A method and system are provided for displaying icons in accordance with user preferences. The method includes providing a user with a size selection mechanism for selecting an icon size from a range of sizes. The method additionally includes searching a set of stored resources related to the underlying file and generating the icon in the selected size based upon the stored resources. The method may additionally include selecting an icon type including one of an image icon, a detail icon and a generic icon based on at least one of the user's size selection and the represented file. Furthermore, the icon display system of the invention positions labels and overlays in the vicinity of the icon based upon the selected size of the icon.