Sorry no one responded to your E-mail that has direct knowledge about whether the Legacy will fit. I'm not sure either. And I'm going to try doing that when I move my boat from Delaware to it's new Florida winter home near Charlotte Harbor over Thanksgiving.
I only tried getting the boat/trailer in a one car garage once before, but I was only concerned that the cockpit was out of the sun while working on it, so I didn't try to get the whole boat in the garage. At least the height was (barely) good to get the mast under the garage door laying across the bow and stern rails. Width was no problem, but again, I didn't pull it all the way in (as there's lot of crap in the back of the garage also.)
Once I try it over Thanksgiving, I hope to have a good answer for you, if it's not too late. By the way, I have the Magic Tilt trailer spec'ed by Hutchins that unlike the name states, does not tilt nor fold. In Florida, I have a 2 car garage, and if it doesn't fit in pulling it in straight, I will try it diagonally across both car bays to keep it out of the sun and away from mischief.
Until then, I hope someone answers who has direct knowledge provides an answer.