2. I'm still not clear on what you have and what you want to accomplish, so I'll try this from a different direction.
At least one of your computers should be set to Copy Originals, full-resolution images to your local library. iCloud Photo Library, by definition, keeps everything at full resolution, too. All other devices can be set to Optimized library, if you need to conserve storage space.
Once you enable iCloud Photo Library on all your devices, all contents will be synced together to iCloud, then down to all devices. This should not duplicate the images, unless their metadata tags were changed.
Even a moderate-sized library will take many days to go thru this upload/download/sync process, so don't be concerned if you don't see the results right away.
And please make sure you have fresh backups.
iMore has a very detailed, well illustrated article on iCloud Photo Library:
http://www.imore.com/how-use-icloud-photo-library-ultimate-guide