It seems as if you will be reinventing a lot of wheels if you want to write the code to do all this yourself - If I were faced with such an application requirement, I would look at using an Apache server built with mod_perl and mod_ssl support as the base for this application. This would allow the Apache server to handle the more mundane aspects of the application server - For example, with this application base, port and address binding, access and user-permission limitations and low-level socket and request handling are all taken care of for you. Indeed, it is even possible to implement SSL certificate requirements of clients connecting to your resource so that you can control who connects to your resource.
Such an approach would mean that you would could worry less about the low-level details of the management console and can address your attention to the functional and business level requirements of such an application.