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#3 Nigel Winterburn (35 years, 11 months and 14 days)
Arsenal signed left-back Nigel Winterburn from AFC Wimbledon in the summer of 1987 for £350,000 and he spent 13 years at the club. The emergence of Brazilian full-back Sylvinho forced him out of the club in 2000.
Winterburn was never a prolific goalscorer from his left-back position. He scored only eight goals in 429 appearances for the club. Winterburn scored his last goal as an Arsenal player in the UEFA Cup on 25 November 1999 in a 3-0 win over French side FC Nantes.
Winterburn featured 94 times for West Ham United after joining them from the Gunners. He retired in 2003 and had a brief stint in management part of the backroom staff at Blackburn Rovers.
#2 Lee Dixon (36 years, 9 months and 13 days)
Lee Dixon joined Arsenal in January 1988 from Stoke City along with Steve Bould. The English right-back was well ahead of his time as he was not afraid to attack down the right flank alongside his winger.
Dixon was part of an Arsenal backline that is regarded as one of the best in the club's history. The Englishman made 616 appearances and scored 28 goals for the club before his retirement in 2002. Dixon scored his last goal as an Arsenal player in a 2-2 draw with Sunderland on 30 December 2000 in the Premier League.
Dixon enjoyed great success at Highbury, winning four league titles and three FA Cup titles. He is one of few men to have won a league title in three different decades.
#1 Dennis Bergkamp (36 years, 11 months and 5 days)
Dennis Bergkamp became an Arsenal player in 1995 after he joined from Inter Milan. He played as an attacking midfielder or striker for the Dutch national team and Arsenal.
Bergkamp enjoyed a very successful career at Highbury and spent the rest of his professional career at the club. He scored his last goal for the club in a 3-1 win over West Bromwich Albion on 15 April 2006. He made a total of 410 appearances for the club and scored 113 goals.
Bergkamp retired from professional football in 2006 and worked with his boyhood club Ajax in various capacities. He managed the U-12 side up to U-19 and was an assistant to Peter Bosz with the first team in 2016.
