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Basically you want an object annotation tool. I have written something like that using OpenCV in C++ as you can see here. I do not guarantee that it works but the basic idea is that you select the corner points of each object and acknowledge the selection with a button input to store it. You need to make file listings of your items beforehand. Once you get the hang of it this goes pretty fast. I am in the process of upgrading this towards a multi class system but that is not operational yet.