Chesterton successfully expanded his family firm's traditional residential portfolio into the commercial sector and The City.
[1] The son of the architect, Frank Chesterton, he attended Rugby School, before qualifying as a chartered surveyor in 1934, and later was promoted FRICS.
After military service, he returned to the family business where his market knowledge was much in demand, not least as a long-serving Commissioner of the Crown Estates.
From 1962, he was a director of The Woolwich, which was in the process of expanding from its south London origins, by a series of acquisitions of smaller societies, to become one of Britain's leading mortgage lenders.
Chesterton was chairman of the Woolwich Equitable from 1976 to 1983, often acting as spokesman for the building society sector as a whole at a time of high interest rates, restricted mortgage availability and, towards the end of his tenure, rapidly rising house prices.