WPF Listbox Wrapping

Question

I have a listbox in which I use a ListBox.ItemsPanel - WrapPanel.

Answer 1

I am trying to have the wrappanel have a behavior such that the items fill in to the right as the width is made wider and wrap as needed when the window is made narrower. I have played with it but the correct combination eludes me. Does anyone have a suggestion?

The code you have is almost correct, just change the Orientation to Horizontal and it should work as you describe

My next goal would be able to reorder/ sort the items and have the render update.

You don't have to do anything special for that, it's the normal behavior of a ListBox. Just change the sort order (using ICollectionView.SortDescriptions), and the UI will reflect the changes