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I know it's possible to do this in the classic start menu, but wanted to know if the same could be done in the regular start menu.

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Which version of Windows? Do you want to do custom sorting? – Chris Dwyer Feb 24 '10 at 16:25
Vista/7 = Always sorted..(not the OS, the menu) XP, don't you just right-click and select "Sort by Name"? – Grizly Feb 24 '10 at 16:52
In my experience, Vista/7 allow custom sorting, then resets itself at next boot. I'm interested to see an answer to this, as well. – Michael Itzoe Feb 24 '10 at 17:14

It is possible, but "Enable dragging and dropping" must be checked/enabled.

In Windows XP: right-click the Start menu/Properties/"Start menu", press Customize/tab Advanced/check "Enable dragging and dropping"/OK/OK.

Now it is possible to sort by right-clicking on any item in "All Programs" and select "Sort" in the context menu.

(I have checked it on Windows XP, but not on Windows Vista or Windows 7. Please correct me if it does not work on those two platforms.)

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+1 Nice, didn't know that a menu can have a context menu :-). BTW, the procedure described for Windows XP also works on Window Server 2003. – sleske Feb 3 '11 at 10:06

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