If I was wealthy and could live in any city in the world, top 2 choices are London and San Francisco (with preference to London). If I were going to live in the SF area then I'd probably want to buy a house in Marin Co. rather than in the city itself. Same probably goes for London, as I'd rather live a handful of train stops away, in the burbs. As far as the rest of the US goes, I don't care for the east coast vibe, Chicago is awesome but I'm too much of a pussy for the weather, and the rest of the country mostly sucks. Honorable mentions to basically anywhere in Ireland and to Bavaria (although I don't think I want to live somewhere where English is not the primary language.)