By default, the MaxConnections is set to 0, so the number of active threads isn't checked by the Indy server before accepting another connection, but it mostly depends on what the clients are doing on the server. For example, if your server accepts a client connection and then calculates pie to a trillion digits within that client thread context, you'll get significantly fewer connections handled properly than if you are handing off the work to another process. Basically, your result will vary based directly on the tasks performed.
For a generic answer... if you override the default stack size allocated to each thread, you could have up to a few thousand connections in a 32-bit server application, but likely not much more than that. See: What's the maximum number of threads in Windows Server 2003? and http://www.deltics.co.nz/blog/?p=1330
Also check the ListenQueue property, set to 15 by default. Apparently the OS can increase it further on its own... I don't know the current Windows Server default listen queue, but I typically bump up the default amount quite a bit.
Bottom line - get to a thousand active threads/connections and you are likely going to hit a wall sooner rather than later.