Olympiacos reaches agreement to sign Leon Bailey from Aston Villa

Olympiacos has secured a verbal agreement to sign 29-year-old Jamaican winger Leon Bailey from Aston Villa on a permanent transfer. The deal, which includes a contract running until June 2029, marks a significant addition to the squad managed by Jose Luis Mendilibar. While initial reports on September 2, 2026, indicated the clubs were in preliminary discussions, subsequent updates from Fabrizio Romano confirmed the breakthrough. Bailey, who is valued at approximately 14 million euros by Transfermarkt, has reportedly traveled to undergo medical examinations.

Bailey joined Aston Villa in 2021 for 32 million euros following a successful tenure at Bayer Leverkusen, where he recorded 39 goals and 25 assists. During his time in England, he made 163 appearances for Villa, scoring 23 goals and providing 25 assists, though he spent the previous season on loan at Roma. The transfer to the Greek club is expected to prompt squad adjustments, with reports suggesting that the departure of another winger, possibly Gelson Martins, may be required to balance the team's roster following the arrival of the Jamaican international.