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Silly questions... purely aesthetic... given the picture above. How do you move the values up/down? For example, State belongs grouped with Height/Width/Top/Left (Window Position + state).

Not the only project where I later add stuff and it slowly gets out of order. Can delete/re-add, but that gets tedious and error prone. Can just leave it as is, but it's a minor annoyance.

Am I totally not seeting the setting somewhere to move the stuff around, because I've looked and I just don't see it.

A: 

You can't move things around in that screen. It's loaded and saved by the "natural" order. Meaning that new things are placed at the bottom.

Chris Lively
I know it's not right to expect Excel type options (Cut/Paste/reorder)... but it seems odd that there is no option at all to move things around, other than delete/re-add.
WernerCD
The problem is that there are 2 different scenarios. Consider that some people (like me) would prefer those options to be in alpha sort order. Others, like you, want to place them in a particular order. From MS's perspective, they chose option 3: just don't worry about it. Which, from a coding perspective, was the easiest path for them.
Chris Lively
+1  A: 

Close the solution. Open the project's Properties\Settings.settings file and re-arrange the <Setting> items. You'll get them back listed in the Settings Designer in the order in which they are listed in that file.

Hans Passant
I did that while the solution was open (the .cs file). Didn't think to do it with it closed. I assume you mean in a text editor, not VS.
WernerCD
Simple. Do you have to re-arrange settings.settings? s.s.cs? both?
WernerCD