Historical photographs contain high density of information and are of great importance as sources in humanities research. In addition to the semantic indexing of historical images based on metadata, it is also possible to reconstruct geometric information about the depicted objects or the camera position at the time of the recording by employing photogrammetric methods. The approach presented here is intended to investigate (semi-) automated photogrammetric reconstruction methods for heterogeneous collections of historical (city) photographs and photographic documentation for the use in the humanities, urban research and history sciences. From a photogrammetric point of view, these images are mostly digitized photographs. For a photogrammetric evaluation, therefore, the characteristics of scanned analog images with mostly unknown camera geometry, missing or minimal object information and low radiometric and geometric resolution have to be considered. In addition, these photographs have not been created specifically for documentation purposes and so the focus of these images is often not on the object to be evaluated. The image repositories must therefore be subjected to a preprocessing analysis of their photogrammetric usability. Investigations are carried out on the basis of a repository containing historical images of the Kronentor ("crown gate") of the Dresden Zwinger. The initial step was to assess the quality and condition of available images determining their appropriateness for generating three-dimensional point clouds from historical photos using a structure-from-motion evaluation (SfM). Then, the generated point clouds were assessed by comparing them with current measurement data of the same object.