Old la Honda Rd, Woodside

Old La Honda Road is one of those streets that you would expect to see on some TV show on cutting-edge real estate. In fact, the street almost doesn't even need to have a name, because each house has its own little road leading up to it. While a near death trap to get to up narrow switchbacks, each home boasts cutting-edge architecture with wood finishes, nestled behind redwood groves and built on the side of a mountain.

There is no doubt that these houses are owned by wealthy Silicon Valley executives, although pricing may tell you otherwise; while the homes run in the millions, they remain in the single digits and are nowhere near as expensive as their counterparts at a lower elevation.

I have no clue how (or if) people do the commute on a daily basis, or even get groceries for that matter; this has to be one of the most twisted, narrow roads I have seen in the Bay Area, making Highway 9 look like the autobahn. But if I had a couple million dollars burning a hole in my pocket, I would certainly look here.