Some options

1. PowPak or a RadioRA2 outlet control from Lutron could be used to control individual power supplies that power the low voltage lights
2. ViziaRF from Leviton tied into an internet connected Z-Wave hub to do the same.
3. Insteon is yet another.

You'd need to be able to

1. make the necessary changes to the outlet(s),
2. get the hub/ master controller,
3. program the master controller
4. put the master controller on your home network
5. get the app that communicates with the controller.

Fx luminaire makes a unit for this purpose with dimming and lighting scenes. Expensive though. If you already have a home automation system, you can use that to control landscape lighting too.

Good luck!

Everything seems over engineered. I thing MyQ from chamberlain looks to be the best option. I can control 16 outlets or switches from 1 app. I'll have to wire my outlets to separate transformers for each exterior zone, but even with that I think this will be cheapest. Only drawback I see is the app doesn't accommodate different timers for different switches.

I wish I could get everything in 1

There's a number of options out there, none of them are perfect as far as the few I've sampled. You'll find most options will control the transformer on the 110v side meaning that multiple zones = multiple transformer. As mentioned above FX Luminaire is one option, back when I saw of demo of that particular product it was required that you use FX Luminaire fixtures throughout the project and the transformer was very pricey so I never tried it out. I think they've since improved it but I am nor familiar.

There's a company out there called "Universal Lighting Systems" and they make something called a "U-sync ZoneControl", I've used this and it works well. It connects to the low voltage side and you can set up to 3 separate zones setting each as either automatic or manual. So you can set a light on your BBQ for example as manual controlled meaning everything else goes on and the BBQ "zone" must be turned on manually via remote control or remote wall switch. Runs $200 - $300 or so.

Vista Lighting has another option called a vPro transformer which come with either 1 or 2 "zones". This is controlled via bluetooth on your smartphone and zones can be set separately as dusk - dawn, dusk - 1am, 8pm - 2am etc.. You can also dim each zone or have a zone go from 100% - 35% light output at 2am for example. The bluetooth has a limited range so you need to be relatively close to the transformer to make changes to the timer or to control it manually. It works with most LED fixture out there but you need to make sure fixtures are dimmable it you want to use that feature. Not sure the exact cost but plan on spending $200 - 300 more than you would for a professional grade transformer without the vPro control option.

I have MyQ for my driveway gate, never used it for a transformer. Sounds like a viable option. Like I said from the beginning, there's a number of options... none of them perfect.

Good Luck!

Dave