The 990 (now grouped in the 4000 series) is the big brother to the 790 which I own. We have five acres I am developing, and actually strongly considered the 990, except that the price on the 790 was just too good to pass (we bought it used with 33 hrs on it).
The 990 (and 790) are essentially bullet-proof in terms of reliability and design. Both carry a Yanmar power plant, the 990 being a four-cylinder, the 790 being a three-cylinder. I don't know how familiar you are with them, but Yanmar is a Japanese company that has a solid reputation for quality and durability in design. In addition to their own product line, Yanmar also supplies the engines for Takeuchi track loaders and excavators--likewise machines with stellar reputations (I have owned two in the past). These engines sip fuel, start easily, and produce great power.
The 990 and 790 are likewise manufactured on the basis of a J.D. platform and design that has been proven over time. Accordingly, these models are incredibly simple and straightforward--again, adding to their long-term reliability. For some individuals this can also be a negative point, since it means you only have one option: a stick shift with unsynchronized gears. If you are doing frequent loader work, it is less efficient than glide shift or a hydrostatic transmission. Also, if you doing work in low range, you will need to switch back to high range to go in reverse (you can leave it in low, it just takes forever to move backwards). This, however, is not a big deal to me, since I no longer make money with my equipment and, therefore, do not mind the extra step. One other thing in particular that I like about this older design of the 990 and 790 is the actual sheet-metal rather than plastic throughout (viz., hoods, fenders, etc.). I am pretty sure you will not see this feature until you get to the 5000 utility and the ag series (though that may have changed). This is just personal preference on my part though. Some really like the flexibility and look of the plastic.
The 990 has considerably more hydraulic capability than my 790 (the only real weakness from my perspective for my tractor). My 790 at 27 hp is nimble and produces excellent power for its size. I believe the 990 produces 41 hp, so you can plan on being able to run standard six foot implements with ease. Perhaps other 990 users will chime in more on this point.
All in all, if you are looking for a strong, reliable, and time-honored tractor design that will likely still be going strong long after you and I are gone, I don't think you will be disappointed with the 990.