Winchell married Dorothy Movitz in 1944. They later divorced.

Winchell and Dorothy Movitz welcomed their daughter, April Winchell, who would later become a voice actress and writer, carrying on her father's legacy in entertainment.

Winchell married his second wife, Nina Russel, in 1953. They had two children together before divorcing.

Winchell married Jean Freeman, his third wife, in 1974. This marriage lasted until his death in 2005.

Paul Winchell died of natural causes in Moorpark, California, at the age of 82. He was survived by his wife, Jean, and his children.

After Winchell's death, controversies arose regarding claims about his inventions and his personal life. Despite these issues, he is remembered as a pioneering entertainer and innovative inventor.