Dorian, you worked the calculator correctly. The compression comes up so high (compared to a 350) because of the extra stroke. And you got the specs for the usual Felpro HG correct also (4.166, .041).
As far as cleaning the deck surfaces, do what Grumpy suggested:
and Id use a .021 copper head gasket and only minimally decked the block,
(lets say 9.020") lets say '002-.004 off to straighten the deck,
leaving more material for future work if that's required in the far future
Why machine metal (and strength) away, only to try to replace it back with a gasket?
If at all possible, try to get a 383 balanced rotating assembly
ALL INTERNAL. That way, the chance of you starting a new thread years down the road that goes something like
My engine has a vibration after I replaced the flywheel or harmonic damper shouldn't happen, because you will use NEUTRAL balanced dampers and flywheels.
Here is another place to educate yourself with 383 combos:
https://www.competitionproducts.com...v-Dome/productinfo/SCA1-91255BI/#.Xq9ELMuovcs
Scat Internal Balanced Street & Strip AssembliesComplete rotating assemblies from the performance professionals of Scat crankshafts. These kits come complete and internally balanced, ready for assembly, All Scat rotating assemblies are available.
Part Type: Rotating Assembly
Application: Chevrolet Small Block (1-Piece Rear Seal) Street/Strip
Deck Height: 9.025"
Main Bearing Type: 350
Bore: 4.030"
Stroke: 3.750"
Actual Cubic Inch: 383
Crankshaft: Scat 9000 cast steel
Pistons: Mahle Forged Aluminum
Piston Dome Type/Volume: -19.6cc Inverted Dome, 6.000" Length
Compression: 9.5 w/64cc
Piston Pins: Included
Connecting Rods: Scat Bushed 4340 I-Beam
Rings: Matching Moly Ring Set
Rod Bearings: King
Main Bearings: King
Balanced: Yes (Internal)
Flexplate Included: Yes (Street Flexplate)
Harmonic Balancer Included: No
Manufacturer: Scat Crankshafts
Manufacturer's Part Number: 1-91255Bi
Quantity: Sold as Kit
BTW, SCAT is better than EAGLE.