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A copy of "Oakham through the centuries" by Walter Lee Sargant with a dedication 'Happy New Year to you W.L.S.' on the front cover. Discusses the history of the school land from prehistory until the nineteenth century.

Edition of "The Book of Oakham School", by Walter Lee Sargant. Contents include the foundation and earlier history of Oakham School, and lists of Governors, Headmasters, Ushers and Exhibitioners. 29 pages.

A letter from former Headmaster Walter Lee Sargant to Skevington regarding the latter's family, his brother, the death of miss Harrison and Sargant's plans.

A School list for the Spring term 1921 organised from Form VI to Form I, for School House, Wharflands, Junior House, Miss Daniell's House and the Day Boys.

A School list for the Winter term 1925 organised from Form VI to Form I, for School House, Wharflands, Greylands, Junior House, Miss Daniell's House, the Limes and the Day Boys.

A School list for the Spring term 1926 organised from Form VI to Form I, for School House, Wharflands, Greylands, Junior House, Miss Daniell's House, the Limes and the Day Boys.

A School list for the Winter term 1926 organised from Form VI to Form I, for School House, Wharflands, Greylands, Junior House, Miss Daniell's House and the Day Boys.

A prospectus promoting studying at Oakham School c.1909, with illustrations. Contents: Trustees & Staff; Brief History of the School; Subjects of Instruction; Upper School & Lower School; Boarding Houses; Health; Games; Holidays; Term's fees Scholarships and Exhibitions.

A photograph of the Headmaster, Walter Lee Sargant at a formal gathering. Date is unknown.

A photograph of Father Douglass visiting the School in 1928. The photograph shows Father Douglass, Rev Scriven, Rev Edward Vere Hodge, Rev Frank Jerwood, Helen Hodge and Walter Lee Sargant in front of the Chapel.