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This series focuses on the boarding boys in Deanscroft, since its opening in 1948. The Headmaster himself was Housemaster, until 1971. Deanscroft boarding house was closed on Speech Day 1989, prior to its conversion into Stevens, a boarding house for girls. The boarding boys were moved to the newly built Haywoods House on Kilburn Road. The items include the complete set of house photographs and informal photographs showing boys around the house and on campus, as well as duty records.

This sub-series contains letters concerning Deanscroft house and pupils.

A letter from Joanne Creighton, Foundation Director, to John Buckingham regarding Deanscroft's house photographs and names of the boys on those photographs.

A letter from John Buckingham to Jon Wills regarding naming the Deanscroft house photograph of Summer 1963, enclosing list of names. Two pages A and B.

A note from Mrs M.J. Fitzpatrick, Sarah Fitzpatrick's mother, to Mary Hoyle, Housemistress of Stevens, enclosing her daughter's passport photograph.

This series focuses on Wharflands pupils and staff since its opening in 1920. Most of the series is made of house photographs, various photographs of Housemasters and administration documents.

This sub-series focuses on letters related to the history of Wharflands house, its pupils and staff.

An email from Jon Wills to all teaching staff regarding the history of Buggy Jerwood's oar and the 1908 London Olympics in which Jerwood competed. Rev F.H. Jerwood became the first Housemaster of Wharflands in 1920. There is also a list of five Old Oakhmian Olympians.

A memo by John Barber, Housemaster of Wharflands, about the Wharflands portraits. The portraits were given to Bertie Bowes by the two Miss Daniells.

A letter from Bertie Bowes, Housemaster of Wharflands, to Lynn Wilson informing him that he will be a house prefect next term alongside John Grenfell and explaining the responsibilities and duties of the prefects.