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Cristiano Ronaldo's transfer from Manchester United to Real Madrid in 2009 is considered the most expensive sale in Premier League history when adjusted for inflation, amounting to £292 million. This deal ranks first, surpassing other transfers by several multiples, and is among the most notable record-breaking sales that generated massive revenue for Manchester United, with the club's treasury receiving over £400 million from Real Madrid sales over two years. The transfer is regarded as one of the most significant shifts in football history and stands as one of the largest financial commitments in the sports transfer market.
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