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The land that would become the town was originally owned by the Nissequogue Native Americans.

An oft-repeated but apocryphal story has it that, after rescuing a Native American chief’s abducted daughter, Richard Smith was told that the chief would grant title to all of the land Smith could encircle in one day while riding a bull. Smith chose to ride the bull on the longest day of the year (summer solstice) 1665, to enable him to ride longer “in one day.” The land he acquired in this way is said to approximate the current town’s borders. A large statue of Smith’s bull, known as Whisper, pays homage to the legend at the fork of Jericho Turnpike (New York State Route 25) and St. Johnland Road (New York State Route 25A).

According to local historians, the bull story is a myth. It was actually English settler Lion Gardiner who had helped rescue the daughter of Nissequogue Grand Sachem Wyandanch, after she was kidnapped by rival Narragansetts. Smith, who lived in nearby Setauket, was a friend of Gardiner; it was at Smith’s house where the Nissequogue princess was returned to Wyandanch. The Grand Sachem awarded a large tract of land to Gardiner as a gesture of gratitude. In 1663 Gardiner sold the Nissequogue lands to Smith. Two years later, colonial Governor Richard Nicolls recognized the sale by awarding Smith “The Nicolls Patent of 1665,” which formally ratified Smith’s claim to the land. Thus, 1665 is considered the founding date of the town.