I have the same issues with space and storage. I own a skeeter 200 and a small driveway. I can back it in from the street, but my driveway has a s turn in it right before the garage, which is where I store mine, so backing it into the garage is nearly impossible. There is no way I can move this heavy boat on a tandem axle trailer by my self, since I have had 2 back surgeries. I ended up purchasing a Park It 360. They are not cheap, mine was around $1,800 including battery, but they are worth their weight in gold for me. I can back the boat in off the road and hook up the Park It and let it do the work. I can usually get the trailer within inches of the garage wall on the first try. That gives my wife enough room to park her car in there too. This thing is very powerful, I think I could pull my truck out of a ditch with it. It will not even feel a 14-16' aluminum boat.
The only down side is I wish it would move the trailer faster. There is 2 speeds, but not much difference between the two.