When Henry David Thoreau famously said, “if you have built castles in the air, your work need not be lost; that is where they should be,” he could never have known that he’d predicted today’s ultimate measure of success: a fabulous New York City penthouse.
A testament to the architecture of happiness and prosperity, living life up high is one thing all of these stylish New Yorkers have in common. From Julian Schnabel’s triplex penthouse in Greenwich Village to Diane Von Furstenberg’s green-roofed version in the Meatpacking District to the minimal Midtown duplex Anderson Cooper’s ditching for an old firehouse, click through to check out our roundup of abodes in the air up there. Which one do you want to live in?
Julian Schnabel’s Triplex Penthouse – Greenwich Village

Donald and Melania Trump’s Gilded Penthouse – Upper East Side
Image credit: Refinery29
Diane Von Furstenberg’s Green-Roofed Penthouse – Meatpacking District
Image credit: The Coolist
Betsey Johnson’s Pink Penthouse – Upper East Side
Image credit: Great Interior Design
Claude Wasserstein’s Garden Penthouse – Upper East Side
Image credit: François Halard for Vogue
Thierry Mugler’s Chic Penthouse – Chelsea
Image credit: Sotheby’s via Trendland
Gwyneth Paltrow and Chris Martin’s Pastel Penthouse – Tribeca
Image credit: Triple Max Tons
Jill Stuart’s Serene Penthouse – Soho
Image credit: Elle Decor via Southern Exposure
Anna Sui’s Funky Black and White Penthouse – Greenwich Village
Image credit: Elle Decor
Anderson Cooper’s Minimally Exotic Penthouse – Fashion District
Image credit: Stylist