Can previously purchased apps be downloaded for free to another apple computer?

Essentially, I'm thinking of purchasing an app called HyperDock. I want to know if I do so, will I be able to install the app on my MacBook Pro, AND my iMac? Or will I have to pay for a second installation of the app?

You are allowed to purchase all App Store items on up to 5 devices you own. So yes, you will be able to download the app you purchase to both the MacBook Pro and the iMac.
Where this falls down at times is if you purchase an app for an iPad, and the same app is available for a Mac model, such as the iMac. These devices use completely different hardware. Even the OS is different. So the vendor has to write the app from scratch twice. Sometimes they will allow you to get both versions for one price, but usually, you have to purchase them separately.

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