1. Would I need a Distributor Vacuum Control Valve installed in the thermostat housing?
Since this is the Concours site - of course you would/will since it would not be restored without it
Also referred to as a PVS Ported Vacuum Switch
2. Based on the options I listed above, which intake vacuum port would I need from the pictures below?
The vacuum tree that you posted would attache to the other larger vacuum block at the rear of the intake
Closest match I have is a Non AC, PB, PS manual trans NJ 69 From the 9T01S151xxx period
And a Dearborn examples (ignore the PO manual choke upgrade
Both cars still have the Autolite 4300' s so not allot of things have been done to these cars. Not restored by a long shot
In both it appears that there is a single hose attachment at the rear unlike the one you posted which has two hose connections
Hope this helps