You are right to wonder how things will go, because everybody's wondering. You may indeed miss out on big moves if you wait. But also maybe things will stall out and take forever to move up again.
I'd go to localized specifics in your scenario. I'd look for comparative value in a specific home purchase, compare to averages or moving averages of prices _in your area_ and then decide what's a good value from opportunity to opportunity.
Identify your buy-in range, make some offers, see how things go. But I'd keep it very specific and buy something you like at what seems like a good price, all things considered.
I'd stay away from trying to call macro trends because there's not much traction there right now. It could help to look at historical price action in your city though.