All things being equal, I'd choose a good running big displacement engine over a smaller displacment engine. I'd say go Windsor and go stroker. I did. In my opinion, what makes a Cleveland attractive has always been the large ported, canted valve heads, not the block. Let's face it, the Cleveland blocks aren't that great. They're marginal in wall thickness even at std bore. Sure you can have a four bolt main block, but I chose a windsor block. It's got the meet where you want it. If you're worried about low end rigidity and crank walk, use a main girdle and thank all the late model Mustang enthusiast for doing all the field tests for you. IMHO, the windsor is an all around better block with more clearance between the pan rails for a stroker. I'm at 424 CI with a set of aluminum A3 heads (but the new Yates stuff is ust as good), and a hydraulic roller. It pulls like a train, idles like a champ, and is the most economical way to a well behaved 500 HP street engine (at less than 6k rpm I might add) there is. By the way, if streetable power is what you seek, build a broad torque curve in preference to peak HP. The same engine is well into the 500 ft-lb range at 3k rpm. The other thing to remember, it all bolts right up to the ZF and existing Pantera motor mounts. Good luck.