Canlis, please do not take this the wrong way, but a $2,000 budget for a lawn tractor simply does not exist anymore in today's world, IF you want a good machine, you need to pony up the dough. 30 years ago, a cheap machine would last years, because they were all built pretty tough. In today's world, it's all about profit. The cheap machines are bread and butter. Build it as cheap as possible, and sell it in high numbers to the uneducated. Don't make the mistake of thinking this machine will last forever like your old one did, a lot of people believe that.
I can't tell you how many times I will be at my local Home Depot, and see people buy the cheaper John Deere mowers, thinking it will last forever, simply because it's John Deere and it's green. They see green paint and they think it represents the same quality that a $300,000 tractor in the field has. A lot of people think they are all the same, frame is a frame, engine is a engine, a mower deck is a mower deck. This couldn't be any further from the truth.
John Deere makes the cheap mowers, anything under the X300 series, for one thing, to make money in the home owner market. They wanted a piece of the pie that is cheapskates and uneducated property owners. Anything under the X300 is designed to compete against the cheap big box store mowers like what you get from Sears and stuff like that.
I would suggest a higher end X3xx series machine, something like the X360 or X320, with the better trans-axle that can be serviced. The X500 series machines are awesome machines, but they start at about $5,000 I believe. Don't even sit on a X700 series machine because you will end up divorced shortly after. The X700 series is arguably the best garden tractor around I think, but the price tag also shows it. I think the cheapest machine in the line up starts at $10,000 or something like that. The top of the line is the X748SE machine, but it's price tag is about $14,000.
Overall, I can understand no one is swimming in cash nowadays, but in the end, a cheaper machine actually costs you more. You can buy 2 or 3 junky ones, and have a lot of frustration and down time, or you can buy one good one, and have trouble free mowing, and enjoy it so much you will wish the grass grew faster.
Hope this helps!