The present invention is directed to a system and method for migrating web servers. More particularly, the present invention is directed to transferring configuration and content information from a source server to a target server, including any web sites, applications, features, directory structures and sever side extensions that existed on the source server. The present invention provides a modular script based tool, that can be incorporated or customized by an administrator as needed, and executed on any one of a number of operating platforms or systems. The tool of the present invention comprises an authentication module, a parser module, a work items module; and a verifier module. In combination, these modules obtain one or more informational items pertaining to a source web server, parse the one or more informational items to generate one or more task items, utilize the task items to perform a transfer, and perform health checks on the target server, to ensure the content and configuration of the target web server.