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On 8 November 2005, 34-year-old Bogarde announced his retirement from professional football after failing to reach an agreement with a club. He returned to Ajax in the summer of 2017, being named assistant manager at their reserves under former teammate Michael Reiziger.

After playing as a substitute against Ipswich Town on Boxing Day in 2000, Bogarde only played one more competitive match before his contract expired in July 2004. He also featured from the bench, against Gillingham for that season's League Cup on 6 November 2002.

Bogarde signed for Chelsea in 2000–01, after following the advice of compatriot Mario Melchiot to join him at the Premier League side. He was signed when Gianluca Vialli was manager, although the latter had no idea the transfer was happening, it arguably being conducted by director of football Colin Hutchinson – Emerson Thome, also a centre-back, was shipped off to Sunderland; only weeks after arriving, newly appointed coach Claudio Ranieri wanted the player to leave.

A.C. Milan signed Bogarde from Ajax for 1997–98, but he only made three Serie A appearances throughout his short stay. In January 1998 he moved to compatriot Louis van Gaal's FC Barcelona, playing 19 matches in the second part of the campaign as Barça won La Liga and the Copa del Rey.

Courtesy of steady performances at Ajax, Bogarde was summoned to UEFA Euro 1996 by Netherlands manager Guus Hiddink, who also included him in the squad for the 1998 FIFA World Cup. A starter in the first competition, he only backed up Arthur Numan in the second.

Bogarde signed for country giants AFC Ajax in 1994. After a slow first year – he did not leave the bench in the final of the team's victorious campaign in the UEFA Champions League– he became a defensive stalwart.

Born in Rotterdam, Bogarde started his career at Schiedamse Voetbal Vereniging in the Eerste Divisie, as a winger, then switched to the Eredivisie in summer 1991, playing with hometown club Sparta (he previously had a short loan spell with neighbouring SBV Excelsior in the second division) and scoring a career-best 11 goals in the 1993–94 season as it qualified for the UEFA Intertoto Cup.

Winston Lloyd Bogarde (born 22 October 1970) is a Dutch retired professional footballer, and is the assistant manager of Jong Ajax. He was known for his immense physical strength, and played mostly as a central defender although he could occasionally appear on the left.