I buy everything on a tight budget...so I 'feel your pain'. I currently have an 83 Mitsubishi Beaver 15hp 2wd with FEL and tiller which I bought from a friend for just $2500...so good deals are out there, for sure. Having had several tractors within your price range, I will offer my opinion /forums/images/graemlins/blush.gif
1) small 2wd tractors with FEL can be very useful, certianly less than 4wd, but far better than no FEL...
2) small older Japanese tractors are built like tanks, require almost no service if in good condition
3) If buying Grey, yanmars offer the best parts support, followed by iseki. Spend some time on the grey market board first to make sure of the models with good parts support.
4) If you are not mechanically inclined, buy from a dealer with a shop - or research a good mechanic BEFORE YOU BUY!. So many sad stories of guys buying grey market or orphan tractors, only to find no mechanic willing to work on it...
5) A $200 rear scoop is a very useful tool, I had a larger 4wd 25hp jap tractor with only the rear scoop before my Beaver, and I moved a lot of dirt. Sore neck, but better than a shovel /forums/images/graemlins/cool.gif
6) Have fun, take a mechanical old timer with you when you shop, ask lots of questions on TBN. There is no shame to buying a cheap tractor, and no debt is a GREAT place to be /forums/images/graemlins/grin.gif