Tony Bennett – $27.5 Million, Belvedere Island

Tony Bennett rose to fame as a singer back in the 1950s. His successful career grew his bank account like crazy and this is why he has been enjoying so many luxuries in life over the years.  Bennett once owned a lavish mansion in Belvedere Island which was listed back in 2011 with an asking price of $27.5 million.

The six-bedroom abode measures about 9,500 square feet. The house seems like it is the perfect paradise getaway for anyone who wants a break from the busy city. Bennett released a collaborative album with Diana Krall titled Love Is Here to Stay in 2018.