Displaying content based on the field value
Under Sort criteria add your check-box field and set it to Sort ascending (it may be descending in your case depending on your field values). 

Then if you have more than one Sort criteria Rearrange them so that the checkbox field comes first, on top. This way the results are first sorted by the check-box field value. 

This works independently of the image field. Is your image field tied to the check-box somehow?