MATT LAUER – $36.5 MILLION

The Today’s Show former co-host Matt Lauer definitely did not shy away from the massive price tag of his North Haven home when he purchased it back in 2016. The jaw-dropping property was once home to actor Richard Gere and was put on the market for a staggering $36.5 million and was later found by its new owner, Matt Lauer.

The property has several luxury features that make its asking price easier to fathom. For one, the property (also known as the Strongheart Manor) is enclosed within a 6.3 acres wide land with 14,000 square feet worth of living space and was built in 1902. This 12 bedroom, 12 bath home also features two separate guest houses, a gorgeous pool, a top-notch home security system, and its very own deepwater dock with a mini-island. If that’s not living like a celebrity, I don’t know what is.