In 2016, Bennett LeBow and his wife, Jacqueline Finkelstein-LeBow, spent nearly $44 million on a pair of side-by-side condos at 432 Park Avenue, the pencil-thin Rafael Viñoly-designed supertall that towers over Midtown Manhattan.

The couple—he the founder and former chairman of the Vector Group, and she a principal at JSF Capital—then invested the next three years and another $40 million combining the two units, one of them still raw space, into a bespoke residence. Ceilings soar to 16 feet, the highest in the building; 24 10-foot-square windows wrap the property, framing Central Park, river, and city skyline views; and a Savant automation system controls the lighting, climate, shades, security, and audio.

The LeBows, who also own homes in New Jersey and the Caribbean, told The Wall Street Journal they are now considering a move to Florida because they are looking to change their lifestyle, listing their glamorous aerie for $90 million with Fredrik Eklund and John Gomes of The Eklund | Gomes team at Douglas Elliman.

An opulent living room beneath a 16-foot ceiling features a custom backlit bar.

Evan Joseph