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The status of a running site should make it clearer whether it's running with an old version of the site compared to what you see in the editor, or if it's up to date. Or (better?) it could just restart the site after you save. I can't imagine a usecase where you would want to change a site but not actually try out your changes by restarting it. See http://dev.eclipse.org/mhonarc/lists/orion-dev/msg00907.html
Closing as part of a mass clean up of inactive bugs. Please reopen if this problem still occurs or is relevant to you. For more details see: https://dev.eclipse.org/mhonarc/lists/orion-dev/msg03444.html