Excellent question to obtain a glimpse of the history of San Mateo. However, I would caution you on relying too heavily on that specific information when you make your buying decisions. The main reason is that it is not usually very accurate in determining true market value as much of the information depends on the stated square footage, which may not represent the actual usable square footage. Assessor's information is often not correct as many homes in San Mateo have been expanded and/or added onto over the years.
The other issue is that San Mateo is a large city that incorporates many different and diverse neighborhoods. So, when you search using an annual avg. sq ft. calculation, this number can vary greatly depending on which neighborhood(s) and/or zip codes that you are most interested in. If you have a specific area that you wish to research, feel free and shoot me an email with those details and I can send you a history of that particular neighborhood.