Thanks, guys! Yes to reiterate, I am in N AZ, about 30 miles north of Prescott, have 5 acres of flat ground....there are little piles of rocks here and there that a tractor would really help get rid of

Mowing is limited to May - September and is not grass, more like prairie grass, tumbleweed, weeds, Etc. I cut at about 3-4 inches off the ground right now. After my riding mower broke (for the third time) a month ago, the neighbor took pity and came over with his Deere with the brush hog on the back, and took care of almost the whole lot in a couple hours.
I also drag a harrow mat every week at least once around the pastures to clean everything up and spread out the horse poop, fill in any holes, etc...
I'm seeing the recommendations to buy name brand and agree...being a long-time builder/contractor I know the foolishness of chasing a cheap deal. Problem is, that we retired recently and have a somewhat fixed income, and I just can't justify (to myself or the missus ;-) acquiring a huge monthly payment when we just got out of debt.
I see the names being most mentioned are: Deere, Kubota, Holland, Yanmar, and a few others...not to start a brand war here (I'm guessing everyone has their faves just like Ford v Chevy v Dodge ) so Ill narrow down my searching to the more popular ones.
My intuition says to spend more and buy new to get dealer support/warranty? Don't want to buy someone else's problems and besides the used tractors aren't much cheaper anyway....
Any more advice, let me know.