<p>I'm looking for a .NET regular expression extract all the URLs from a webpage but haven't found one to be comprehensive enough to cover all the different ways you can specify a link. </p>

<p>And a side question:</p>

<p>Is there <strong>one regex to rule them all</strong>? Or am I better off using a series of less complicated regular expressions and just using mutliple passes against the raw HTML? (Speed vs. Maintainability)</p>

Look at the URI specification. That could help you a lot. And as far as performance goes, you can pretty much extract all the HTTP links in a modest web page. When I say modest I definitely do not mean one page all encompassing HTML manuals like that of ELisp manual. Also performance is a touchy topic. My advice would be to measure your performance and then decide if you are going to extract all the links using one single regex or with multiple simpler regex expressions.
http://gbiv.com/protocols/uri/rfc/rfc3986.html