He was educated at Uppingham School and at Trinity Hall, Cambridge.

In 1882, he went to West Africa where he was Acting Queen's Advocate of the Gold Coast Colony.

[3] The following year he went to Cyprus where, from 1883 to 1892, he served as President of the District Court of Limassol and Puisne Judge.

[6][7] In 1894, he served as Judge at the British Consular Court at Constantinople.

[1] In 1875, Middleton married Caroline Bell and they had two sons and a daughter.