An apparatus and method are provided for playing content by searching for information on the last-watched-point with respect to the content that a user watched previously, with only a selection of a file name of selected content when playing series content. The apparatus includes an information-extracting unit which extracts a series title and a program title with respect to specific content based on an electronic program guide of the series content, a control unit which generates a file name based on the extracted series title and program title, an item-generating unit which generates a content item based on the extracted series title and program title, and the generated file name, and a retrieval unit which, if the specific content is to be played, extracts a last-watched-point value by searching for information on a play point corresponding to the file name.