I have used some of both. My previous Kubota was a 19hp CUT, my current NH is a 40HP CUT. Used a Kubota
L35, and a couple others.
Have used a couple tracked loaders, and a couple skid steers. Like the track loaders best out of that group., especially with a clamshell bucket. Those ranged from a small Bobcat, to large 60hp Bobcats and Cat's.
I found:
SS/CTL will outload and dig a similar size tractor.
SS/CTL will do a LOT of stuff; there is a myriad of attachments
CUT/UT tractor implements are a lot cheaper
CUT/UT tractors are less expensive
In my area, you can rent attachments for a SS/CTL
Never seen rentals for 3-point attachments
A SS/CTL can do anything a CUT/UT can do, usually faster
A CUT/UT can work tillage, plows ect. ASV used to make a CTL with a 3point setup.
Overall, a CUT/UT will be a better home owner tractor, simply because less expensive. Also, generally easy to use. My buddies Bobcat S185 is a great SS. But, it was $27k new. 56HP, hi-flow hydraulics, but expensive.
For the acreage you are talking about, I wouldn't go smaller than 40-50HP in a tractor. I would also consider hiring a dozer for big work, then cleanup/finish with your tractor. And, be open to renting a SS/CTL for some projects, cause they can do stuff faster than a CUT/UT.