E-Class Wagon

One of the most Stealth Wealth, east coast prep, WASP-y cars out there. Even though E-Class sedans are practically the upper-middle-class Camry, E-Class Wagons, along with subtly-specced Range Rovers, "tastefully-worn-out" graduation-present BMWs and unmodified USDM Toyota Land Cruisers are automotive indicators of some serious wealth and possibly intelligence. They, like the other Euro wagons, are unsurprisingly popular in college towns. Are they just taxis that drunk blondes and Instagram DJs trash back in Deutschland? Ja. Do American buyers give a fuck about the E-Wag's humble roots? Nein. Most E-Class Wagon buyers find the rest of the Mercedes lineup to be gauche and tacky, but remain loyal to the longroof. They also typically have the highest income of any Mercedes owner, so suck it, G63/S560/SL550/AMG GT. Plus, it's available as an E63, meaning you can drop off the kids at school one second and make Hellcats and Nissan Altimas fear for their lives the next.

The E-Class Wagon is a classic Hamptons workhorse. You could also replace Hamptons with Palm Beach, Petoskey, North Shore, Greenwich, Marin or any other affluent WASP area.