Systems and methods are configured to extract images from provided source data files and to preprocess such images for content-based image analysis. An image analysis system applies one or more machine-learning based models for identifying specific features within analyzed images, and for determining one or more measurements based at least in part on the identified features. Such measurements may be embodied as absolute measurements for determining an absolute distance between features, or relative measurements for determining a relative relationship between features. The determined measurements are input into one or more machine-learning based models for determining a classification for the image.