Provided are an image processing apparatus, an image processing method, and a program that can collect high-quality correct answer data used for machine learning with a simple method. The image processing apparatus includes: a first extractor that extracts a measurement target region from a medical image, using a result of learning performed using correct answer data of the measurement target region; a measurement object determination unit that determines a measurement object used to measure the measurement target region; a measurement object correction unit that corrects the measurement object in response to a command from a user; and a measurement target region correction unit that corrects the measurement target region extracted by the first extractor, using a correction result of the measurement object. The first extractor performs learning using the measurement target region corrected by the measurement target region correction unit as correct answer data.