I would look here, amongst other places to get an idea of prices, etc:
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I have an 8N but if I were to make the step up in size I would look for an old Oliver 88, 77, 770 or 880. Farmall M is nice too.
If your land is hilly then a wide-front is nearly a must for safety. 4WD is not a necessity in a heavier tractor, but that also depends on your conditions, but certainly not for making hay as you said.
As for me, I am partial to antique iron.
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I have an 8N but if I were to make the step up in size I would look for an old Oliver 88, 77, 770 or 880. Farmall M is nice too.
If your land is hilly then a wide-front is nearly a must for safety. 4WD is not a necessity in a heavier tractor, but that also depends on your conditions, but certainly not for making hay as you said.
As for me, I am partial to antique iron.