This invention is an automated method and mapping software that measures and validates property tax measurements using very detailed elevation data in the form of a digital surface model (DSM). The DSM data is then classified to distinguish the vegetation from structures. The classified elevation data can be compared to existing dimensions of the structures in the tax rolls in CAMA. This process has traditionally been performed manually on a record-by-record basis. The automated comparison process generates a score indicating the “agreement” between the elevation data and the structure’s dimensions in the tax rolls. The score is saved in a database for later use and follow-up by a trained property appraiser.