With RadListView, you have full control over the layout, so it is enough to create an html layout that fulfills these requirements, then you could just put it in the LayoutTemplate of the control.
As for drag and drop, it is supported and you could see a demo here:
All the best,
the Telerik team
If you want to get updates on new releases, tips and tricks and sneak peeks at our product labs directly from the developers working on the RadControls for ASP.NET AJAX, subscribe to their blog feed