Leo Alexander Francis Castledine (born 20 August 2005) is an English professional footballer who plays as an attacking midfielder or left winger for EFL League One Side Huddersfield Town on loan from Premier League club Chelsea.
Born in Kingston upon Thames, where he lived only 15 minutes away from the Cobham Training Centre, Castledine started his career with Chelsea, who he had supported growing up.[3] He spent two years with Chelsea before moving to AFC Wimbledon at the age of seven.[3] Growing up, he also played rugby, and was enrolled in the elite academy of professional club Harlequins.[3]
Initially beginning his career with Wimbledon in a more defensive role, he moved up the pitch to operate as a midfielder.[4] Settling into his new role well, he was involved in Wimbledon under-18's pre-season tour of Italy, playing alongside players four years his senior, and went on to make his under-18 debut in 2019 - becoming the youngest Wimbledon player to ever do so.[4]
A year later, in March 2020, he rejoined Chelsea, naming Mason Mount and Jack Grealish as his favourite current players.[4][5] He signed his first professional contract with The Blues in August 2022, on his seventeenth birthday, and has already been called up to train with the first team.[3][6]
Castledine made his senior debut for Chelsea as a substitute in a 6–1 EFL Cup semi-final second-leg win over Middlesbrough on 23 January 2024.[7]
On 26 August 2024, Castledine joined League One side Shrewsbury Town on a season-long loan deal.[8]
Castledine has represented England at under-15, under-17 and under-18 level.[2]
On 15 November 2023, Castledine scored on his England U19 debut during a 6–0 win over Romania in Marbella.[9]
He is the son of former Wimbledon footballer, and television presenter, Stewart Castledine, as well as former Homes Under the Hammer host Lucy Alexander.[3][10] Leo has an older sister, Kitty, an actress who currently stars in EastEnders.
| Club | Season | League | FA Cup | League Cup | Europe | Other | Total | |||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Division | Apps | Goals | Apps | Goals | Apps | Goals | Apps | Goals | Apps | Goals | Apps | Goals | ||
| Chelsea U21 | 2022–23 | — | — | — | — | 5[a] | 0 | 5 | 0 | |||||
| 2023–24 | — | — | — | — | 3[a] | 0 | 3 | 0 | ||||||
| Total | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | 8 | 0 | 8 | 0 | ||
| Chelsea | 2023–24 | Premier League | 0 | 0 | 0 | 0 | 1 | 0 | — | — | 1 | 0 | ||
| Shrewsbury Town (loan) | 2024–25 | League One | 23 | 2 | 1 | 0 | 1 | 0 | — | 1[a] | 0 | 26 | 2 | |
| Huddersfield Town (loan) | 2025–26 | League One | 1 | 0 | 0 | 0 | 0 | 0 | — | 0 | 0 | 1 | 0 | |
| Career total | 24 | 2 | 1 | 0 | 2 | 0 | 0 | 0 | 9 | 0 | 36 | 2 | ||
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