All of that is do-able within Illustrator and utilizing Photoshop for your photos. You still need a good camera and possibly a lightstand/tent to take product shots. For your close up shots, the original photo has to be high resolution.
CADTools in Illustrator will give you lengths of an incline. Assuming you know your scaling math. The software has a built in calculator.
You may have to draw an invisible box to it and snap to that, but you can use two-point selections, which don’t have to snap to a shape. CADTools is not free, and there is a learning curve on all of this. It won’t be “quick” in the beginning.
Or, even without CADTools, what you show is very easy to create using just the tools in illustrator. Lines with arrow ends are 4 clicks. Typing in your own dimensions. Et cetera.
There may be a drag-and-drop POS software out there that does this for cheap, but I don’t know of any.