Often confused for its four-doored siblings, the Mercedes-Benz W111 Coupe is about as stately as cars come. The first of many a great pillar-less coupe with a three-pointed star on its nose, the W111s are arguably among the most regal automobiles ever produced; here is a car designed to be let into the driveway via remote-controlled wrought iron gates.

For the owner of this 1968 280SE 3.5 Automatic example, Jayesh Patel, it’s all about the luxury and the history embedded in this big coupe. It’s got an automatic gearbox, and while that may leave heel-toe enthusiasts wanting, you don’t buy these cars for their agility and sportiness. This is the ultimate cruiser, a leather-swaddled land yacht that is equal parts engineering triumph and sensory indulgence.

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