Current Status (Updated Nov 15,2016):

Summer has come and gone, and we've come a long way, but still have a long way to go.
Prior Updates (Nov 15,2015) The gameroom is getting better, still have quite a bit to do. Little bit behind where I wanted to be.
The goal is to have this completed by the end of summer 2016.
Left to do (completion date end of summer 2015):
Clean out all of the extra crapDone
Finish the trim around the windows - spring 2016Done
Put in new flooring - In Progress
(completion date, end of summer 2016)
replace roof
fix issues with exterior
repaint building
The beginning:

Outside:

Lots to do at this point, replace the "Windows", new entry door, rewire the outlets/electrical, frame/reframe interior walls, check the roof for leaks (don't believe there are any, but parts of the roof look questionable... Insulate and drywall or panel the interior, Decorate, then move games back in.

New Windows Installed

Insulated and ceiling installed

Games moved back in

Walls Drywalled:

And Mudded: (In Progress)

First coat:

Painted, most work is done. Still need to trim out windows, and put down new floor.

The Basement as of early 2008 (previous Gameroom)