










4 Winthrop Road
$2,875,0006 beds · 3 baths · 2,920 sq ft · Single-family house, 1950
Taxes $765/mo
Details
Building
Shelter Island Heights was laid out about 1872 by the Boston landscape architect Robert Morris Copeland (Dec 11 1830 to Mar 28 1874) for a Methodist camp meeting association out of Brooklyn: curving roads cut into the slope above Dering Harbor, small lots, and an open amphitheater at the center for the Grove. Union Chapel, 1875, the oldest public building on Shelter Island and the visual center of Copeland's plan, stands about 0.45 miles from this gate (computed from OpenStreetMap coordinates). The National Register listed 141 buildings of the Heights as a historic district on May 7 1993, reference 93000335, covering 105 acres. 4 Winthrop Road is not one of them: the assessment record dates the house to 1950, and a point-in-polygon test against the National Park Service's mapped district boundary puts this parcel outside it. Separately, the Town of Shelter Island's comprehensive plan (Cultural Resources chapter) names "Winthrop Rd to Harbor Lane" as one of only eight island Paths, defined verbatim as "Key routes connecting places, the route itself having special qualities", alongside Bridge Street, Grand Avenue, the Ram Island causeways, Serpentine Drive, Nostrand Parkway, South Midway Road and Cartwright Road.
Listed by:
Michael Brennan, Douglas Elliman
Landscape designer:
Vickie Cardaro






























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