I struggled with exactly the same question before I bought my 2019 37TS Force HD. My driveway goes up from the street for about 5 feet, then down to my garage. I had to have helper wheels installed on my old fifth wheel in order to be able to make it into the driveway.
I tried measuring, but there were just too many variables for the 37 TS to allow me to reach any conclusions. For example, are you going to tow a vehicle behind you? That would mean that you need a different measurement to the ground, and the distance from the rear axle to the back of the hitch would be different.
I found that the ball on the factory hitch bottomed out one time after getting fuel at a small station. When I removed the hitch, I never again bottomed out. I likewise had no problems when I had a Blue Ox hitch installed for my toad.
My conclusion before I purchased was that if necessary, I would put down a couple of boards to allow me to get into the driveway when necessary. It wasn’t necessary.
Of course, I don’t know what your driveway looks like, but if you’d like me to take some measurements, I’ll be glad to do so once it gets light outside.
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