William P. Davis

This plugin allows you to duplicate images you have in the media library and attach them to a new post, rather than having to create a new copy of the image and upload it to WordPress again.
It works by copying the post and its metadata. It does not actually copy the image. Any changes you make to the new copy of the attachment — updating the caption or cropping, for example, will only be applied to the new attachment, not to the original.
This is useful if you query posts for its attachments to display photos, or if you make use of galleries and have old images you might want to include, among other things.
To use, go to the Library tab in a post. You should see an ‘Attach’ link.

BDN Duplicate Images

Allows you to duplicate images in the media library and attach them to the current post.

WP Zone

annaqq

The Replace Image plugin adds a button to the Attachment Details screen which allows you to upload or select an image to replace the current image while retaining the URL and attachment ID. This allows you to easily swap in an updated version of an image without having to re-select it in theme settings pages, post/page content, or anywhere else where it might be referenced.
Important: Disable your browser’s cache and any WordPress caching plugins before use; otherwise, the plugin may appear not to work. See Tools > Replace Image for instructions.
If you like this plugin, please consider leaving a comment or review.
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Replace Image

Old images and database entries remain, no links are updated to the new entries. I followed instructions -- no perceivable change. If it once worked, it no longer does.

Doesn't replace, just uploads new image

I was needing a plugin to enable the replacement of some broken media, tried others but they cannot do it, only replace existent media, and then Replace Image is the one that worked and fitted for my needs.

Great tool!

Upload a new version of an image without deleting the old image attachment, so that references to the image remain intact.

BDN Duplicate Images vs Replace Image