Crosby rarely discusses his personal life and avoids social media. Andy O'Brien, Crosby's fitness trainer for over 15 years, has said: "He wants to be one of the guys and doesn't really seek to separate himself or get special treatment in any way... He takes a lot of enjoyment in the regular, simple things in life and having a normal, ordinary routine". Greg Powers described Crosby as essentially the brother of Lemieux's son Austin, as he lived with Lemieux's family in Sewickley, Pennsylvania from 2005 until 2010. In the spring of 2010, Crosby purchased his own home in the same area. In June 2006, he bought his first house on Grand Lake in Halifax, Nova Scotia.