Saw this article on DownloadSquad.

Ninite looks like a great way to batch-download all the Free downloads you need on a fresh system (for instance, that new Windows 7 machine). They call themselves the "easiest way to get apps," and can set up download of a lot of commonly downloaded software, both free trials of commercial programs and full versions of open source equivalents. Most of my most common tools are part of the options -

Firefox (and all the other browsers), Notepad++, OpenOffice, Audacity, iTunes, Picasa, Paint.net, Gimp, Flash, and even some not-so-common ones that I use, like the great Filezilla ftp client and Eclipse, the highly customizable IDE.

So, if you've got a clean slate, this may be a good starting point!