Depends on how you plan handle old projects, if any. Before deleting anything, if you wish to open old projects which may rely on old synths, you may want to open them an replace the synths first. Once you have converted everything to RPro and know the old projects sound OK, then removing DPro (especially) and Rapture (to a much lesser extent) will free up quite a bit of space.
Deleting 32bit plug-ins is not going to return much disk space. If they are DirectX plug-ins, old projects may be an issue. Deleting old versions of SONAR could be a problem if old projects rely on 32bit DirectX plug-ins.
How much a version of SONAR takes depends on what was installed. Much of SONAR is shared between versions although only samples and some config files are shared between 32bit and 64bit installations. This may give you some idea of how space is used by SONAR
http://forum.cakewalk.com/FindPost/3179366