Sherwood expects Spurs to do all they can to prevent a mid-season move, but admits he did believe Spurs chief Levy would look to cash in, 18 years after Sol Campbell walked out on the club.
“He's a top, top player. He can play for the two giants in Spain and he could play for any big club," said Sherwood, speaking on Sky Sports.
“Hopefully, for Tottenham's sake, those big clubs are not going to be there for him at the end of the season.
“Then, I believe, it's possible that he could sign a new contract at Tottenham and I really hope for Tottenham's sake that he does. I remember when I was at Tottenham and Sol Campbell left, Daniel Levy vowed he would never, ever lose anyone on a free again."