Rhode Island may be small, but it has its fair share of big-name part-time residents, including “Judge Judy” Scheindlin, Jay Leno, Christopher Walken, James Woods, and Taylor Swift. Swift purchased her mansion in Watch Hill for $17.75 million in 2013, inspiring her song “The Last Great American Dynasty” which recounts the history of her Westerly home once owned by Rebekah Harkness.
Other famous neighbors in Westerly include Conan O’Brien and Colin Cowherd. Locals say that Swift enjoys walking on the beach, visiting local eateries, and hosting famous friends at her home. A controversial issue has arisen regarding her security staff restricting access to the beach.
Swift’s famous friends, including Blake Lively, Ryan Reynolds, Uzo Aduba, Karlie Kloss, Gigi Hadid, and Tom Hiddleston, have visited her home. The mansion boasts 700 feet of beach frontage on 5.23 acres, providing stunning views of Rhode Island and Long Island sounds. Watch Hill is a charming village in Westerly known for its small shops, eateries, and attractions like the Flying Horses Carousel and Watch Hill Light.
Westerly has been a popular destination for famous visitors since the late 19th and early 20th centuries. Just a two-hour drive from Boston and three hours from New York City, the area has seen celebrities like Billy Joel, Regis Philbin, Oprah Winfrey, and Drew Barrymore enjoying visits. The luxurious Ocean House hotel in Watch Hill has hosted events like Olivia Culpo’s wedding to Christian McCaffrey.
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