Mr. Winfield is the husband of Sylvia Winfield and former neighbor of the Simpsons family.
He, along with his wife, did not like the Simpson family and soon moved to Florida. Ruth and Laura Powers moved into their house after their departure. He can still sometimes be seen visiting Springfield along with his wife in large crowds dure public events such as parades. He is memorable for his cranky attitude and very high pants. He and his wife are seen in the background at Capital City Stadium.
 Behind the Laughter