The capacity of the virtual drive I use for pfSense is 5GB and honestly I don't see why I should use a larger capacity than what I have now.
Therefore, the reason why I couldn't see the drive to install 2.3.x was not the capacity of the drive or the controller since I've tried all the resolutions I found in here.
I suppose that the real question here is the unsupported version I'm using and not the issue I'm having even though sometimes issues are continued through versions until they are reported and fixed.
Anyone can see that my setup is a bit of unique with 5 WAN connections over DHCP and I this is why I raised my question. Otherwise, no one else has an issue like this using a single or dual wan with real static IP's.
What I will try though, is to disable all the other WAN ports and perform a speedtest having only 1 LAN and 1 WAN.