Did just what you want with my 67 wagon but used LD stroker. Like others said go 505 with your 440. No need for a roller cam. I also like the dominator vs the 4150 carb. They can be very streetable, just takes some time to get them squared away.

I'm at 4100lbs plus and have no problem running 11"0s with less head(edelbrock performers)than you are looking at. Good luck and keep us posted.