A computer-implemented method for determining modeled roof age of a structure is provided. Such methods comprise identifying a target structure for which an estimated roof age is desired, receiving data related to the target structure in computer-readable form, and inputting the data related to the target structure into a generalized linear model to determine a Per-Property Modeled Roof Age of the target structure. The modeled roof age preferably accounts for (i) the height of the trees, (ii) the proximity of the trees to the target structure, and (iii) the weather conditions for the structure’s geographic location. Such methods can be applied in practice by substituting a typically inaccurate reported roof age with a more realistic modeled roof age in making homeowners insurance decisions.