They had seven children: Marian Fuller (1893-1983), Lois Elwood (1895-1975), Charles (1897-1917, killed in action during the first World War), Richard Michael (1898-1984), Humphrey Camfield (1899—?
In 1917 he was appointed King's Counsel and he acted as a Supreme Court judge from November 1936 to February 1937.
[3] Windeyer appeared in many notable cases, significantly for Percy Brookfield, Thomas Mutch and Ernie Judd in 1918 when they appealed against the conspiracy trials of members of the Industrial Workers of the World in 1916.
He was also counsel in the Australian Newspaper Proprietors' Association's successful case against Arthur Calwell's censorship laws during World War II.
[3] Windeyer was a supporter of Federation and of Edmund Barton but never gained party preselection, although he contested Warringah at the 1929 federal election as an independent Australian People's Party candidate, coming close to defeating sitting Nationalist Archdale Parkhill.