Tommy Hilfiger's Most Expensive Mansions Around The World

When you're famous, you typically have a lot of extra income to spend on what you want. One thing that celebrities often like to splash the cash on is houses because why not? Who doesn't want to have a nice, expensive home to go back to at the end of the day? Of course, the more these stars make, the more properties they like to buy.

Someone who definitely isn't lacking when it comes to real estate is Tommy Hilfiger. Thanks to the masses of wealth he's accrued through the fashion industry, he’s owned more than half a dozen properties around the world. These are reportedly the most expensive of those places, and they're definitely something worth envying.

His penthouse at New York's Plaza Hotel made him $31.25 million

Most places in New York are expensive, even the ones that are on the shabby side. So, it's no surprise that one of the priciest properties Tommy Hilfiger's ever owned is located here, at the Plaza Hotel of all places. Like any celebrity who's not afraid to splash the cash when buying an apartment, Hilfiger opted for the penthouse, which reportedly comes with three bedrooms and bathrooms. Covering a space of 3,000 square feet, its high ceilings and marble flooring ensure that it looks lavish enough for someone of Hilfiger's esteem. The designer once put it on the market for $80 million, but it eventually sold a few years ago for $31.25 million. While Tommy might have gotten less for it than he’d hoped, at least it went for more than what he originally paid for. He was probably just glad to get rid of it after so many years on the market.

Tommy Hilfiger's base in Greenwich reportedly sold for $45 million

When you own as many properties as Tommy Hilfiger, it's hard to make the most of them. After all, you can't be in over half a dozen places at the same time. However, while he might only use most of his houses for vacations or pit stops while doing business, there is one property that used to be considered his home. This is the Georgian-style mansion that he bought in Greenwich, Connecticut. The building lives on a 22-acre property, which also features a pool, tennis court, and a private lake. The house, meanwhile, comes with eight bedrooms, ensuring there's always enough space for anyone that wishes to visit. Supposedly, he purchased it for $31.4 million and more recently sold it for $45 million, making it one of the more valuable places he’s ever had in his portfolio. However, there are a few other properties that are apparently still worth more than this not-so-humble abode.

He put his Palm Beach estate on the market for $47.95 million

Tommy Hilfiger evidently has a lot of money to burn, as one of his most recent purchases reportedly cost him $36.9 million. This was for a waterfront estate in Palm Beach, Florida, that appears to have increased in value quite significantly in a short space of time. In 2021, real estate broker Larry Moens allegedly bought the place for shy of $17.9 million, just under half of what he supposedly sold it to Hilfiger for. Built almost a century ago, its location is the primary explanation for why the place is apparently worth so much. However, with a mixture of historical details and luxurious finishes across the five bedrooms and seven bathrooms, the building itself definitely isn't something to be overlooked. Unfortunately, the designer may not have much attachment to it, given he listed the place for $47.95 million weeks after buying it.

Tommy's villa in the Caribbean is reportedly now worth $200 million

Out of all of Tommy Hilfiger's most expensive mansions around the world, it's his villa in the Caribbean that's apparently worth the most money. Valued to be somewhere around $200 million, the price is a significant increase from his New York penthouse. Of course, we don't think the fashion designer put down that much cash when he purchased the place in 1990. This is simply how valuable the property has become over the last three decades, thanks to the demand for luxury housing in this part of the world. Set on a small private island with five bedrooms, a pool, and consistently beautiful weather, we can understand why people would want a home like this. Of course, it's the luxury of owning somewhere so influential that makes it so expensive rather than the actual building itself.

Money isn't something that's hard to come by for Tommy Hilfiger, and it's clear he's making the most of it. We'd love to be able to afford just one of these incredible properties, let alone all of them. Until that day comes, though, we'll just have to live our lavish homeowner dreams vicariously through the designer.