An image change detecting system may include an image processor cooperating with the database for generating a reference geospatial image corresponding to the collected geospatial image, an image enhancer for enhancing at least one of the reference geospatial image and the collected geospatial image based upon at least one environmental condition, and a change detector cooperating with the image processor and the image enhancer. The change detector may detect a change between the collected geospatial image and the reference geospatial image with at least one thereof enhanced by the image enhancer based upon the at least one environmental condition. The environmental condition may include a weather condition, a time of day, or a time of year. The environmental condition may be typically associated with the collected geospatial image.