An imaging control device includes: a transmittance control unit that controls transmittance of each of a plurality of regions in an optical element for controlling a quantity of light incident on an imaging element to a different value; an imaging control unit that causes the imaging element to perform imaging for light measurement in a state where the transmittance of each of the plurality of regions is controlled to the different value; a light measurement processing unit that measures brightness of a subject based on a captured image signal obtained from the imaging element by the imaging for light measurement; an image processing unit that generates image data for display from the captured image signal obtained by the imaging for light measurement; and an output unit that outputs the image data for display to a display unit displaying an image.