Please don't take this the wrong way, but it seems like you have picked the brand and are trying to figure out what tractor fits your needs. I am not trying to criticize, but it seems backwards to me to pick the brand instead of the machine. My suggestion to you is to lay out each of the tasks you need to do and estimate how much time will be spent as a % of the total time per year on each of those tasks. For example if you think mowing the lawn is going to occupy 40% of your time, and FEL work is 20% of your time, and box blade work is 15% of your time, etc etc. How many acres are you mowing? How many are you bush hogging? How deep do you need to dig with the back hoe and what are you digging (some tasks are better left to professionals or easier accomplished with a rented track hoe). 3 miles of box blading is a lot, is that drive established or are you cutting it in and then maintaining it (and are you sure that is the correct measurement as that is over 15,700 feet long!) Then go to the dealers in your area and talk to each of them, lay out the amount of land you have, what you want to do with it, what you believe your labor priorities might be and ask them if they think your estimates are correct. Then ask them for their recommendations on what tractor suits your tasks. Rule out any dealer that doesn't treat you well, doesn't have a good parts/service department, and any that has a bad reputation in your area.
Also, you mention comfort. Does that mean you'd like suspension seats, HST transmission, good ergonomics, or are you just referring to a large operator's platform? Personally I consider the brand last and the tasks first. Then I find the best machine for the tasks, that also fits my personal criteria for comfort/features/ergonomics, regardless of the brand. JMHO.