27. Kate Upton – $5.5 Million, Benedict Canyon
Kate Upton is a world-renowned supermodel. She and her fiancé, Justin Verlander, purchased a $5.5 million home in Benedict Canyon. Coming in at 5500 square feet, it has all the luxuries that the price would indicate, including a huge master suite, a large office, a well-equipped kitchen, and open-plan living space. With her modeling career taking off, including becoming a Sports Illustrated swimsuit model, this high price tag is within her means and she doesn’t need to worry about mortgage rates.