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Young Chelsea star loved by John Terry set to leave the club this summer

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By Barnaby Lane

Posted on 20 May 2025, 13:34

Young Chelsea star loved by John Terry set to leave the club this summer - Chelsea

John Terry. (Marc Atkins/Getty Images)

Chelseahavemadeahabitinrecentyearsofsigningsomeofthemostpromisingyoungtalentsfromaroundtheworld.

Overthepastfewseasons,theBlueshavespentheavilytobringinthelikesofSportingLisbonduoGeovanyQuendaandDárioEssugo,BelgiangoalkeeperMikePenders,andahostofBrazilianprospects —includingKendryPáez,DeividWashington,and,perhapsmostnotably,Estêvão Willian —spendingvastsumsonrelativelyunprovenplayers.

Atthesametime,however,theclubhascontinuedtooffloadsomeofitsfinesthomegrownacademyproducts.

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Lastsummer,ConorGallagherwassoldtoAtléticoMadriddespiteanexcellentseason,LewisHalljoinedNewcastleUnitedandhelpedlifttheLeagueCup,andIanMaatsenmovedtoAstonVilla.ThepreviousyearsawMasonMountheadtoManchesterUnited,andCallumHudson-OdoitoNottinghamForest.

OtheracademygraduatessuchasFikayoTomori,TammyAbraham,BillyGilmour,andMarcGuéhihavealsobeensoldinrecentyears —manyofwhomChelseamaynowregretlettinggo,especiallygiventheteam’sinconsistentperformancesunderEnzoMarescathisseason.

Now,anotherhighlyratedacademytalentlookssettofollowthemoutthedoor.

CastledineSetforPermanentExit

Leo Castledine. (Malcolm Couzens/Getty Images)

Leo Castledine. (Malcolm Couzens/Getty Images)

AccordingtoareportfromTheAthletic,Chelseaarepreparingtosell19-year-oldmidfielderLeoCastledinethissummer.

TheEnglandUnder-19internationalhasspentthe2024/25seasononloanatLeagueOnesideShrewsburyTown,wherehemade26appearancesacrossallcompetitions.WhiletheBluesratehimhighly,theclubareopentooffersandwillincludeasell-onclauseinanypotentialdeal.SeveralChampionshipandLeagueOneclubsarereportedlyinterested.

CastledinehimselfissaidtobekeenonleavingStamfordBridgeinsearchofregularseniorfootball,thoughhestillholdsstrongaffectionfortheclub.

Chelseahaven’tcompletelyruledoutanotherloanmove,butapermanentdepartureiscurrentlyseenasthemostlikelyoutcome.

CastledineearnedpraisefromclublegendJohnTerryfollowinghisseniordebutinJanuary2024.WritingonX,Terrysaid: “CongratulationsLeo.LovehimandsowilltheChelseafans,heislikeamagnetinthebox.”

Anotherday,anotheracademygemslippingthroughChelsea’sfingers.

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