Wynter started his career at Coventry City where he made his professional debut as right back on 3 January 2009 in a 2–0 FA Cup win against Kidderminster Harriers. He made his league debut two weeks later in a game against Blackpool.
At the end of the 2009/2010 Coventry City told Wynter he was surplus to requirements and he was subsequently released.
In October 2010, he signed for Spanish side Jerez Industrial who are owned by Glenn Hoddle as part of his Academy project. He made 16 appearances for Jerez.
In March 2012 he signed for Romulus.
He also now works at aspire sports in Wolverhampton