If you can, I say put it together yourself. If you've got friends that build engines, the few specialty tools you'll need you can borrow.
I have no idea how much is in my 355, but I didn't really spend any more than I had to, except what I now consider a huge waste, the aftermarket roller cam.
I personally believe starting with a later 1 piece rear main, roller cam block is the way to go. Less leak prone, much cheaper roller lifter stuff. If I were to build mine again, here is what I would do (keep in mind what your desire is...mine is great low end, a little bit of topend, willing to trade top for bottom):
Block: later one piece rear main/roller. Preferably four bolt, not really important though. Minimum overbore.
Crank: Used cast iron
Rods: I'd go with stock, but if I could get a good deal on some Eagles or something, sure. 6" rods if they fell in my lap. Not sure if a 383 can use them though. Never paid a WHOLE lot of attention to a 383 build.
Pistons: Hypereutectic. Light weight, good strength, $100/set if you look carefully. Forged are overkill on a "mild" motor, cast are old technology.
Rings: Moly
Cam: It'd be a roller, but likely a takeout. I'd get the rest of the parts from the block or wrecking yard. With a 383, I'd cam it more aggressively than a 350 for sure.
Heads: tough call. No emissions required though. Fast burns just hold that light weight/great performance appeal, but a Vortec head on a low RPM carbed application is EXTREMELY cost effective and powerful. For a bigger engine, I think the fast burns win out. Since I'm fuel injected, I'd have to start looking around for aftermarket heads that mate up to either of the stock TPI bases, and have a fast burn chamber. Sportsman II's are it in that category that I know of.
Nothing wrong with gear drives, but again they seem to be overkill for basic engines...a stock nylon set runs easily 100K, the aftermarket double row/roller chains should beat that easily. I don't expect everything else in the motor to last 200K. A $60 Cloyes chain set would be more than adequate.
Stock oil pump more than likely, perhaps high pressure and run it with thin (10W30) oil.
I'd use ARP head bolts, I might stud the mains with ARP, I'd go with ARP rod bolts.
New balancer of course, I think mines a powerforce or something, $60.
Definitely balance the engine. Changing pistons, crank, rods, etc. all changes the engine balance, and while it may last without it, $125 (here) is worth it.
There's a TON of money that could be spent building an engine, but a "low" RPM truck engine doesn't require all the parts a go-fast engine will. Not that you should cheap out on things, but forged this and that really aren't required. Look what survives stock, and compare your needs to that.