WPF Listbox Wrapping

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

                <ListBox Grid.Row="1" ScrollViewer.HorizontalScrollBarVisibility="Disabled">                <ListBoxItem Name="lbiTmp3_1"><CheckBox>                        <TextBlock TextWrapping="Wrap">                        lkjfd gmlkdsfmlk gmdsgf  kds lkjglfdjmlkg jfdsg dsgf lkhfdgs lkjds fg                    </TextBlock></CheckBox>                </ListBoxItem>                <ListBoxItem Name="lbiTmp3_2">C0ucou</ListBoxItem>                <ListBoxItem Name="lbiTmp3_3">C0ucou</ListBoxItem>            </ListBox>