Do you really need all that?
I'd go for a full power rack and platform, adjustable bench, adjustable cable column and chin up bar.
In addition to that a rack of dumbbells would be nice, a bunch of olymic plates, a kettlebell or 2, a swiss ball, ab wheel, tubing, dragging sled, sandbag or 2, sledge hammer, tornado ball, medicine ball or 2.
Most of that doesn't take up much space. You could probably set that up in a single garage, but maybe a bit of a squeeze for olympic lifts.
Even if I had the cash, I wouldn't buy the additional machines, just more bells, plates and handles.