New York Life Insurance Company Annex (New York City, New York)

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220-foot, 15-story early modern-style office building completed in 1961. Designed by Carson & Lundin for the New York Life Insurance Company, it was built to provide additional office space for the company, whose headquarters building is located across the street.

The Madison Avenue facade is faced mostly in flat stone with eight vertical piers running up the side. The two outer bays and the upper portion of the second-outermost bays are clad in a glass curtain wall with black metal spandrels. The entire north and south facades have curtain walls of the same materials, broken by more vertical stone piers, and spanning 11 bays wide. Each bay has four window panes. The vertical metal window framings consist of 2-story silver lines arranged in an offset pattern. There are loading docks at the center bays on 28th Street.

The lower two floors were renovated from 2020-2024, creating a new glassy base framed in black metal at the western half, projecting out a little from the rest of the building. The eastern half received an updated main entrance, with twin revolving doors set in a glass surround and covered by a metal canopy. To either side are vertical metal fins, with half the fins extending over the 2nd floor in a less dense pattern. The west end of the base is occupied by a Whole Foods Market. Next to the main entrance on 28th Street is another commercial space occupied by Ground Central coffee shop.