Aston Villa youngsters were given some chances towards the end of this past campaign.
Di Matteo is widely expected to take charge at Villa in the coming weeks, with The Sun saying that a deal has already been agreed.
Villa will have to rebuild for next season, with a great amount of changes predicted to occur.
The Claret and Blues are going to have to sell many of their high-earners, as they look to cut costs to cope with playing in the Championship.
Wilkins believes that Villa already have ready-made replacements for their key players at the club, though, as they have so many talented youngsters in their academy system.
“I think he would [fit in well],” Wilkins said. “He’s done an exceptional job at Chelsea. I think he’ll do very well. He’ll be a good fit.
“He has a very tough job. Lots of people have lost their jobs at Villa, and he’ll have to do that with the players.
“He’s very fortunate that the under-21’s and the youth section at Villa is spot on, they run it fantastically well.”
Villa’s youngsters have already shown signs of promise - with the likes of Jordan Lyden, Kevin Toner and Andre Green all breaking through towards the end of this past campaign.
Jack Grealish is also expected to have a key role to play next term, if he sticks with Villa this summer.
Di Matteo is yet to be officially unveiled as Villa’s next manager, but he is believed to be Dr Tony Xia’s top choice.