Can you afford a newer CPO car? Sounds like you really want one but don't want to worry about bad repairs. Do you have enough money to buy one with a litter higher mileage to reduce cost and then get things pre-fixed so that you will not lose sleep?
I bought mine last fall with 51k miles and got all the records, the cost of ownership was very inexpensive since the car was a good one. If the guy had done any of his own work it would have been incredibly cheap to own. Some folks end up spending a lot to maintain many others don't.
Make your choice one that gives you peace of mind. Looking at your previous cars it's obvious you like fine cars...sounds like it is time for a Porsche!
Oh...and Welcome!!