Super simple, if you don't need front end upload. You'd just need to create a cusotm page type http://doc.silverstripe.org/framework/en/tutorials/1-building-a-basic-site and give it a $has_many relation with the File Object http://doc.silverstripe.org/framework/en/tutorials/5-dataobject-relationship-management

Then in that custom page template call some thing like
<% loop Files %>
<a href="$Filename">$Name</a>
<% end_loop %>

This assume you create the relation as
static $has_many = array("Files" => "File",);

In the template you could also use $Title instead of $Name if you don't want to see the extension.

Welcome to SilverStripe. I started using it a few years ago with 0 PHP knowledge, great way to learn since it handles all the messy parts of the Database part and wraps it in a really easy to use/learn method