million. In 2017, he changed tune and listed the penthouse at over $100 million, claiming the apartment was around 11,000 square feet, down from the 30,000 square feet he originally claimed.

One of the most famous buildings in New York City is nonother than the Trump Tower. While some frequent New York City for a stroll in Central Park or a look at the Statue of Liberty, others go to take their picture in front of Trump's famous landmark property. The skyscraper on Fifth Avenue not only features hundreds of residencies, and Trump's triplex penthouse suite, but it has become a pit spot on the list of attractions to go see in the big apple. 

Trump purchased the rights to build the property in 1978 for $130 million with the help of several investors. The building has been the subject of a lot of controversy, especially when it comes to how much revenue it brings in. Trump told Forbes in 1983 that "The apartments will bring in $268 million, all profit." But research shows that he and his then-partner Equitable Life Assurance Society only racked in around $45 million at the time.

Trump ultimately made up the loan given to him by Equitable and bought out his investor, but the property's value has been debated over the years. As per financial documents obtained by Forbes, Trump estimated the total value of Trump Tower to be at nearly $900 million dollars. That figure is reportedly overestimated, and based on an inflated amount of square footage in the building. The real value, according to Forbes, lies somewhere near $500 million.

Donald Trump has an impressive fleet of aircraft — so it's only fitting that he has an over-the-top car collection as well. The former reality star owned a Cadillac limo so elite that not even General Motors will offer up details on the custom-made vehicle. According to an email sent by a Secret Service agent to Detroit Free Press, the company built a Cadillac limo to tout the former president around while he was shuttled to and from engagements. "This vehicle, a 2018 Cadillac, continues the Secret Service's legacy of providing state-of-the-art technology and performance to its protective mission," the agent wrote in the email. As per federal contracting records published by Reuters (per Detroit Free Press), General Motors won a nearly $16 million dollar contract to construct the vehicle, as well as its twin motorcade, from 2014 to 2017.

But Trump's presidential limo wasn't the only vehicle he was lucky enough to have in his fleet. As per CNN, he owns a Mercedes-Benz SLR Mclaren valued at $500,000, as well as two Rolls Royce vehicles. "The Apprentice" star once owned a 1997 Lamborghini Diablo, but he later sold the vehicle and it has changed hands several times since. The Italian sportscar was listed on eBay in 2017 for nearly $500,000. The former president also owns a Tesla Roadster, as well as a gold-painted Cadillac Allante given to him as a present by the company.

One of the many absurdly expensive things Donald Trump owns is the Trump Organization — which is one of the largest real estate companies in the world. The company, which was in the Trump family since the 1920s, was eventually handed over to Donald by his father. The organization includes over 500 companies that oversee real estate properties, businesses, resorts, casinos, and more. 

The Trump Organization oversees hundreds of residential properties and apartments, including several New York City high rises. Trump bought what was formerly known as Hotel Delmonico in 2001 for $115 million, turning it into what is now Trump Park Avenue. In 2015 he sold a penthouse unit in the building for $21 million, and two years later he sold another penthouse suite in the building for $16 million.

The Trump Organization once held the number three spot on Crain's New York Business list of privately owned companies — but in 2017 the company fell to number 40. The company claimed to have racked in $9.5 billion in sales in 2016, but according to Trump's personal financial statements, the business is reportedly worth about $600 million to $700 million. Aaron Elstein, a reporter for Crain's New York Business, admitted to New York Public Radio: "It was obviously important to Donald to have his company at the top of the list and I don't know why he felt that way but the numbers that he presented are just flagrantly untrue."

It's no secret that Donald Trump has a taste for the finer things in life — especially when it comes to his obsession with gold. From gold-plated seatbelts on his aircraft to gold finishings in his home, the former president goes all out. He even swapped out the crimson drapes in the Oval Office from President Obama's term for silk gold curtains. He added a similar touch in the bedroom of his private plane. According to a tour conducted by Celebrity Apprentice's Amanda Miller,  Trump added "yards and yards of elegant gold silk adorning the walls."

Even his buildings bear his name in gold letters. The Trump Tower in New York City features his nail in gold letters as well as several gold finishes inside the building's lobby. The Trump International Hotel in Las Vegas was a billion-dollar project whose exterior is 406,000 square feet of actual gold. His gold touches took center stage on the campaign trail as well, with giant gold towers flanking him on stage at the 2016 Republican National Convention. And in case anyone forgets, he offers his fans advice in the form of gold as well. "Remember the golden rule of negotiating: He who has the gold makes the rules," Trump tweeted in 2013.

No means of transportation is too fancy for Donald Trump. The 45th president of the United States also owned a $30 million dollar super yacht, to add to his enormous fleet of vehicles. The super yacht was built in 1980 for Saudi businessman and billionaire, Adnan Khashoggi, and it was even featured in the 1983 James Bond film "Never Say Never Again." The luxury boat changed hands in the late 80s when it was sold to the Sultan of Brunei, who later sold it to Trump in 1988 for $29 million (via The Gentlemen's Journal).

In typical Trump style, the former reality star re-designed the yacht. He added a swimming pool on the top deck, a movie theater, an elevator, and even a private hospital to make it his own. The design job was done for $10 million and included a T-shaped landing spot for helicopters (via The Los Angeles Times). The newly designed super yacht was dubbed "Trump Princess" but it didn't stay in Trump's possession for long. The businessman sold the ship in 1991 to Prince Al-Waleed for $19 million.