While the Toronto Maple Leafs have to sign Nylander at least, and maybe even Matthews and Marner this summer, Andreas Johnsson has perhaps the most interesting contract situation.
A seventh round pick in 2013, 202nd overall, Johnsson has become one of the Leafs top prospects after breaking out in the AHL. Unlike most top prospects, Johnsson is already 23, an age when some top prospects are already called busts.
After being drafted, Johnsson played three seasons in Sweden. When he finished his third season in Sweden, he came to the AHL and played two playoff games. He has played for the Marlies for two seasons since then, and maybe would have won the scoring title this season had he not been called up to the NHL.