Hopefully this helps more than a simple verbal description... I did a quick mockup to test the process in VW and to try out the terrain sculpting tool for the first time :)  Wow, that is a cool tool.  Keep in mind, I am just learning VW, so there may be faster, easier, or automated ways to do this.  This is just what I know how to do from many years of AutoCAD.   1 - Here's a roof deck I imagined based on your description. Note the different slopes, elevations, and parapet wall.
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