We have a narrow driveway, about 9 feet wide like yours. Have a steep grade that starts almost immediately. We are on a narrow road as well, with my neighbors meticulously maintained yard and mailbox as obstacles. We have a nice culvert about 2 feet to either side of the driveway and a lamppost to the left (as you are backing in).
So after I get the trailer turned 90 degrees and started up the hill, I have to swing wide to the right (as you are backing in) to get around the attached carport. Can't swing too far though, because there is a big drop off if I go to far to the right. Once swinging around the carport I have to straighten back up to get underneath the RV carport.
If I drop off the driveway backing in, then I drag the rear bumper of the trailer. Luckily my stab jacks are far enough underneath the trailer not to drag.
Its a chore... but I won't mind in 3 weeks when I go to Florida. We just got about 25-30" of snow since yesterday afternoon... I'm ready for sunshine and warm weather...