[citation needed] Calabro began his acting career in theatre with various roles in New York.

His first role was as Oberon in William Shakespeare's A Midsummer Night's Dream.

[1] Calabro's most notable role was playing Dr. Michael Mancini on Melrose Place.

After Melrose Place, Calabro had recurring roles on CBS' Without a Trace and Touched by an Angel, and on F/X's Nip/Tuck.

In April 2009, People Magazine announced that Calabro would star in the 2009 series Melrose Place, a continuation of the original show, to be aired on The CW.