Career
Arsenal
Wynter joined Arsenal youth ranks in 2002, aged 8, and signed a professional deal in 2012. He made seven appearances for the under-21 side in 2012-2013 season, and was awarded #63 jersey in first team squad. Bristol City
On 22 May 2013, Wynter joined Bristol City, in a two-year deal.
On 3 August, he professional debut, in a 2–2 home draw against Bradford City.
Cheltenham Town
On 22 August 2014, Wynter joined League Two side Cheltenham Town on a one-month loan deal from Bristol City. On 2 February 2015, Wynter joined Cheltenham Town on an eighteen-month deal after leaving Bristol City on a free transfer.
In December 2015 he joined AFC Telford United on a loan deal from Cheltenham Town.