In 1994, Caroline inherited her late mother's 340-acre Red Gate Farm estate on Martha's Vineyard island near Cape Cod, Massachusetts (pictured).
Jacqueline Kennedy Onassis had snapped up the oceanfront property in 1979 for a cool $1.1 million – $4.8 million (£4m) today – and it features a family residence, a guest house, a pool, a tennis court, and over a mile of private beachfront.
Caroline and her family frequently vacation at the sprawling estate, and her daughter Tatiana even held her wedding there in 2017. However, after four decades in the Kennedy family, the lavish property was listed for a staggering $65 million (£55.5m) in 2019.
According to financial disclosure records from 2013, Caroline and husband Edwin also own commercial real estate in New York, Chicago, and Washington, though little information is available about these properties.