[7] Winn was born in Brooklyn, New York, and served in the United States Army during World War II.

[1] In 1965 Winn was elected to the North Miami city council, also becoming mayor as he had received the most votes.

[7] In 1972 he was elected as member of the Florida Senate for the 34th district, being re-elected in 1974 and 1978,[1] and serving until his resignation in 1981.

[1] In 1982 Winn was elected to the Miami-Dade County Commission, on which be served for eleven years.

[8] In 1983 he was honored by the Florida State Legislature, having a bridge at Sunny Isles Beach named after him.