Have you checked with any high end machine shops yet? I'm talking not only a place known for quality work but also one that has an in house dyno. A shop like that should have a pretty good idea of certain combinations that work. If you approach them with your goals they should be able to tell you what it's going to take in both parts and money. That's probably the first step I would suggest.
I find myself that by the time I'm done at a quality shop, I've spent about $600-$700 on block work alone (clean, magnaflux, align hone, deck, bore and hone with torque plates)
Used cylinder heads I've never gotten out any cheaper than $800 but they usually run over $1,000. By the time they clean and magnaflux, mill (usually a clean up pass) new guides, new seats, and in most cases new valves are needed, machine heads for positive seals, new springs/retainers/keepers. Stuff adds up quick to do a set of heads properly so you don't have an oil sucker. Skimp anywhere on the valve guide and valve stem area and it won't matter how good the valve seals are, you'll have an oil burner, making everything a waste of time. Stay away from places that want to knurl guides and such.
Crank work is around $200, and reconditioning old rods I rarely do anymore, but in those instances, by the time I do ARP bolts (about $70 alone) and magnafluxing rods and resizing big ends I have about $200 tied up in 40 year old rods. Not my idea of cost productive. Then you pay $500 or more for a good set of forged pistons, then balance it all. You can have $1000 tied up in the rotating assembly pretty quick. Makes those stroker rotating assembly kits look much more appealing doesn't it
Keep in mind that even though most of those rotating assemblies claim to be balanced, I've never had one that didn't need more balancing. Most quality machine shops will tell you the same thing, and it pays to spin them up and check them.
All this work, and finding good quality work, sadly is what makes crate engines so appealing. But those of us wanting a specialty build, numbers matching etc...are forced to find the few good machine shops that are still around.