This list could be significantly bigger, there's still a LOT of stuff missing. Some others:
Network stuff
Tunnelier, an alternative to PuTTY
COPSSH, openssh + cygwin + a few extras, along with a usable installer
nmap + zenmap gui, port scanner
mRemote, supports RDP/VNC/ICA/SSH/etc connections
httrack to copy websites
wget to download files from the command line
various VNCs, like ultravnc and tightvnc
etc.
Office stuff
Sumatra PDF, an alternative to foxit and acrobat reader
Internet stuff
FeedDemon, RSS reader
Music stuff:
musicbrainz tagger, for automatic tagging of your mp3's (it will even guess the artist/song name for you)
Packing/Repackaging tools:
installrite, nsis, inno, etc
Virtualization stuff
vmware server and tons more addons/related products and such
System stuff
memtest86+, gparted, etc
Encoding tools:
avisynth
virtualdubmod
mkvtoolnix
dgindex
eac3to (url will likely change over time)
many codecs: xvid, ffdshow, ac3filter, x264, haali
etc
Dev tools
Visual Studio, Express Edition
eclipse
NetBeans & Sun Studio
Mercurial, SVN, etc
Databases like SQL Server Express, Oracle 10g Express, IBM DB2 Express-C, PostgreSQL, MySQL, SQLite, etc
TONS of utils, CruiseControl.NET, NAnt, NUnit, MbUnit, Reflector, etc (VERY long list)
Literally countless frameworks, libraries, ORMs, addons, utils, etc.
