Virtually impossible for me to narrow down to five but with unlimited fantasy budget this is a likely five watch setup that I would look after well and wear with pride and joy:
In no particular order of preference:
1. 530a with black dial. Same as yours above. Sublime time only piece.
2. 2499P, again same as yours... agree possibly one of the top most beautiful pieces made. Ever.
3. 5016A. Steel, minute repeater perpetual calendar tourbillon. Gorgeous with blue dial... 
4. 5004T. Perpetual calendar rattrapante in titanium. No additional words. 
5. Finally a daily wearer... 5650G.... superb piece in my opinion. Perhaps not in a league of the above four but can stand its own in this watch box of five... 2 vintage, 2 modern complications, and one daily wearer that travels well and can take water... 