A photographing apparatus and a file transfer method in the photographing apparatus efficiently process files of an external device and image data of the photographing apparatus which have a same name when transferring the image data to the external device, such as a personal computer. The photographing apparatus which captures an image and creates and stores image data of the image includes a display unit that displays the image data, a communication interface that performs data communications with an external device by transmitting data to and receiving data from the external device, and a control unit that controls the communication interface to transfer the image data to the external device and, when the external device includes a file having the same file name as the image data, controls the display unit to display a synthesized image of the image data and an image of the file of the external device.