I love your parody of the Realtor talk. I had a good laugh.
Whatever you do, don’t ever buy back in Carmel Valley. As a liberal you don’t want to be around the cookie cutter mentality.
Hunker down in your rental and and wait for the absolute trough in the market. At that time you can buy a house in a good location in areas such PB, Bay Park, Point Loma, Bankers Hill and La Jolla, and build / renovate your own house. For $2 million would can get an architecturally satisfying house that you built yourself. Hell, if you can afford $2 million now; with the money you’re saving by renting, you’ll be able to afford $3 million in 5 years.
Don’t settle for cookie cutter when you can have custom. Since you’re from NYC, think about the more interesting modern houses in Long Island, or Connecticut.
At the market low, contractors and architects will be happy to get your business. I was around during the 1990s low and I remember well.