Smith-Taylor Cabin

The Smith-Ransome Japanese Bridge of South Ferry Hills on Shelter Island, New York is one of the first 'reinforced concrete construction' structures built in North America by engineer Ernest L. Ransome for the mineral prospector known as the "Borax King", Francis Marion Smith. Installed in the late 19th century at Smith's East Coast estate, 'Presdeleau', it is an example of ferro-concrete construction enabling an elegant design of what was a popular early 20th century period piece, the Japanese style bridge. It is listed on the New York State and National Register of Historic Places as a significant historical landmark and one of the last surviving two by Ernest Ransome.

Shelter Island is a hamlet and census-designated place (CDP) within the Town of Shelter Island in Suffolk County, New York, United States. The population was 1,602 at the time of the 2020 census. The community is on Shelter Island, between the North and South Forks of Long Island, and is reachable only by ferry. Many of the properties are owned by wealthy New York City residents who use the island as a weekend retreat. Shelter Island is characterized by a quieter and less social lifestyle than that of the nearby Hamptons.

James Havens Homestead is a historic home located at Shelter Island in Suffolk County, New York. The house was built in 1743 and expanded in the early- mid-19th century. It is a large wood-frame building with wood-shingle sheathing, broad gable roof, wraparound porch, and rear wings. The main section includes a two-story, three-bay side-entrance-hall dwelling which was enlarged to four bays with a wide two-story, one-bay addition. Also on the property is a small wood-frame shed.It was added to the National Register of Historic Places in 1986.The house is owned by the Shelter Island Historical Society and operated as a historic house museum.

Shelter Island Windmill is an historic windmill north of Manwaring Road in Shelter Island, Suffolk County, New York. It was built in 1810. Master Millwright Nathaniel Dominy V (1770–1852) was the architect and builder of the windmill. The windmill has been on Shelter Island since 1840 and at its current location since 1926 on the Sylvester Manor farm.

Manhanset Chapel, also known as Mechanics' Hall, is a historic nondenominational chapel at 24 N. Ferry Road in Shelter Island, Suffolk County, New York. It was built in 1890 and moved to its present site in 1924. It was originally located on the grounds of the Manhaset House Hotel. It is a modest, frame Gothic Revival style structure. It consists of a gabled nave; a prominent, square engaged tower; a distinct chancel with a lower gabled roof; and a rear entrance wing.It was added to the National Register of Historic Places in 1997.In 1986, the Osofsky family donated the chapel to the Shelter Island Historical Society, which restored it to the 1924 period of its significance when it was used by the Junior Order of United American Mechanics. In 2011, Randy Osofsky repurchased the chapel with her husband, Stephen Kessler, for use as an arts and events space for Shelter Island.

Sylvester Manor is a historic manor on Shelter Island in Suffolk County, New York, USA.

Cedar Island Light is a lighthouse in Cedar Point County Park in East Hampton, New York. It overlooks Gardiners Bay.

Dering Harbor is a village in the Town of Shelter Island, in Suffolk County, New York, United States. As of the 2020 census, the village population was 50, making it the least populous village in the State of New York. The Incorporated Village of Dering Harbor is located on the northern side of Shelter Island, east of the hamlet of Shelter Island Heights.

Shelter Island Heights is a hamlet and census-designated place (CDP) located in the Town of Shelter Island, in Suffolk County, New York, United States. It is located on the north side of Shelter Island, surrounding the village of Dering Harbor. The population was 1,601 at the time of the 2020 census.

Shelter Island is an island town in Suffolk County, New York, United States, near the eastern end of Long Island. The population was 3,253 at the 2020 United States census.

North Haven is a village in the Town of Southampton in Suffolk County, on the South Fork of Long Island, in New York, United States. The population was 1162 at the 2020 census.

Shelter Island Heights Historic District is a national historic district located at Shelter Island Heights in Suffolk County, New York. There are 141 contributing buildings and one contributing structure.It was added to the National Register of Historic Places in 1993.