In December 1998, Freund transferred to English Premiership club Tottenham Hotspur. During his time with the London club, he won the League Cup in 1999, starting in the center of midfield in Spurs's 1–0 win over Leicester City. He stayed at the club until 2003, and despite never scoring a goal in 131 appearances across all competitions, he became a firm fans favourite at the club for his heart, work ethic and commitment. On 4 December 2009, Freund was inducted into the Tottenham Hotspur hall of fame alongside Darren Anderton.