My own driveway slopes far more to the street than it appears yours does ...when level the rear bumper is only ~ 10" off the ground while the tongue is close to 3', and this is with a much shorter trailer that's just 22.5' long. :E The solution is simple - I use a triple stack of 2x, each stack being 6" tall, effectively bringing ground level under the coupler up by 18". Multiple stacks rather than one single stack allows me to unhitch / hitch up in stages, using a tripod stand under the A frame in stages to achieve this.

Since my driveway slopes so much toward the street it would instantly roll away if not securely chocked ... to do that I use the weight of the trailer bearing down on a set of wheel pads to which are screwed / glued a set of rubber chocks. Absolutely no way this trailer can shift. :B
