This all depends. Your kids will be totally fine sharing a bedroom for the next five years. My sister has 6yo b/g twins and they still want to share a bedroom, even though they could each have their own. My kids are 3 and 4 and I don't think that (all else equal) they need much more space than they did last year. However, they are home with a nanny now (rather than being at preschool) and that takes up a bit more room. For example, I bought a bigger table for their arts and crafts projects, etc. I know that you said that your arrangement with your parents cannot last forever, but could it last for another year if there is no full-time preK3 option next year? There is really no need for an expensive private preschool if you have your parents to watch the 3yo (and the younger child). I would probably wait at least another year and make the decision then. Who knows, maybe the real estate market is going to cool down. Not that you should take investment advice from a stranger on an anonymous forum, but I would not buy right now. We wanted to be closer in, so we compromised on space. No regrets here. I also have friends who have more space further out and they are happy with their decision as well. That's just personal preference.