Leon Bailey, born 9 August 1997 (age 28), is a Jamaican right winger with Aston Villa, where he wears number 31. His current market value is around £18.5m, according to Transfermarkt.
Bailey’s early development was shaped by senior football before he reached the Premier League, with those first loan and development spells giving him the sort of minutes young wide players do not always get. He later built his reputation in Europe before moving to England, where the demands on pace alone tend to expose any rough edges fairly quickly.
At Aston Villa, his best league return came in 2023-24, when he scored 10 goals in 35 appearances. That remains the clearest season of end product in his Villa spell: direct, useful, and not merely decorative on the right.
He is still a regular first-team presence in 2025-26, though the league goals have dried up. Bailey has made 13 Premier League appearances without scoring, along with one FA Cup appearance and eight Europa League appearances, where he has scored once. Across all competitions for Villa this season, he has made 22 appearances and scored one goal.
He has also remained involved with Jamaica, making two World Cup qualifying appearances in North and Central America and three Gold Cup appearances this season, scoring once. His career now sits in the established bracket: an experienced international winger, still part of Villa’s plans, with his current value tied to whether the end product returns.
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