3 min readAnna Wintour is gearing up to spearhead fashion’s biggest night on May 4, once again helming the iconic Met Gala. The media executive and fashion icon has famously chaired the event since 1995, and under her vision, it has risen from a mere museum fundraiser to a hallmark of pop culture, as celebrities, socialites, and designers strive to dazzle the infamously hard-to-impress former Vogue editor-in-chief.
This year’s theme, costume art, promises to deliver under the event’s co-chairs Nicole Kidman, Venus Williams, and Beyoncé. When she isn’t on the red carpet, setting new standards at the office, attending award ceremonies, or sitting front row at the catwalk, there are only two places that Wintour could be. Here’s a closer look at the New York properties that fashion’s most iconic editor calls home.
The Greenwich Village Townhouse
It’s no surprise that the street Anna Wintour calls home is one of the most exclusive addresses in all of New York City. The MacDougal-Sullivan Gardens is an elusive speck of a historic district in lower Manhattan; the small community consists of just twenty-two, three- to four-story homes.
Originally built around 1840, the block underwent renovations in the 1920s, which included the addition of an impressive private garden now shared by tenants. Wintour purchased the home in 1992 for $1.4 million, according to Realtor.com, after spending two years across the pond as editor-in-chief of British Vogue and four holding the same title at the U.S. edition of the magazine. The fashion icon has famously never sold the Greek Revival-style townhouse.
The almost 3,700 square foot home boasts an open floor plan with four bedrooms, five bathrooms, and a laundry room. Over the years, Wintour has established a pre-MET Gala tradition, hosting a gaggle of A-list guests at her home before fashion’s biggest night. Taylor Swift’s “bleachella” era hair graced her threshold in 2016, Rihanna’s Fenty red lips made an appearance at the dinner in 2018, and Serena Williams served the paparazzi a shot of her feathered one-shoulder gown on Wintour’s doorstep just last year.
The Mastic Estate
Even Wintour craves a break from the bustle and smog of city life, but she’s not endlessly jet-setting to the English countryside for a breath of fresh air (though she very well could). When the world-renowned editor craves a change of pace, she does what all New York A-listers do: She heads for the Hamptons—well, West of it.
Wintour purchased her colonial-style home in Mastic, Long Island, in 1998. A stark contrast to the glamour of the shores and streets of East Hampton, the Mastic estate, designed by Carrier and Company, features white brick fireplaces, ruffled armchairs, and a recurring running stripe motif. On the exterior, the property is covered in pale pink blooms, curated by landscape designer and longtime friend of Wintor, Miranda Brooks. The home sits on a private gravel road, secluded on the banks of the Forge River—over the course of fifteen years, Wintor has expanded the estate to encompass over 40 acres, buying up adjacent properties to create a sprawling rural retreat complete with a butterfly garden, tennis court, and a meadow. Her daughter, Bee, famously got married on the estate in July 2018, giving the massive, manicured grounds an extra air of romance.
Though rumors have swirled that the media legend has sought to relocate to her home city, London, after resigning from her 37-year tenure at American Vogue, Wintour has never publicly confirmed or denied the plans.
One thing is for sure: no matter where she chooses to live, Anna’s influence will remain global.
