Bentley Ave, Los Gatos

At one block long, this may be the tiniest street that I have ever reviewed, but it happens to be in one of the most desirable areas in Silicon Valley. Located right in the heart of downtown Los Gatos, the road is within walking distance of shops, restaurants and bars galore. Don't be fooled by the million-dollar price tags on the homes - this is a fun, young scene.

The other fun feature of this area is the Los Gatos Creek Trail, a paved walking and bike trail that runs through the bulk of the South Bay. If this taste of nature isn't enough, road biking in the foothills is phenomenal and Castle Rock State Park, offering some of the Bay Area's best hiking and climbing, is only a half hour away by car.

There are maybe four residences on this entire block, and from the looks of it, they appear to be multi-family homes or condos. This wouldn't be a place to buy unless you have a couple extra million dollars lying around, but it could be a fun place to rent.