I've had some friends buy up pre builds in the Alliston area and they seem to have made out fairly decently with that strategy as after a few years they move to another home. However as others have posted that strategy gets eaten up by all the fees from realtors and lawyers during the transfer process. We've actually considered doing the same, but then in the end we weren't able to afford what we wanted in Mississauga so we scaled down our expectations and bought an affordable townhouse ($420k) in Cooksville. The price appreciation will (hopefully) be faster than the outlying areas that you're looking into, and the commute is still more doable and I'd rather spend that then be stuck in traffic for an extended period of time. We are also looking to move within 5 years or so, but the area we're in has many families and long term residents so if it all works out we will stay there...unless of course my work changes dramatically...that's a different story though.
Good luck, not easy in today's market.
Good luck, not easy in today's market.