Anonymous wrote:OP, I would hold off on buying unless you can buy at least a 2 bedroom, regardless of square footage.
+1. OP, are you planning on a second child in the next five years?
I just don't think five years is enough time to count on getting a bigger place with a good school, unless you have a specific reason to believe your income will increase. I would encourage you to buy a place that you are content to live in for at least 7 years, and even then I think it'll be a struggle to trade up.
It's just very, very hard to save enough money when you are paying for childcare, if your second house is going to be substantially more expensive. If you don't need to move right now, maybe do a year of super-intense saving while you look for a place. Neighborhoods around here tend to contain many similar properties, so once you zero in on certain neighborhoods you can wait a bit and see what comes up. The winter is a good time to buy!