You mention your intended use is for street driving. Does this mean to car shows and cruise in's, daily seasonal driver, or year round daily driver. How many miles a year do you think?
HP all boils down to your budget. Joker can give you a recipe for a budget 355 with a set of Vortecs that will be high 3's to low 4's hundred HP. Eric and Vinnie will rattle off 383 build specs that will be another $1000 or so that will be 450-525HP.
You've already been advised to get the best heads you can afford, but some reasonably priced options are AFR, Brodix, or a set of Chad Speier worked Profilers - all can be had in the $15-1800 range. And I'm confident that there are others that can build and port a great head for similar money. If your budget is larger than that, then start looking into 18 degree heads and the power will add. And there are a ton options that are less that don't give up very much from the higher priced options. One item to definitely not compromise on is putting in a roller cam. The most economical way about this a using a roller block. But it isn't an outrageous amount of money to use a retro roller setup either.