I think 19 looks very similar to the regular 99 last of the Ramsey and allows for more width options for SFer (myself included).
The Alex in a dark Cordovan like Cigar or a dark brown calf would be nice (again on a Handgrade last like the 48 which is quite close to the 724 to my eye) . I'm not sure I could be convinced to go for black unfortunately.
The keats is also a great looking shoe...
I would say the the 53 is closest to the 724 (square toe)
From my AS shoes, I would say the 48 is closes to the 99
Unfortunately I will pass on cognac shell Alex since I already have a fair amount of brown shell boots.
I would be very interested in Keats in a light tan (similar to the stock Chester) or if possible, a dark grey