Taking on all the stuff that goes with a new property and learning what it is you want to do and when to do it do you really want to start with a tractor that's not ready to go?
It's ok to be new to stuff. But new to all of it? Are you mechanically inclined? Have a place and tools to work on stuff? Like to work on tractors rather than be with other people and do family stuff? That's what's waiting for you with an older tractor.
Stop looking at dealership tractors if budget is a concern. Go private party.
There are lots of guys on here that know these tractors inside and out and all that comes with them. They don't mind or get knocked down when there is an issue. Is that you?
If you go with an older machine as you have been discussing go with the most available. 966, 1066, 886, 986, 1086 etc. Go with parts availability and a tractor every one else wants so if you need to fix it you can find parts. If or when you don't want it you can easily sell it off when you know more about your needs.
There is plenty of room in your field to maneuver regardless of frame size. It's like driving a regular cab pickup vs an extended cab. No big deal.
Get a tractor that is already set up so you are fixing what is wrong with it rather than trying to swap stuff around.
Spend your time learning to farm your new place rather than learning the ins and outs of various old series of tractors. Not because there is anything wrong about them or they are not capable but because there is no need to for the money you are going to spend anyways.
Cabs are great. Instant canopy just take the doors and windows out/off. Lose some accessibility for maintenance and visibility at the same time. Are you storing your tractor outside or inside. Cabs protect seats and gauges and such not just you.
Larger tractors are already heavy and help ballast a front loader without so many weights or fluid.
Plan in the long run to have two tractors.
There are other brands. Most on here own more than one color. It's ok.
How many "newer" tractors do you see with narrow fronts? Contained in that is your answer.
Gas is great for starting in cold weather and will do the work. Pay as you go or pay upfront. Just like pickup trucks. Lose when you sell as fewer want them and debate their purchase decision. Just like your doing now. Contained in that is your answer.
Get a tractor that came with 3 point not a conversion so all the proportions are correct.
Your starting new. So start with newer stuff.
If your dazed and confused then get the newest nicest utility/loader/mower you can to handle property chores and have your first few seasons of field work and haying contracted or on share with established farmer in the area.
You can do it all with one tractor but not one tractor will do it all conveniently.