Use a property trigger to change a property that already has a binding?

The easiest solution to your problem is to create a button style that all of your buttons can use (_DisabledButtonToolTipStyle in the example below) and then define a unique style for each button that applies the enabled tool tip value. If the individual buttons always have a different tool tip value then I'd recommended simply embedding the style like below; however, if you wanted to reuse the enabled tool tip style you could easily define it in your resources and give it a key Window. Resources.

The easiest solution to your problem is to create a button style that all of your buttons can use (_DisabledButtonToolTipStyle in the example below) and then define a unique style for each button that applies the enabled tool tip value. If the individual buttons always have a different tool tip value then I'd recommended simply embedding the style like below; however, if you wanted to reuse the enabled tool tip style you could easily define it in your resources and give it a key.

Your problem has nothing to do with binding, the problem is that properties you set directly on the element override the properties set in a style, for example: Given the style And those two buttons: The first button will get its background from the style but the second overrides the style background. You can get what you want with triggers but not using styles, you can use a DataTemplate like this (the TextBox and CheckBox are there for testing).

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