I love the ecobee 4.
But my most used accessory is the Chamberlain myQ Garage Door Opener. You need a bridge, but it also works both with HomeKit and Alexa or Google.
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I do get weird things with my Apple Watch. It used to be SUPER bad when I had a series 0, but some still persist on my series 3. I have similar issues to yours, but others as well.
For example, I say "Open the Garage Door," the garage door opens and my watch says "Sorry, the device doesn't seem to be responding." Or, I'll say "Close the Garage Door." The garage door starts to close, but Siri says "Your garage door reports that it is still closing, you can check back in a minute."
These may be anomalies because the door takes awhile to register that it is opened or closed, but it definitely makes it feel amateurish.
Provide feedback to the developer of your garage opener. My guess here is that homekit requires specific response time before it considers it failed. Seems like the compromise from the garage developer was to send an acknowledgment response instead of a completed response. Not sure if it’s apple not comprehending certain commands will take longer or it’s the companies who are not developing these things in real life settings