It helps to know your budget and how much time you have available for property maintenance. If you are retired, in good health and have 100 hours per week available to putter around you can get by with smaller older equipment than if you have a full time off farm job and maybe one hour at a time available twice a week.
Consider adding a sickle mower and a sprayer to your equipment list. For me, power steering, live hydraulics, live PTO, factory 3 point hitch all improve my comfort and productivity. A quick attach/remove front end loader doubles the usefulness of a loader tractor if you only have one tractor. With ponds and wet areas you may occasionally get a tractor stuck in mud. A second tractor and driver come in handy when that happens.
Some of your tasks are too much for most farm tractors and farm equipment:
slowly clearing some of the wooded area over a few years
removing tree stumps
trails through the woods
prepping foundation for outbuildings
Construction equipment or hiring out the heavy work may be faster and lower cost in the long run. It has been done with farm tractors, but expect low capacity, slow progress and many more breakdowns if you use a farm tractor and loader. Do you have experience running a small bulldozer?
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Today's Featured Article - Old Time Threshing - by Anthony West. A lovely harvest evening late September 1947, I was a school boy, like all school boys I loved harvest time. The golden corn ripens well and early, the stoking, stacking,.... the drawing in with the tractors and trailers and a few buck rakes thrown in, and possibly a heavy horse. It would be a great day for the collies and the terrier dogs, rats and mice would be at the bottom of the stacks so the dogs, would have a busy time hunting and killing, all the corn was gathered and ricked in what we c
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