An internet-based real estate searching process dynamically serves and delivers relevant contextual content to the user. In a preferred embodiment, the process includes the steps of obtaining user profile information, presenting a real estate search interface to a searching user, obtaining search criteria from the searching user, searching a real estate data base using the search criteria, returning search results, obtaining a property selection from among said search results, and running coordinated video and audio information relevant to the property selection. Targeted ads are run based on matching characteristics of the target market segment to the user' s profile. The user' s profile is modified and updated based on tracking of the users selections of advertisements and searched properties