How about a 05/06 manual or 07/08 Ferrari 612? Rear space is great (fits adults), umbrella stroller fits in the back, great drive, very exclusive yet not too flashy since most people don't know what it is, Ferrari said they will update the radio system to carplay for a fee of course (something Porsche has never ever done or thought about...). Maintenance is higher than Porsche but not crazy either, and the car has more or less depreciated a lot so it is a good value, and among Ferrari enthusiasts it is becoming one of the loved classics for the durability and practicality along with the emotions of a V12 Ferrari...

I own a 612 and a California and the latest will not work for an infant... The 612 might however...