The 26-year-old has struggled for game-time under Spurs manager Antonio Conte and is believed to have been given the green light to secure a move away from his boyhood club.
Ten-times capped England midfielder Winks made just 17 starts in all competitions last season and is not part of Conte’s plans for the future.
A recent report in the Mail suggested Winks and Spurs team-mates Tanguy Ndombele, Giovani Lo Celso and Sergio Reguilon had been ‘banished’ from first-team training and told to train on their own as news was awaited over possible moves away from the club.
Little is known of Winks’ current view on the situation but he did give a hint of how he sees his future in an interview he gave to the Times last year.
He said: “I love Tottenham but I want to play regular football.
“The only way to play your best, get momentum is when you’re playing regularly. It is difficult when you get matches here and there, confidence is low.
“I want to be at my best, firing. Ultimately it comes with me performing when I get the opportunity. If I’m not doing that I only have myself to blame.
“I’m man enough to admit that I need to improve in certain areas. On the contrary, I need to play games and the only way to do that is getting minutes and getting that sharpness back.”
The likes of newly-promoted Bournemouth, Southampton and Everton have been linked with a move for Winks this summer - with the latter said to be keen on a season-long loan move for the midfielder.
However, Spurs are said to have placed a £20million price tag on Winks and neither potential suitor is willing to meet their demands at this point in time.
There had also been suggestions Conte could have used Winks to lower the cost of Richarlison’s move from Everton to Spurs - but that failed to come to fruition when the Brazilian moved to North London last month.
However, Sky Sports News have now reported the midfielder could be handed a lifelife by a number of clubs in Italy and Spain if Spurs are willing to accept a season-long loan offer.