Embodiments of the present invention provide for vertically and/or horizontally resizing a zone or DIV element of a Web page via a browser-based Web authoring tool, while preserving a DIV element's ability to dynamically size to its Web content. Drag and drop vertical resizing of a DIV element is accomplished by creating two hidden DIV elements that are set to the specific left/top anchor, width, and altered HTML content of the DIV element to be resized. The two hidden DIV elements provide specific top and bottom pixel height limits to determine when a line break should be appended or decremented to the original DIV element's HTML content. By utilizing line breaks to vertically resize, a DIV element maintains its capability of sizing to dynamic Web content.