If you want the $436,000 to go farther, my suggestion is either the South Bay or East Bay.
The great news about San Mateo and the surrounding areas is that they are already pretty developed, meaning there isn't room to expand. Because of that our prices stay pretty stable even in difficult economic periods. The San Francisco Peninsula is usually the last area to go into a real estate decline and it is usually the first area to come out of it. Having said that, you won't get a lot of home for $436,000. It is best to do some scouting with an agent so you can see what your options are.