Bolland landed in Toronto last summer after being traded from the Chicago Blackhawks for draft picks.
"Even watching Chicago in there right now," said the 27-year-old center, "you want to be on the ice. You want to be in these games in the playoffs. You get goosebumps every time you watch it because you were there the previous season winning the Cup."
Bolland spent much of his first year in his hometown plagued by injury, suffering a severed ankle tendon in November. In 23 games, he accumulated eight goals and four assists.
His current contract carries a $3.37 million cap hit and expires July 1. In February, Sportnet's Nick Kypreos reported Bolland was looking for a seven to eight year contract extension from the Leafs worth up to $40 million.
Leafs General Manager Dave Nonis told Sportsnet in February that Bolland would not be moved unless it's a deal that made sense for the club long term.
Bolland met with Leafs President Brendan Shanahan earlier this month to discuss his future with the organization. Bolland's agent, Anton Thun, and the Leafs remain in constant communication.