How can I get him to like me?

So there is this boy, let's say his name is Leo, who went to my school in fourth grade. All of the girls were in love with him. He was smart and cute and talented. But then, his family moved out of state and he was more or less forgotten. Until 5 days ago.

He just moved back and its leo-mania all over again. All the girls like him. Including me. I liked him back then and I still do. He sits with my group of friends at lunch and is in a few of my classes. In fourth grade we weren't very close at all, so I'm trying to change that. I talk to him every day, but not all the time because I'm trying to play hard to get and not seem too pushy. However, he doesn't know that many people and is still shy. The only other girl i have ever seen him really talking to is this girl jordan, and i am insanely jealous of her. She isnt the peettiest girl in school, but she is much more outgoing than me and flirty and i dont want her to steal him. But we have talked every day and I would say we are on our way to becoming friends, but I want to be more than that. I have absolutely no idea if he likes me. How can I get him to notice me and start liking me in that way? I'm not too shy, but I'm not a super flirt. Any suggestions greatly appreciated.