An image information overlay system retrieves an image associated with a vehicle listing and uses machine learning models to classify the image, generating identification data that may comprise a vehicle make and model, a feature or part of the vehicle present in the image, and a location of the vehicle feature or part. The identification data or an individual identifier of the vehicle, such as a Vehicle Identification Number (VIN), may be used to retrieve overlay information related to the vehicle make and model, such as recalls or known maintenance issues or information specific to the vehicle, such as mileage, accident reports, or ownership history. The overlay information is displayed on the image as an overlay at the location of the vehicle feature or part corresponding to the overlay information.