Since it's Powerball, I'm assuming it's stupid money.
If stupid money, I'd start out by building a
modest 2 bedroom house on a very nice wooded
tract of several hundred acres amongst some nice rolling hills.
Eventually, after cutting several trails through the place with a few Jeeps/Buggies/etc........ I'd start researching several of the local road race tracks. VIR, AMP, Road Atlanta, Barber Motorsports, etc..... just to get some ideas for building
my own road course. Nothing major, just a mile or so long, with lots of elevation changes and goofy turns and twists... no long straights for speed... that itch would be scratched elsewhere.
My friends could come and race/play on the course ... but would have to leave for the evening.... hence the 2 bedroom house.
Which would go hand in hand with the
garage...... Nothing Jay Leno like, but it would house some nice creatures for the road course..... odd creatures.
Vegas, Monzas and their clones - from completely stock to full chassis
You know I'd have some
2nd gen Trans Ams and Formulas.... stock to full Pro-Touring.
An
'88 Fiero or two.... stock and fully modded.
VWs? Oh man, you couldn't imagine the kick-azz early
Karmann Ghia that would reside there. I'm talking full on turbo Porsche stuff. Like this:
http://youtu.be/VS4UPQvox6I (check out the donut at 3:23)
Then just some
classic VW drivers.
There wouldn't be too many exotics or modern creatures... mostly odd stuff I like. H-bodies, F-bodies, Fieros, Jeeps and VWs.
Modern drivers for comfort would be something like a CTS-V or a rebuilt late 90s Caddy Concours, SLS or Eldo. Northstar head gasket woes be darned.
Some sort of Diesel powered
tow rig would have to happen to get H-bodies or parts.... never owned a truck before.... so probably a RV Bus or even an old KW or Peterbilt.
Yeah, I'd need stupid money......