I agree with the others, I have 3 acres that is hilly, bumpy, and have some trees. I spent about $1300 for my first riding mower, and hated it and it lasted maybe 3 or 4 years. It ruined the deck and the steering. I bought a higher priced one next time, maybe 3 or 4 thousand dollars. It worked better, but was still just a riding lawn mower. I ended up buying a Kubota
BX2350, which is diesel, water cooled, I have a small end loader, and it has a 3 point hitch with a rear blade for it. Its considered a sub-compact-utility-tractor or a SCUT. Its 4 wheel drive and works great on the hills compared to a riding mower or garden tractor. This sounds like what you need.
The downside, $$$$$$$. Brand new, no matter the brand, you are looking at $10,000 for one with a mowing deck. If you get more attachments, such as a end load, rear blade, snow blower, its easy to get $15,000 in one. You can often get good intrest rates on them and make payments on them like a car. If you shop used, you might get by for $5000 to $7000.
Take a look at other uses, do you have a gravel driveway to maintain, do you have snow removal, do you burn wood, have a lot of landscaping to maintain or build? They are a serious investment, but worth it in the long run, plus they make all that stuff fun again! Someone told me a tractor and a end loader is like have a second worker working for you all the time, and thats pretty accurate.