Tractor gurus?

I've owned six Kubota tractors since 1996.all of them 4x4 with loaders. I may be a bit biased, but the orange paint has servers well!
1996 B7100 18hp
1994 L2950 26hp
2010 GL3940 40hp
2012 M7040 70hp
2013 BX2660 26hp
2007 L3800 34hp

If I was in your shoes, I'd either opt for an old 8n with a five foot shredder and box blade, or search long and hard for an early to mid 90's 25-30hp kubota. The L2950 and L3800 are pretty basic stripped down models, but you'd be amazed at the work you can accomplish with a small 4x4 tractor with loader.

In 2007 or so I paid $6500 for my 1994 L2950, that had a 2005 model front end loader, box blade, land pride finish mower and a middle buster plow. I would think you can find a similar unit today in your price range.

Another good option is a Yanmar compact 4x4 tractor. They are tough and inexpensive.