The former Southampton man believes a failure to agree fresh terms means the Reds forward will be off in the summer.
The 20-year-old England forward is yet to sign an extension to his current deal, which is set to expire in 2017, and has decided to delay discussions on fresh terms until the summer, according to BBC Sport.
Now, Sky Sports pundit Le Tissier has said that the decision to shelve discussions until the season has finished suggests that the player will not be staying at Anfield past the end of the 2014/15 campaign.
“I’d be incredibly surprised if he signed a new contract with Liverpool," said Le Tissier.
“There’s one reason he’s not signing his contract now, he’s not going to sign a new contract.”
Back in January, the Guardian reported that Sterling was close to signing a new contract at the club, with talks between Ian Ayre and his representatives said to have been a success.
However, TalkSport later refuted those claims and said a new deal was nowhere near being agreed, which goes in line with the most recent developments on the situation.
Sterling’s failure to sign a new contract will remain a concern to manager Brendan Rodgers and those higher up at the club as well, and according to Le Tissier, this sort of situation usually means the player will be leaving in the summer.
“From my experience, when a player says ‘let’s leave it until the summer’, they’re saying ‘I’m off in the summer; I’ll have a better offer from elsewhere’,” he added.