Perched high on Green Hill in Brookline, this house (named after the landscape feature) was built by Nathaniel Ingersoll in 1806. Ingersoll, born in Salem in 1778, was a ship captain and merchant, which perhaps explains why the house was built in the “Jamaica Planters” or “West Indies” idiom, a sub-type of Federal style. The style, fairly unique to this little area of Brookline features an overhanging roof supported by light columns to create a two-story arcade, once covered by climbing vines. The large Federal style carriage house once on the site was moved from its site to the grounds of the Shirley-Eustis House in Roxbury in the 1990s. In 1842, the estate was purchased by John Lowell Gardner who later willed the home to his son, John “Jack” Gardner and his wife, Isabella Stewart Gardner. The estate served as a summer getaway for the couple, who’s primary residence was on Beacon Street in the Back Bay neighborhood of Boston (since demolished).