Letter from Grace Hamblin [Private Secretary to CSC] to A W Southon [and Sons, Builder], on CSC's proposed improvements at Chartwell [Kent], particularly arrangement for domestic hot water and the heating of the nursery wing, which was supplied by a separate boiler. She wished that in future it would be better for everything to be harnessed to the main furnaces; her ultimate object was to simplify the heating arrangements. [Carbon].

Estimate from A W Southon and Sons, Builders (Edenbridge [Kent]), for work at Chartwell, fitting a new lavatory basin in the Work Room on the top floor, and fitting a partition between WSC's room and the Maid's Room, for 24l 13s and painting Horatia Seymour's cottage, for 4 pounds.

Estimate from A W Southon and Sons, Builders (Edenbridge [Kent]), for decorating Mrs Jackson's cottage at Chartwell, for 36l 6s.

Letter from [Grace Hamblin], Private Secretary to CSC, to [Robert Burns], Private Secretary [to the Minister of Supply] requesting a permit for timber for repairing a cottage at Chartwell [Kent] which was full of dry rot, and becoming uninhabitable. [Carbon].

Letter from A W Southon and Sons, Builders (Edenbridge [Kent]) to CSC, reporting on the condition of the cottage occupied by A E Hill [Head Gardener, Chartwell, Kent] which was badly affected by dry rot.

Note from Mary Shearburn [Secretary to WSC, later Mary Thompson] to WSC, on a leak in the roof at Chartwell [Kent] which could be repaired with sail cloth and tar, stating that to obtain the sail cloth it was necessary to obtain a Priority Order from the Ministry of Supply [annotated by WSC with a note to the Private Office, asking them to arrange this "if it is not improper"].

Letter from Kathleen Hill [Secretary to WSC] to the Telephone Manager, Tunbridge Wells Area [Kent], requesting an extension from the Westerham 93 switchboard to the office at Chartwell, and confirming that the extension from Westerham 81 in the Cottage bedroom [at Chartwell] was to be left as at present to maintain communication with the Manor Office. [Carbon].

Letter from Kathleen Hill [Secretary to WSC] to the Telephone Manager, Tunbridge Wells Area [Kent], asking if it would be possible to move the Westerham 93 switchboard from the Cottage [at Chartwell] to Chartwell Manor, where it could be connected when WSC re-occupied the house in 2-3 months time, also asking if it would be possible to install separate telephones in the Cottage, and Stable Cottage. [Carbon].

Letter from WSC (Colonial Office, Downing Street [London]) to W Bernau [of Cox and Company] discussing his purchase of Chartwell Manor including: his plans for rebuilding the house estimated to cost 8,000 pounds; arrangements to fund the purchase and improvements through his books; his mortgage; and a loan he would like from the bank. Signed typescript.

Letter from H A Beckenham [Private Secretary to WSC] (The Royal Hotel, Dundee [Scotland]) to W Bernau of Cox and Company informing him that WSC has drawn a cheque for 4,500 for the purchase of Chartwell Manor [Westerham, Kent]. Signed typescript.

Letter from Commander Charles Thompson [Personal Assistant to the Minister of Defence] to Lieutenant Colonel Anthony Gale [Military Operations Directorate, War Office] stating that WSC agrees that the contingent arrangements for guards at Chartwell or Ditchley [Dytchley Park, Oxfordshire] may be cancelled. Initialled. Carbon copy.

Letter from Lieutenant Colonel Anthony Gale [Military Operations Directorate] (War Office, Whitehall) to Commander Charles Thompson [Personal Assistant to the Minister of Defence] proposing to cancel the contingent arrangements for guards at Chartwell or Ditchley [Dytchley Park, Oxfordshire]. Signed.

WSC's Pass Books for Investment Account with Cox & Co., March-Sept 1921, the books contain extensive notes by WSC on his finances, 1921-23, including details of his Childrens' Trust, his South African investments, Chartwell, estimates of his income and expenditure, and expenses and receipts for The World Crisis [2 items].

Letter from [Sir Edward Marsh] to Nicholl, Manisty & Co., stating that WSC had no objection to the owner of the Butler's cottage at Chartwell having a right to the water supply of the Gardener's cottage [carbon].

Letter from Nicholl, Manisty & Co. to WSC., acknowledging receipt of cheque for £152 18s for stamp duty on purchase of Chartwell, and for the outside effects purchased by WSC, enclosing inventory and valuation of the outside effects taken over by WSC, listing the contents of the Boat House, Gardens, Woodhouse, Outhouses, Toolhouse, Carpenter's Shop, Hayloft, and Loose Boxes etc., total value £102, 18s.

Letter from The Duke of Marlborough, as Churchill Trustee, to Nicholl, Manisty & Co., agreeing to mortgage of £2,500 for Chartwell [copy].

Letter from Knight, Frank & Rutley, Estate Agents, to Sir Edward Marsh on timber, tithes, quit rent, land and income tax on Chartwell.

Letter from Knight, Frank & Rutley, Estate Agents, to Edward Marsh, Private Secretary to WSC, on timber at Chartwell.

Letter from WSC to Knight, Frank & Rutley, Estate Agents, offering £4,800 for the Chartwell Estate [ms and ts copy].

Letter from Knight, Frank & Rutley to WSC, accepting his offer of £5,000 for the Chartwell Estate.

Letter from WSC to Knight, Frank & Rutley, offering £5,000 for the Chartwell Estate [ts copy].

Letter from A J Campbell-Colquhoun to WSC, on sale of Chartwell Estate to WSC, hoping that WSC would be able to employ the gardener and coachman.

Letter from WSC to A J Campbell-Colquhoun, on purchase of Chartwell, and his willingness to employ Colquhoun's gardener, Waterhouse [carbon, with ms annotations by WSC].

Letter from Knight, Frank & Rutley to WSC, on shooting and grazing at Chartwell [annotated by WSC].