I have an eleven rack. I became aware of it because some of the instructors here use them. I got one off of Ebay without the ProTools license...don't need it.
I like it. I have found some of the preset patches to be useful...that was a first for me.
Compared to the Zoom G5 and Boss GT-100 that I have, it is simpler in that there isn't an endless choice of pedals to choose from.
I think the 11R has a headphone jack...I haven't used it that way. I have mine connected to my PC and I use it to record guitar parts for covers and record over backing tracks.
I think you are smart to consider a multi effects unit. I personally think the tone they give is good enough...I don't find myself wanting for "real" pedals. They let you experiment with a variety of things without having to break the bank.