A sending-side image converting apparatus sends a transmission image to a network. An image processing server performs image processing on the transmission image and sends the image generated by the image processing to the network. A receiving-side image converting apparatus outputs display images converted from the transmission image and the image generated by the image processing, to a display apparatus. Further, a controlled delay time based on a difference between a delay time in a first transmission path without via the image processing server and a delay time in a second transmission path via the image processing server is obtained on the basis of a characteristic of the display apparatus, and a timing at which the images are output to the display apparatus is controlled. The present technology is applicable to, for example, a medical-use image transmission system.