The present invention relates to a system and a method for evaluating real estate financial structures. Specifically, the present invention provides a method for determining an optimal financial structure for controlling real estate assets. A user enters information into the system that relates to one or a plurality of real estate assets. The system analyzes the inputted information and rates various financing structures that may be used for the control of the real estate assets, including, for example, whether an individual or entity should own, lease, or control the asset via another financing structure.