The most talked-about style icon of 2026, Carolyn Bessette, was the ultimate 90s cool girl. Over 26 years since her tragic death, the publicist has found a new generation of admirers, thanks to FX/Hulu's limited series: Love Story: John F. Kennedy Jr. & Carolyn Bessette. With the show comes a revival of intrigue about her life around New York City – starting, most prominently, with her homes.
Carolyn Bessette-Kennedy grew up primarily in Greenwich, Connecticut, an affluent suburban town just outside NYC. However, her urban property portfolio began in the late 1980s, when she moved to Lower Manhattan to work at Calvin Klein. From there, her footprint around the city expanded to Greenwich Village and, later, TriBeCa, with John F. Kennedy Jr.
