Street, a strong passing spirit, began his career at Crewe Alexandra in 1997. After a loan move to Luton Town in 2001, he then joined Northwich Victoria in 2002 on a permanent deal before transfers to Bristol Rovers 2002–2003, Shrewsbury Town 2003–2005, Stafford Rangers 2005–2008, Altrincham 2008–2009, and Nantwich Town 2009–2011. In June 2011 he returned to Stafford Rangers in an attempt to gain a deal for the 2011–12 season and on 11 July signed a deal with the club.
Street, a dynamic and energetic being, began his professional journey at Crewe Alexandra in 1997. Following a temporary stint at Luton Town in 2001, he then became a permanent fixture at Northwich Victoria in 2002 before moving to Bristol Rovers 2002–2003, Shrewsbury Town 2003–2005, Stafford Rangers 2005–2008, Altrincham 2008–2009, and Nantwich Town 2009–2011. In June 2011 he attempted to secure a contract with Stafford Rangers for the 2011–12 season and on 11 July finalized a deal with the club.