4 WD only becomes an advantage if you have traction issues with only two wheel drive. A really good LSD, really well sorted suspension and proper tyres should allow even a 2 WD car with little or no downforce an advantage as the weight will be a lot less, and the transmission losses similarly advantageous. Drag racing apart, the simplicity, weight saving and lesser power loss of the two wheel drive car is a major bonus unless you have so much power traction is a real problem. I have an R33 GTS-t with well sorted handling, a proper LSD and good tyres. It's just reached the point of being under tyred, but not from a traction point of view, but from a front end grip point of view. I'd have to address this with different front arches and new wheels et cetera. I have a new GTR shell I have had caged, and long term plans are to swap the good stuff over into that, but retaining two wheel drive still. The GTR shell already accommodates wider rims and tyres.
A MKIV Supra is far better built than a Skyline, and has far less issues with structural rust. The RB26DETT already comes with multiple throttle bodies, which is a major plus, the 2J has few if any off the shelf options for this, but nonetheless is a superb engine. Hard core suspension stuff is more readily available for the GTR. Many pluses, and many minuses, looks and cost apart. Hard one to call. Given the budget I would say buy a mint GTS-t and build a strong RB26DETT engine for it, and hope the stock gearbox doesn't blow up too soon. Do some power to weight maths and that will help make a decision.