Legear moved to
Anderlecht from their rivals
Standard Liège in 2003. He scored his first goal in the
Jupiler League against Standard Liège in the
2004–05 season. He was initially registered to the football club of J.S Thier (Jeunesse sportive du Thier-à-Liège), a small club near
Liège at the age of eight, a club where he showed a promising future in Belgian football. From there he was scouted by the Standard Liège Academy who recruited him in 1998. Despite the tacit agreement between the top three clubs in Belgium, which prevents transfers between those clubs academies, Legear moved from Standard to Anderlecht in 2003. In the
2007–08 season, Legear made the breakthrough into the Anderlecht starting XI and featured regularly in the team's Jupiler League and European competition matches. This was a result of his increasing level of performances, as well as Anderlecht's lack of attacking options on the right wing. He was touted as the next
Christian Wilhelmsson, with similar hair color and speed on the flank. On 26 August 2011, Legear joined
Terek Grozny of the
Russian Premier League, signing a three-year contract for a fee of €1.8 million. He made his league debut on 12 September 2011 against
Kuban Krasnodar, a match which Terek lost 1–2. Legear marked his first goal in the
2012–13 season, scoring the opener against
Mordovia Saransk on 10 November 2012 to give his side a 2–1 victory. On 17 January 2014, his contract was terminated by mutual consent after disagreements between him and the club. Legear returned to Belgium on 31 January 2014, penning a six-month deal with
KV Mechelen. He made his first league appearance on 28 February 2014 as a substitute for
Boubacar Dialiba during the second half in their 1–0 win over
Lokeren. He joined Blackpool on 4 November 2014, in a one-year deal. His contract was terminated, by mutual consent, on 28 January 2015. ==International career==