Don't forget that the pin boxes on the trailers can be raised or lowered to allow clearance.
I see lots of concerns about hitch height and have never understood that. Hitch height, by itself, is irrelevant. You want 6" or more clearance over the bed rails and then you adjust the pin box up or down to meet your hitch height. Or, if you have a height adjustable hitch can move that instead.
To get to your question, if you measured the height of the sides of the truck bed (at the highest point) which is likely the rear, and compare that to the underside of the overhang on the trailer, that should give you a good idea. The truck will likely squat a couple inches, so take that into account. It won't be exact, but it will give you a decent idea of where you'll be. If you don't have access to measure a trailer, I am sure someone on here likely has the same trailer (or truck).
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2016 Jayco Eagle HT 29.5BHDS (ordered 12/30/15, delivered 3/8/16)
2015 F-350 crew cab, short bed, 6.7L PSD, Pullrite Superglide 3300 hitch
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