How does the "OS X Server" work on the Mac Mini and other devices?

Hey guys. I'm looking to sell my MBP for a Mac Mini. It will be for photography. Down the road I'll get a MBA 13 and sooner than that, a iPad Mini 2.
I'm a little confused with the functions of file sharing on my current laptop. In Preferences>File Sharing, everything is ticked on, but I can't connect my iPhone via bluetooth to send files. I don't have another Mac computer to grab files from to test. When I have the Mini, MBA, and iPad, I'll be transferring photos back and forth, along with other files like word documents for school.
-Do I need to have the Server Mini to do those sorts of things? (if not, how do I do them?)
-What exactly does the "OS X Server" mean?
-How can I send files easily from Mac to iPhone/iPad
-Is the $200 price bump mainly for the additional HDD?
Please list any other helpful info regarding this stuff. thanks
The reason I'm choosing a Mini over and iMac is because it'll be easier to sell down the road if I decide to upgrade to a Mac Pro. As well as it being cheaper for me to get two screens.

iDevice Bluetooth data transfers are individually app based
and only transfer from one iDevice to another running the
same apps.  The only other ways are via iCloud for Apple
apps or or possibly other WiFi connections with specific apps
to companion apps on the Macs or syncing the apps via
WiFi sync or USB sync.
So, the Server app does nothing to change this.
File sharing between a MBA and a Mini, however, is as simple
as setting up file sharing and setting up the proper permissions
on the folders you wish to share.  For simple file sharing, there is
no need for the Server app.

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