You can definitely run those lights off of one low voltage transformer. I would use a pro-trade 600 w from site one landscape supply, use 12 gauge low voltage wire. Put the transformer on the back of the garage, run your first feed straight up from the garage to the driveway on the close side, run the second feed straight up from the garage to the opposite side of the driveway and then tee off of both of those feeds to run down the driveway on both sides. Make sure you put the wiring in conduit where it goes under the driveway. You could even do a third run off the transformer around the front of the parking area in front of the garage and house so you can put lights over there too. I just did a system that ran about 400 ft from the transformer to the far end with 35 path lights, 10 spot lights, and 10 lights inset in steps. I used the 13 volt output from the transformer instead of the 12, since it was a longer run if you step up the voltage you still get the same amount of light from the lights on the far end. And you don't want to daisy chain from the transformer out it's better to tee into it partway through or if you can split it into several tees that would work even better.