The Bulgarian also played for Manchester United and Fulham in the Premier League, and was reportedly interesting Aston Villa earlier in the transfer window.
Much has been made of Tottenham's inability to improve their attacking ranks this summer. As the Londoners approach their third league game of the season, they are still left with just one specialised striker in their ranks.
But one free transfer is available who knows the club very well, and was still scoring regularly last season in a top division. Dimitar Berbatov would be a smart transfer move on a one-year contract, if Spurs are continuing to struggle to get a striker in while the transfer deadline moves closer.
Against Stoke City at the weekend, star man Harry Kane was withdrawn at 2-0 and was pictured with an ice pack on the bench, meaning there were no recognised forwards on the pitch. Any attacking threat the Lilywhites had dissolved, and the Potters fought their way back to a 2-2 draw by full time.
While Kane is expected to be ok for the game against Leicester City on Saturday, it showed how vulnerable the club are to an injury for their homegrown favourite. Though Clinton N'Jie has joined and could be available to face the Foxes, he is merely an improved option up front, rather than a proven leader of the line.
A move for Berbatov would come with plenty of ifs and buts, not least the way he departed the club for Manchester United in 2008, but there is still little doubt that he would be a fine target man with which to link up with, such is his quality. Whether the Bulgarian star, who won the League Cup with Tottenham earlier that year, would be happy playing back up to Kane would also remain to be seen, especially amid reported strong interest from the likes of Sampdoria and Aston Villa, according to the Gazetteta Dello Sport and the Express.
If bridges were mended, Spurs would get a player who proved capable of finding the net in Ligue 1 over the last couple of seasons, where he scored 13 goals in 38 matches, while fans may also welcome back their former hero after his goal helped knock Arsenal out of the Champions League last season.
Spurs have continued to be linked to Saido Berahino this week, but that is a deal, if it is to happen, that seems to have plenty of toing and froing to go right up to the deadline.
Could Berbatov be an answer, possibly as well as a move for Berahino, or would it would a desperate move?