John Lennon, of the Beatles, bought Kenwood for £20,000 (equivalent to £431,200 in 2021) on 15 July 1964, on the advice of the Beatles' accountants, Walter Strach and James Isherwood. Lennon was resident from the summer of 1964 until the late spring of 1968. Film of the gate and the exterior of the house was included in an ITN programme called Reporting 66 in 1966. Parts of a home movie showing Lennon at Kenwood in 1967 were featured in the film Imagine: John Lennon.
Kenwood is close to Sunny Heights, the former home of Ringo Starr, and a short drive from Kinfauns, George Harrison's former home in Esher. In October 2006, Kenwood went back on the market at a price of £5.95 million; it was sold in January 2007 for £5.8 million. It went on the market in 2014 for £13.75 Million but failed to sell and was put on the market again in 2016 for £8.95 Million and was sold for an undisclosed amount. It was put on the market once again in 2020 for £9 Million.