The one large drawback of moving out of the City is its accessibility to almost anything, and most areas of the city have great restaurants and shops within walking distance.
That said I think it would depend on your interests and the length of commute you are willing to have; there are several nearby towns that each have their own personality, and there's shopping at Santana Row right in San Jose.
Here's some resources online:
Your best is to actually see the advantages and disadvantages of selling you house. Take these to different aspects and separate them. Just selling your house could have many consequences. You might find out that it may be a benefit to sell, while you may also find it to be a disadvantage to sell.
Downtown has tremendous opportunities to buy some new condominiums, and with inventory starting to rise on these high rise condos builders are willing to do whatever it takes to get you in one.
Hope this helps!
so I can assume you work in the San Jose area. I think it would be very advantageous to move to San Jose. San Francisco is still a very desirable area so selling you runit should no tbe to difficult, and depending on the area you want to move into, should have no problem finding a place to move into. may I ask have you decided an area or been thru an area that intersts yuo??