After retirement from his career in Social Work, Winter took up politics, being first elected a Labour Councillor on Glasgow City Council in 1999, serving the Summerston ward. He was re-elected in 2003 and 2007, when he became of four councillors for Ward 15, which includes Maryhill and the Kelvin area of Glasgow's West End.
Following his retirement from Social Work, Winter transitioned into politics, being first elected a Labour Councillor on Glasgow City Council in 1999, representing the Summerston ward. He was re-elected in 2003 and 2007, when he became part of a four-councillor team for Ward 15, which encompasses Maryhill and the Kelvin area of Glasgow's West End.