Conflicting settings
Conflicting settings at: [file.ccs:4, file.ccs:23].) Using most recent value. reported even though the setting for both contexts is identical. Perhaps it would be more useful to call it "redundant" than "conflicting".
I'm assuming you mean it's the values that are identical, not necessarily the contexts? (If the values are different, then it seems to me that it really is a conflict even if the contexts are the same.)
If so, then yes, I agree that it would be better to improve the message in that case.
The values are identical in both contexts.
I misread your original comment. Yeah, this should be pretty easy to improve.