I second Maria: if you're not on the same page concerning pre-marital sex, that is probably the most dangerous thing. She needs to be willing to maintain a long-term relationship with you while saving sex for marriage, which most young people just don't believe in nowadays/ So try to clear that up from the beginning. It's possible that she may accept this, but as it's kind of an unspoken expectation in the modern dating scene it will probably be up to you to raise the issue. If you don't make your own expectations clear, she may wonder why you don't make moves on her and give up on you.
The upside is that you will most likely feel a great psychological burden lifted when you don't feel under pressure to "make the first move"; she may even feel a similar burden lifted. Feeling pressure to have sex is a real problem in modern relationships, but one which isn't well discussed because of the prevailing bias against chastity and virginity.
There are priests in my jurisdiction with relevant pastoral experience you could talk to, e.g. about appropriate levels of intimacy in pre-marital relationships. We organize youth camps that can supplement Orthodox fellowship organizations and although I haven't attended one myself I'm sure these issues are frequently discussed. You're better off talking to someone like that than soliciting advice from the forum, where we may not have the requisite pastoral experience. What we can do is tell you what the basic rules surrounding marriage are, and maybe something from our own experiences that could be helpful, but that's about it.
I suppose one more piece of advice is not to worry about your situation too much, and this includes over-analyzing your situation, which I feel you fall into when you make all these specifications about what you want in a future wife. Who you end up with may not necessarily meet these specifications, but she will still be the wife that God intends for you. Ultimately it's not in your hands or in anyone else's (this goes for arranged marriages, too!); it's in the Lord's hands.