
4. Hillsborough, California
Hillsborough is another super high-end small town in Silicon Valley full of mega-mansions for wealthy tech executives who have shaped so much of the world in which we live. It also has many historical landmarks, making it a great place to visit for those who are visiting San Francisco. People who live in Hillsborough pay an average of $410,112 to cover their annual living expenses, an amount that comes out to $34,176 per month (via Go Banking Rates). The average value of a home in Hillsborough is nearly $4.6 million, making a decent down payment about a million dollars (via Zillow).