To do the stroker you'll need more than just the kit.
New balancer and flexplate for a start as they are different than the external balance 360. Figure the forged kit at 1500 or so + another 300-400.
You don't drive on the street much so...
I'd do the heads. The local guy flows them and gets high 290's out of them with strong numbers throughout the range. Charges about 800-1000 including valve job/set up and I believe surfacing.
There are more than a few stock crank/rod 360's buzzing 7200-7500 and making in excess of 550hp. Here's a pic of one of them... Brian at Indio Motor Machine - the cylinder head porters car. 580+hp, Stock bottom end, rods, KB107's. Goes 7500 on occasion. This pic is on the way down! :-D