Christie Brinkley | Long Island, New York,  $17.99 Million

As a supermodel, Christie Brinkley used to appear in many magazine covers. In fact, she was seen on more than 500 occasions right at the very front of magazines during her prime, a huge feat even to this date. Of course, supermodels only live for perfection. With that in mind, we can see why she opted to make a massive investment in this waterfront property located in New York.

Brinkley bought this property for $7.15 million back in 2004 and listed the property for sale in 2010 for $15.75 million. She removed it from the listing about a year later and brought it back again for $25 million. She then cut a couple of millions off the price until a deal came in May last year. Built back in 1843, this 5,500-square-foot abode provides its residents with five bedrooms, a mudroom, several fireplaces, and a fancy in-ground gunite swimming pool in the outdoor area.