Recent versions of the WRE have included new rules to address the file privileges when downloading a secured file asset directly via the uploads path (see this ticket).
Unfortunately the rewrite rule has a bug. There is a $ instead of a % in the second rule which causes it to fail to perform it's duty of forcing the proxy to happen if a .wgaccess file exists.
I've marked this bug report as critical since it's a potential security issue for clients who are relying on this behavior.