The first historical description of the hill was by Gabriel Archer, who kept a record of the 1602 expedition of Bartholomew Gosnold from Falmouth, Cornwall to what was then known as Northern Virginia.
), the vessel Concord having first entering Buzzards Bay (which the crew called Gosnolls Hope) from Vineyard Sound, they determined to make the west side of on an islet within Cuttyhunk Island their settlement.
There he was welcomed by native men, women and children "who with all courteous kindnesse entertayned him …," presenting him with furs (thought valuable by Archer), tobacco, turtles, hemp, chains and other ornaments.
[2] The landing party explored the coast finding it to be, in the words of Archer, "the goodliest continent that ever we saw, promising more by farre than we any way did expect … .
In 1948, twelve years after the Colonel's death, his sister Sylvia Green, his heir, donated the entire property to the Massachusetts Institute of Technology (MIT), which used the 240-acre (0.97 km2) estate for educational and military purposes until 1964.
The giant dish antenna stood as a local and marine navigational landmark until the current owners of the site, the Bevelaqua family, demolished it in 2007.
In September 1922, the Round Hills Radio Corporation received licenses for a broadcasting station, WMAF, in addition to one for experimental work, with the call sign 1XV.
Round Hill's radio station (which included an early radio telescope, built atop a water tower designed to look like the foundation of a lighthouse) followed Donald B. MacMillan's and Admiral Richard E. Byrd's polar expeditions, tracked the Graf Zeppelin dirigible during its maiden transatlantic flight, and was the sole communication link for areas devastated by the Vermont floods in 1927.
[8] The New Bedford whaling ship Charles W. Morgan, now on display at Mystic Seaport, was once owned in part by Colonel Green, and moored at Round Hill.