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Sometimes SPD gets confused as to which files are checked out or not and to whom. This fix generally works.
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1) Delete IE temp files 2) Delete files in %UserProfile%\AppData\Local\Microsoft\WebsiteCache 3) Make sure SPD is pointing to FQDN (http://portal.contoso.com) of the site, not just the server name. 4) Hit CTRL F5 in the folder view in SPD