Leo Castledine

England•AM•21yrs

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Latest Transfer News

Live updates on transfer rumours.

Middlesbrough have confirmed the signing of Leo Castledine from Chelsea, with the player agreeing to a four-and-a-half-year deal. ... MORE

Chelsea attacking midfielder Leo Castledine is currently on loan at Huddersfield Town. His performances have reportedly sparked in... MORE

It has been suggested that Birmingham City should attempt to sign Chelsea's Leo Castledine, who is currently on loan at Huddersfie... MORE

Bristol City are one of several clubs linked with Chelsea attacking midfielder Leo Castledine, who has been a standout performer w... MORE

Watford are reportedly interested in signing Leo Castledine. Football League World reported that at least six second-tier clubs ar... MORE

Huddersfield Town are interested in signing Leo Castledine permanently from Chelsea, where he is currently on loan. According to a... MORE

According to The Athletic, Championship clubs including Watford and Bristol City are attentive to the situation as Chelsea attacki... MORE

Leo Castledine has been loaned from Chelsea to Shrewsbu... MORE

Rangers showed interest in a loan for the 19-year-old and approached Chelsea to make it happen. Rangers wanted a clause for a futu... MORE

Aberdeen have made their interest known in Leo Castledine. This could be a more straightforward option for Chelsea as no option to... MORE

Transfer Rumours

Linked Clubs

Rumored destinations and interested clubs.

All
List

8

Clubs

2

Countries

EN

Top Country

EN

SC

Birmingham City

Huddersfield Town

Shrewsbury Town

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Similar Players™ to Leo Castledine

Davis Keillor-Dunn is the closest match according to our proprietary analysis of transfer rumours and club connections.

D. Keillor-Dunn

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Last Completed Transfers

Huddersfield Town

→

Chelsea U21

31.5.2026

-

Chelsea U21

→

Middlesbrough

9.1.2026

-

Chelsea U21

→

Huddersfield Town

1.8.2025

-

Shrewsbury Town

→

Chelsea U21

31.5.2025

-

Chelsea U21

→

Shrewsbury Town

26.8.2024

-

Chelsea U18

→

Chelsea U21

1.7.2023

-

Chelsea Yth

→

Chelsea U18

1.7.2021

-

Contract Details

#19

MIDDLESBROUGH

Contract until 30.6.2030.

Joined 9.1.2026.

Player Details

AMAttacking Midfield

Main Position

RBCF

Other Positions

Right

Foot

175

Height

Latest Middlesbrough News

Sources have indicated that Rangers will assess Connor Barron's circumstances at Middlesbrough prior to the January transfer windo... MORE

Reports earlier in the summer suggested David Strelec had agreed personal terms with Greek Super League side PAOK. After PAOK fail... MORE