Which Boxster S would be a better purchase in the long run?

[Porsche9]

Buy the newest and best condition Boxster (preferably with full service records) you can afford. $6k buys you a newer car with much lower miles. IMO that worth a lot. You can easily spend that much in the first year of ownership on the wrong car. Remember the Ss were $50k to $60k cars new in the earlier 2000s and the cost to maintain/repair these cars still reflect the original purchase price. Whatever you buy definitely get a PPI buy a qualified late model Porsche mechanic. Good luck.