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I'm looking for a bit of direction on how to set up a category page (for a real estate company).

What would be the best way to have a gallery of images (1 large photo and several thumbnails) listed for each post on a category page.

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install an image gallery plugin like this one http://wordpress.org/plugins/image-gallery-reloaded/ and have a gallery set in each of your posts, then edit your theme's category template and have a look at the loop, if it uses the_excerpt() then you have to alter it to the_content().

This way, you will have a gallery list in the category list view. You may want to use another plugin, but keep the same idea.

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