Abstract: An improved living area estimation system is described herein that can obtain aerial images of structures and property data corresponding to structures. The improved living area estimation system can then perform image processing on the aerial images to estimate a living area of each structure. The improved living area estimation system can group property records for the various structures based on one or more criterion and, for each group of property records, determine the average difference between living area calculated using aerial images and living area included in the property data. For a particular structure, the improved living area estimation system can process the aerial image(s) to estimate living area and then modify this value by the average difference determined for the group to which the structure belongs to determine an estimated living area of the structure.