Having lived in the bay area for many years, I've bought and sold several homes for myself. There isn't one I regret purchasing or the details of the purchase. I love real estate. There are times I've sold my own home but with hindsight, wished I had kept a little longer. Realistically though the money from the sale was put to good use and it isn't completely straight forward / honest to say I shouldn't have sold when I did.
When you see your home value rise form say $600,000 in 1998 to $1,800,000 in 2012 it is pretty easy to be content. http://julianalee.com/palo-alto/palo-alto-statistics.htm
I've sold a few homes (and fortunately only a few) which were sold because the owners lost too much money in the stock market. Did I mention I love real estate?
Juliana Lee, MBA LLB
Top 3 agent nationwide at Keller Williams Realty
Over 1,000 homes sold in San Mateo and Santa Clara Counties
Over 20 years experience