Clear how many acres of land? Sow how many acres of food plots? How much snow do you get in winter? How long a road do you need to plow? Eastern Maryland does not get much snow. Western Maryland gets more.
No one can give you a worthwhile tractor recommendation until you detail your conditions.
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Five reasons owner/operators trade up from a Subcompact Tractor:
More tractor weight.
More FEL lift capacity.
More ground clearance
Three-range (3) HST (Lower LOW, Higher, HIGH) rather than two-range (2) HST.
More engine power to operate wider or heavier Three Point Hitch implements.
Larger wheels and tires yield more tractive power pulling ground contact implements and logs, pushing a loader bucket into dirt and pushing snow. Larger wheels and tires permit heavier tractors to bridge holes, ruts and tree debris and higher ground speeds with less operator perturbation.
The fundamental importance of TRACTOR WEIGHT eludes many tractor shoppers. Heavier tractor weight is more important for most tractor applications than increased tractor horsepower. Bare tractor weight is a tractor specification easily found in sales brochures and web sites, readily comparable across tractor brands and tractor models, new and used.
When considering a tractor purchase bare tractor weight first, tractor horsepower second, rear axle width third, rear wheel/tire ballast fourth.
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There is so much conflicting info out my head is spinning. Everyone seems to be the best and the worst....
The Three Point Hitch tractor has been marketed in the USA since 1939. Patents on the Three Point Hitch and TPH hydraulic controls expired in 1955. Since 1955 (66 years) all traditional compact tractors have been designed and produced around the Ferguson Three Point Hitch, worldwide.
The Three Point Hitch tractor design is generic.
The most efficient way to shop for tractors is to first identify potential tractor applications, then, through consulataton, establish bare tractor weight necessary to safely accomplish your applications. Tractor dealers, experienced tractor owners and TractorByNet.com are sources for weight recommendations.
My dad has a 6' bush hog. I would like something powerful enough to spin it.
Based on the sketchy information you have posted I tentatively recommend a 3,500 pound to 4,000 pound bare tractor weight machine, 66" wide, with 40 to 50 engine horsepower.
This is the mid-weight of compact tractors, a high unit volume segment. Every tractor manufacturer offers at least two models, an economy and a deluxe tractor, with these specs. All offer HST.