I think it's clear he loves her. However he really hasn't been shown to have romantic feelings for anyone. Except that he didn't like his sister walking home with a guy. That could of been romantic or just him not wanting his sister to give her attention to someone else.
This is also on her. It's not upmto the person you like to get your feelings. It is up to you to tell them your feelings. She just needs to come out and say she wants to date him, or that she has romantic feelings for him.