Webbe was the son of the MP George Webbe of Canterbury and his wife Anne (died 1551). Webbe married a woman named Dorothy, who outlived him, dying in 1594. They had at least five sons and one daughter.
He was involved in local politics and was made a Freeman of Canterbury in 1552, sheriff for 1563–64, an alderman in 1569 and mayor for 1571-2. He was elected a Member of Parliament (MP) for Canterbury in 1572.
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