500 HP Winsor
IT would be possible to build this engine. I have run the figures through my virtual dyno with both the 3.85 and 4.00 stroker kits.
With Twisted Wedge heads (out of the box), 10:1 compression, a solid lifter cam of 260 degrees dur. @ at .050" , a .592 lift, 850 CFM of carburetion, and 2 inch headers, and a single plenum intake.
The problem with the intake is that noone makes a dual quad unit for it. The closest you could get in an intake would be a single plenum unit.
You could run a 302 dual quad intake with adapter plates, which there are companies that at least did make the plates until more stuff became available for the 351W. The power band on either engine starts at about 2000 RPM (good torque above 300 Lb Ft)and runs on up to 6000-6500 RPM for both engines, 490-500 hp.
A set of the Twisted Wedge "bracket" heads would do the trick for heads, as they come ported out.
This would just barely get you in the 500 HP target area, with the out of the box heads. With the "Bracket" heads you would easily get into your 500 Hp range. With the 850 CFM, I fear you would have some driveabilty problems around town, however dropping a 750 on it only costs you 10-15 hp at the peaks.
Probe stuff is good equipment. Very solid and reliable.
You could run dual quads on your engine, but I would go with a set of dual 450 CFM Holleys or even daul 390's, with vacuum secondaries on either one.
With the 302 dual quad intake, the adaptor plates, and the two carbs, it will run you around $1100-1300 for your intake setup.
Racer Walsh offers the 3.85 stroker kit complete, around $1500.
Summit could put you together a kit with the Twisted Wedge pistons for about the same price.