Here are my observations based on the perpetual hunt for the next Wheeler Dealer car...
There were only apporx 5000 total 987.2 Caymans sold across the 4 yrs (base & S), so there aren't many to choose from.  Prices drop significantly once you pass the 60K mi barrier.  In typical Porsche fashion, 80% of the cars are silver, gray, black, or white.  The other 20% are divided amongst the rest of the colors.
Here is my guestimate on the options you listed:
Cruise - 100% as it's std
Bi-xenon - 50% (not sure if the dynamic corning was std with xenon)
Sport Chrono - 35%
Sport Seats - 20%
PASM - 15%
Finding one with all these options would be rare, esp in a base.  S models tend to have more options but there are fewer S models compared to base (prob 2-1 base vs S).  But you probably have a better chance of finding a manual in the base.
You mentioned the race car at RennsportKC.  I know you're not interested, but I know the owner Karl.  He's a good guy and a very good mechanic.
There's a nice black base '11 Cayman that been for sale in the San Diego area for quite a while.  Don't remember how many of the options it has but it's around 30K mi and he wants $31K.  Prob a bit ambitious for a base and he may be willing to deal since it's been for sale for 6-8 mo.  But for that money, you could have an 09 Box S.  
 
Just my $.02 worth on what I've seen across the market.  Hope it helps.  Good luck.