Around the middle of the last decade, casual fashion kingpin Mickey Drexler listed a pair of pricey New York apartments on the open market. One of them was a 6,226 sq. ft. unit in the Walton, a building that originally went up in 1887 and was converted in 2000; the condo, one of 14 in the boutique building, hit the market in 2015 with a $35 million asking price. The second property, a brownstone located a couple of blocks southeast of the first, followed in 2016, arriving with a $30 million price tag.

A virtual dig through public records indicates Drexler’s unit in the Walton finally sold in 2018, fetching $18.5 million. The brownstone hasn’t found a new owner yet, however. So it returned to the market this fall with a reduced ask: $28 million. The townhouse contains seven bedrooms and at least six baths across six levels and a total of 9,000 sq. ft.

The building is 22 feet across, and features ceilings over 13 feet; the sense of space inside the home is one of its amenities. Others include the elevator, the two kitchenettes, a rooftop terrace, a garden, and a parlor level with a wet bar and a library. Details include arched windows with mahogany frames, mahogany cabinetry, a central staircase, pocketing doors, and six fireplaces with original marble mantels. Updates include radiant heating for the floors.

Drexler’s property portfolio once included Andy Warhol’s Hamptons home; he listed it for $85 million and let it go $50 million back in 2015.

Drexler served as the head honcho at Gap, where he is credited with turning the brand into a fashion and culture icon back in the 90s. He left that position in 2003 and took the helm at J.Crew, before stepping down in 2017.