Charles Ward Apthorp (d. 1797) assembled the property through purchases in 1762 and 1763. In 1764 he built for himself an ambitious house, one of the grandest pre-Revolutionary houses on the island of Manhattan, on the rise of ground between what are now 90th and 91st Streets, and Columbus and Amsterdam Avenues, with a lane forty-feet wide extending down to the Bloomingdale Road. The New York Times observed in 1910 "Had this tract been handed down from son to son on the British landed gentry system the owner to-day would virtually be New York's Duke of Westminster." The house gained its name of "Elmwood" from the mature American elms that shaded it until it was demolished in 1891 to make way for 91st Street, having served for decades as a beer garden, public inn and picnic grounds called "Elm Park".
Apthorp's house faced the Hudson River, whose far shore and the Hudson Palisades were visible from its elevated position. It stood on a fieldstone service basement lit from a light well that surrounded the house. Six steps led to a wide and deeply recessed entrance bay and an arch-headed main door with flanking windows united by a common cornice, the "Palladian window". A similar grouping over it lit the central upper hall. On either side there were two flanking bays with pedimented window surrounds on the grand main floor and square three-over-three windows on the bedroom floor. There were two dormer windows in the attic. At each corner was a colossal fluted Ionic pilaster; the architecturally correct entablature was carried straight across the eaves, broken slightly forward over the entrance bay, where it was surmounted by a pediment. Ionic pilasters marched across the end fronts, three bays deep, whose gables were treated as pediments. The wooden siding was scored to imitate ashlar masonry.
It seems that such an unusual design has been adapted from an engraving in one of the illustrated architectural guides, addressed to gentlemen and builders alike, that by 1767 could have filled a library shelf. One such book owned by Charles Ward Apthorp is known, for he inscribed his name and the date 1759 in a copy of a translation of Sébastien Leclerc's architectural treatise that was published in London as A Treatise of Architecture, with Remarks and Observations By that Excellent Master thereof Sébastien Leclerc, Knight of the Empire, Designer and Engraver to the Cabinet of the late French King... Its four dedications were to the Worshipful Companies of Carvers, Joyners, Bricklayers and Masons of London, each represented by their coat-of-arms. The book passed to Apthorp's nephew, the architect Charles Bulfinch. The ultimate source for all such neo-Palladian five-bay villas with recessed loggia entrances under a pediment, is Palladio's own Villa Emo.
Apthorp had been appointed to the Governor's Council the previous year, a position he held right through the British occupation of New York, until the 1783 evacuation, earning him the fierce opprobrium of his Patriot neighbors.
Aside from his private drive, Apthorp laid out cross-lanes on his farm, long known as Stryker's Lane and Jauncey's Lane. Jauncey's Lane gained its name from the rich Englishman, William Jauncey, who purchased Apthorp's "Elmwood". Also called "Apthorp's Lane" or simply the "Crossroad to Harlem, it extended eastwards to Harlem Commons later taken into Central Park. The Crossroad to Harlem had a part to play in the Battle of Harlem Heights, 16 September 1776, for it was the route the British General Clinton took after marching up from the city along the Boston Post Road, in cutting across the island; they failed to intercept Silliman's brigade of militia, toiling up the Bloomingdale Road to rejoin the American troops at twilight. The picturesque and leafy lanes marked property boundaries when he left his estate of some 200 acres (0.81 km2) among his ten children, but they were abolished, on paper at least, by the Commissioners' Plan of 1811 that laid out the present grid plan of Manhattan, which, it was assumed, would take more than a century to build upon. Early suits over the property were brought as early as 1799, and final litigation among the Apthorp heirs, and their assigns who had purchased parcels of the Apthorp property, for building rights over the former route of the Bloomingdale Road and lanes abandoned by the city, in order to close them once and for all, dragged on for five years, 1905-1911.
The ghostly passage of the lanes can still be detected; that of Jauncey's Lane subsists in the mid-block break between apartment buildings fronting Broadway just north of the northwest corner of 91st Street and running diagonally west to West End Avenue, and formerly all the way to Riverside Drive, and that of Stryker's Lane in the similar gap between 93rd and 94th Streets, once running to the house built by Gerrit Stryker overlooking Stryker's Bay, a river landing now represented by infilled parkland of Riverside Park at the foot of 96th Street and the river.
The original divisions were carefully made by Apthorp's Patriot son-in-law Hugh Williamson, who had married Maria Apthorp at Elmwood, 3 January 1789.
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