The question is not when to buy but why to buy? Do you have a need or a want? Most people are like sheep. They follow one another. In a sellers market they hear how there neighbor or friend just sold and how much they made. If they bought and there were multi offers they'll tell you oh I stole the property and would of paid more. Yet if you look back on history the depression or the late 80's early 90's the ones who bought in the depressed market are the ones who made the killing. Some were investors, but many were just like you and me homeowners that want the best place to raise a family. Presently in all markets there is an abundance of listing. That means you have more choices. Interest rates are still excellent. Sellers are receptive to offers. So don't wait if you NEED a home. Buy the best one you can find and afford (always pay a bit more if you can to get a little better home) as the best home today will keep pace with the market going up and down as the market does, but in the long run real estate goes up and at the end of the 15-20-25-30 year mortgage you will have all that forced equity (just like your folks and mine) and hopefully a lot of appreciation.