The items were found in a secret compartment behind a family portrait when federal agents raided his suburban home two years ago.
Calabrese is serving a life sentence. He was one of several reputed mobsters convicted in 2009 in a racketeering conspiracy that included 18 decades-old murders. He was blamed for 13, sentenced to life in prison and ordered to pay more than $24 million. The auction proceeds will go toward that restitution.
The Associated Press contributed to this report