PLAYER PROFILE / Attacking Midfield
Leo Castledine.
Middlesbrough FC · England
TM 796303 · Current player profileAge today21
Recorded moves8
Peak recorded value€2.00m
Current market value€2.00m
01 / PLAYER DETAILS
At a glance
- Full name
- Leo Alexander Francis Castledine
- Born
- 20 Aug 2005
- Nationality
- England
- Position
- Attacking Midfield
- Preferred foot
- right
- Height
- 175
- Joined current club
- 09 Jan 2026
- Contract expires
- 30 Jun 2030
02 / THE JOURNEY
Previous clubs
- Chelsea FC U21Last recorded move · 09 Jan 2026
- Huddersfield TownLast recorded move · 08 Jan 2026
- Shrewsbury TownLast recorded move · 31 May 2025
- Chelsea FC U18Last recorded move · 01 Jul 2023
- Chelsea FC YouthLast recorded move · 01 Jul 2021
- AFC Wimbledon YouthLast recorded move · 11 Mar 2020
Clubs from completed, dated transfers, most recent first. Repeat spells are listed in the full transfer history.
03 / VALUE OVER TIME
Market value history
| Valuation date | Age then | Club at the time | Market value |
|---|---|---|---|
| 28 May 2026 | 20 | Middlesbrough FC | €2.00m |
| 03 Mar 2026 | 20 | Middlesbrough FC | €2.00m |
| 26 Nov 2025 | 20 | Huddersfield Town | €1.10m |
| 18 Jun 2025 | 19 | Chelsea FC U21 | €1.00m |
| 27 Dec 2024 | 19 | Shrewsbury Town | €1.00m |
| 14 Mar 2024 | 18 | Chelsea FC U21 | €900k |
| 19 Dec 2023 | 18 | Chelsea FC U21 | €400k |
Each row is a dated valuation. The bar shows its share of the player’s peak recorded value. — means not recorded.
04 / EVERY MOVE
Full transfer history
| Date | From | To | Move | Fee |
|---|---|---|---|---|
| 09 Jan 2026 | Chelsea FC U21 | Middlesbrough FC | Transfer | €2.40m |
| 08 Jan 2026 | Huddersfield Town | Chelsea FC U21 | Loan return | — End of loan |
| 01 Aug 2025 | Chelsea FC U21 | Huddersfield Town | Loan | — loan transfer |
| 31 May 2025 | Shrewsbury Town | Chelsea FC U21 | Loan return | — End of loan |
| 26 Aug 2024 | Chelsea FC U21 | Shrewsbury Town | Loan | — loan transfer |
| 01 Jul 2023 | Chelsea FC U18 | Chelsea FC U21 | Internal move | — |
| 01 Jul 2021 | Chelsea FC Youth | Chelsea FC U18 | Internal move | — |
| 11 Mar 2020 | AFC Wimbledon Youth | Chelsea FC Youth | Transfer | — ? |
Includes loans, loan returns, internal moves and scheduled transfers. Free means a recorded €0 fee; — means no figure was recorded.