Terry J. Reedy added the comment:

The final paragraph of my initial post should have talked about config-main and 
features, rather than keys.

The following experiment indicates that adding new sections to config-main.def 
and customizations thereof to config-main.cfg should not be a problem. 

Add the following to config-main.cfg
[NewSection]
new = True

Open IDLE 2.7 from console (python, with import).
Open config dialog.
Change item.
Close with [OK]
confirm that change is written and new section is left alone.
Close IDLE.
Repeat with 3.5.

Old versions will not see new config-main.def, so that is not an issue.

Conclusion: adding a new section that old versions ignore is much safer then 
adding a new value for a current section&item that old versions do read and act 
on, and which may refer to something that does not exist.  (This was the 
problem with IDLE Dark theme and would be with Unix New keyset).

The remaining issues:

4. Finding a place on the dialog itself for new customization widgets. On Font, 
Theme, and General tabs, there is space available either now or with some 
changes.  The dialog can be enlarged if needed.

5. Adding the behind-the-scenes plumbing.  This is mostly straightforward.

6. Doing minimal refactoring to make better testing easier.
That would include being able to patch in a .idlerc directory or individual 
user files.  The files are small and could easily fit in memory as StringIOs.

I would like to be able to set user files, open config and idleConf, open 
config dialog, simulate user actions on the dialog, close, and check the effect 
on the files.

----------
nosy: +serhiy.storchaka

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