Dtrack,
Welcome . . but give posters a chance tonfind your thread before you give up on your ideas
There's much to be considered. you already have a car . . so a used pickup is a suggestion
. . and I'd say a $5,000 to $10,000 range full size truck . . because you have work to do with it. This isn't about a "cruising downtown" ride . . this is a truck you can work with and some day you can get a shiny version. But it also shouldnt be a rust bucket by any means.
Gator ???? What would be its purpose at this stage of the game ??
I'd consider a Massey GC1715 or a kubota bx2670 or b2601 tractors instead of the j.d.. why? The ones I mentioned offer front flow cooling of the engine compartment which I consider a superior design. And a similar equipped massey to a j.d. can be thousands less and massey is a top tier level manufacturer as is Kubota. Plus plastic hoods don't lend themselves for durability in what you will be doing in my opinion.
You'd benefit with these by having a fel and 4 wd and a MUST in your lot terrain is a differential lock . . . And you could get either a mid mount mower or 3 pt finish mower right away or when the need developes.
With a Massey you could choose from several finance plans as well as the 0%. Kubota offets the 0%. Both brands offer excellent insurance programs too at low rates andvwide coverage neefs. Both also offer an integrated backhoe model too . . But the prices rise considerably and I didn't see in your description anything that "required" a backhoe, but I did see where a 25 hp engine would be a benefit. Also both brands offer numerous mmm options each and are good on hills and slopes.
Why a new tractor and a used pickup and finance the tractor?
1. Truck bed will take a beating hauling and eventually building . . and you still have a car.
2. Trucks depreciate much faster than do tractors so buying a used tractor normally isnt that much less than new and a tractor can accomplish a great amount for your property. Also a new tractor carries a new warranty (in the Massey exsmple 5 years).
3. Why finance the tractor? Easy . . The financing options are easier to acquire because its manufacturer motivated and secured. And as in the case of Massey . . . you get several choices to best fit promos. AND by financing the tractor and maybe an implement or two . . And buying a used pickup You've not burned up all your budget. That's a good thing too because you never know what you may need as you are improving the property and you may need a couple things for the tractor or the used truck.
Maybe you'd devide you need a grapple for the dead trees etc..