Bent completed a move to Tottenham Hotspur for a club-record fee of £16.5 million on 29 June 2007, which was to be payable over three years and is inclusive of add-on payments. Ipswich were entitled to 20% of Charlton's profit on Bent under a sell-on clause, which gave the club an initial £2.58 million. He scored his first competitive goal for Tottenham in a 4–0 home victory over Derby County in August 2007. This was followed up by scoring in the 6–1 win over Anorthosis Famagusta in the first round of the UEFA Cup on 20 September 2007. Bent was an unused substitute for the 2008 League Cup Final at Wembley Stadium on 24 February, as Tottenham beat Chelsea 2–1 after extra time. He scored his 100th career goal on 9 March 2008 in the added time of a 4–0 league win over West Ham. He also scored the 100th goal to be scored at White Hart Lane during 2007–08 on 22 March in a 2–0 win over Portsmouth. Bent went on to score one more goal in the 2007–08 season, against Newcastle United, which he finished with 36 appearances and 8 goals.