I regret buying my implements new. If I knew then what I know now. I'd have paid half as much for used gear off craigslist or at farm auctions. The catch being it took some experience to learn about how to evaluate the gear. You can learn a lot on TBN, but you need some practical experience too.
Unless you need to roll them into financing with the tractor, take your time getting implements. Research them & figure out if you really need them. Or wait until tractor hoarder syndrome & auction addiction takes over.
I don't think the 5 foot cutter will cover your wheel tracks, I have the 1860 and it's an ideal fit for my L3400, which is just under 5 feet wide at it's widest setting.
I'd agree with the guys saying the 2760 is overkill, I've been happy with the 1860, most of our cutting is meadow grass and light brush. It has a few dents in the deck from rocks and stumps, but nothing serious.
2 remotes makes sense, if you want top n tilt, or an implement that has two cylinders.
The only implement we bought new was the rotary cutter, everything else has been used, some more than others.