I've got WMP 10, and if I bring up the library view with the folder I want, I can select which columns to show in the view by right clicking on the tabs and selecting "choose columns".
Then all you need to do is deselect a few of the columns, most of the default ones are completely unnecessary, then select either "date created" or "date recorded", date created probably the better of the two.
Now click save.
Now open the folder and click on the title at the top of the "date created" column. One click should give you ascending order, two clicks descending (I think, could be the other way round).
Now select a track, then hit control+A to select all the tracks, then drag them into the playlist window. The track ordering should be preserved.
