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History of Castle Hill
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- Native Americans referred to the area as Agawam, referring to its rich fishery
- John Winthrop, Jr., son of the first governor of the Massachusetts Bay Colony, lay claim to Castle Hill in 1637
- In 1910, Richard T. Crane, Jr., a Chicago plumbing businessman, purchased the property for use as a summer home
- The first house built atop Castle Hill, an Italian Renaissance Revival villa designed by Shepley, Rutan and Coolidge, was razed and replaced in 1928 with the 59-room Stuart-style mansion designed by architect David Adler you see today
- Castle Hill was given to The Trustees of Reservations in 1949
- The property was named a National Historic Landmark in 1998
- Castle Hill boasts a half-mile-long Grand Alleé and 165 acres of land
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