He received All-Ohio and All-Northeast Ohio Conference honors his senior season, after being named all-conference his junior year.

He was named to the All-Mid-American Conference (MAC) team three times during his career: third-team as a sophomore, second-team as a junior, and first-team as a senior.

Winters was selected by the New York Jets in the third round, with the 72nd overall pick, of the 2013 NFL draft.

On October 2, 2016, against the Seattle Seahawks, Winters hit defensive end Michael Bennett head-to-head after a play, which drew a personal foul (15 yard penalty) and caused him to leave the game with concussion symptoms.

[12] On August 6, 2020, Winters signed with the Buffalo Bills after starting right guard Jon Feliciano suffered a torn pectoral muscle.