The Whippoorwill Club

Witthoefft House is a historic home located at Armonk, Westchester County, New York. It was built in 1957, and is an International Style dwelling on a concrete slab foundation and stone covered concrete retaining walls. It features exposed structural steel, white glazed-brick walls, and full elevations of glass. The house is perched atop rock outcroppings in a semi-rural setting.It was added to the National Register of Historic Places in 2011.

Sol Friedman House Toyhill, was built in Pleasantville, New York in 1948. This was the first of the three Frank Lloyd Wright homes built in the "Usonia Homes" development north of New York City. The Friedman House forms part of the post-war development of Wright's use of the circle, culminating in his Solomon R. Guggenheim Museum in Manhattan. The Sol Friedman house in Pleasantville, N.Y., is roofed with mushroom-like concrete slabs; the two intersecting closed circles of the actual dwelling are balanced at the end of a straight terrace parapet by the mushroom-shaped carport. This house was completed in 1949 with battered (sloped) walls of almost Richardsonian random ashlar masonry below a strip of metal-framed windows. Wright dubbed the house Toyhill because Sol Friedman was a retailer of books, records, and (in some stores) toys.

Usonia Historic District was a planned community and is now a national historic district located in Town of Mount Pleasant, adjacent to the village of Pleasantville, Westchester County, New York. In 1945, a 100-acre (0.40 km2) rural tract was purchased by a cooperative of young couples from New York City, who were able to enlist Frank Lloyd Wright to build his Broadacre City concept. Wright decided where each house should be placed. Wright designed three homes himself and approved architectural plans of the other 44, which were designed by such architects as Paul Schweikher, Theodore Dixon Bower, Ulrich Franzen, Kaneji Domoto, Aaron Resnick and David Henken – an engineer and Wright apprentice.The layout of the neighborhood was planned by Wright in a circular manner, preserving most of the original trees and "encouraging the flow of the land". The balance of the homes were decreed to be in the modern "organic" style ordained by Wright. The community was named "Usonia" in homage to Wright, whose ideas on the way Americans should live together guided their plan. It was listed on the National Register of Historic Places in 2012 as the Usonia Historic District. The historic district encompasses 43 contributing buildings, 1 contributing site, and 3 contributing structures.The Frank Lloyd Wright-designed Usonian homes in Pleasantville are:

Edward Serlin House was completed in 1949, and is the second of three designs by Frank Lloyd Wright for Usonia, planned as a cooperative community starting in the late 1940s. This is now known as the Usonia Historic District and is located in Pleasantville, New York. The community was listed on the National Register of Historic Places in 2012. The home has three bedrooms, two bathrooms, and is on a five-foot square module, with a shed roof over the living room. Construction was supervised by former Wright apprentice, David Henken, with additions to the design made by Aaron L. Resnick.

The Louis Calder Center is Fordham University's biological field station. The Calder Center is a protected forest preserve located 30 miles (48 km) north of New York City in Armonk, New York, and is the only full-time ecological research field station in the New York metropolitan area.

Roland Reisley House was built in Pleasantville, New York in 1951. The third of the "Usonia Homes" (now known as the Usonia Historic District) designed by Frank Lloyd Wright. this is a building on a hillside with a masonry "core" and wood siding. Roland Reisley was 26 when he built his home. The entrance is dominated by a dramatic wood cantilevered carport, which leads to an impressive yet unpresumptuous low-slung house with cypress paneling and indigenous stone. The original house, built in 1951, had one bedroom, a study and a kitchen and a total of 1,800 square feet (170 m2). Wright returned five years later to design a 1,400-square-foot (130 m2) addition. Usonia Homes was listed on the National Register of Historic Places in 2012.

Westchester County is located in the U.S. state of New York. It is the seventh most populous county in the State of New York and the most populous north of New York City. According to the 2020 United States Census, the county had a population of 1,004,456, its highest decennial count ever and an increase of 55,344 (5.8%) from the 949,113 counted in 2010. Located in the Hudson Valley, Westchester covers an area of 450 square miles (1,200 km2), consisting of six cities, 19 towns, and 23 villages. Established in 1683, Westchester was named after the city of Chester, England. The county seat is the city of White Plains, while the most populous municipality in the county is the city of Yonkers, with 211,569 residents per the 2020 U.S. Census. The annual per capita income for Westchester was $67,813 in 2011. The 2011 median household income of $77,006 was the fifth-highest in New York (after Nassau, Putnam, Suffolk, and Rockland counties) and the 47th highest in the United States. By 2021, the county's median household income had risen to $105,387. Westchester County ranks second in the state after New York County for median income per person, with a higher concentration of incomes in smaller households. Simultaneously, Westchester County had the highest property taxes of any county in the United States in 2013.Westchester County is one of the centrally located counties within the New York metropolitan area. The county is positioned with New York City, plus Nassau and Suffolk counties (on Long Island, across Long Island Sound), to its south; Putnam County to its north; Fairfield County, Connecticut, to its east; and Rockland County and Bergen County, New Jersey, across the Hudson River to the west. Westchester was the first suburban area of its scale in the world to develop, due mostly to the upper-middle-class development of entire communities in the late 19th century and the subsequent rapid population growth.Westchester County has numerous road and mass transit connections to New York City, and the county is home to the headquarters of large multinational corporations including IBM, Mastercard, PepsiCo, and Regeneron Pharmaceuticals. Westchester County high school students often feature prominently as winners of the International Science and Engineering Fair and similar STEM-based academic awards.

Temple Beth El of Northern Westchester is a Reform Jewish congregation in Chappaqua, New York. Founded in 1949, it is notable for its synagogue building, designed by Louis Kahn. Although Kahn designed other synagogues, this is the only one of his designs that was built.According to the National Trust for Historic Preservation, Kahn accepted the commission in 1966, and completed plans for the octagonal sanctuary six years later.

Rehoboth is a historic former barn located on Aldridge Road in Chappaqua, New York, United States. It is a concrete structure that has been renovated into a house with some Gothic Revival decorative elements. In 1979 it was listed on the National Register of Historic Places.It was designed and built in the mid-19th century by newspaper editor and activist Horace Greeley as one of the agricultural experiments he dabbled in, testing whether concrete would make a good building material for farms. It was one of the first concrete structures in the country, and the first concrete barn. Greeley was so satisfied with the result he predicted that he would be remembered for it if nothing else.Two decades after Greeley's death, his daughter Gabrielle and her husband, the Rev. Frank Clendenin, pastor of a New York City Episcopal church, commissioned architect Ralph Adams Cram to remodel it into their house, which he named Rehoboth. They lived there for the rest of their lives, the remodeled house becoming one of the centers of Chappaqua's social life as the community completed its metamorphosis from country town to suburb. It has remained a private home since then.

Horace Greeley High School is a public, four-year secondary school serving students in grades 9–12 in Chappaqua, New York, United States. It is part of the Chappaqua Central School District. It is consistently ranked among the top high schools in America. In 2015, it was listed as the No. 1 best public high school in the US by Best Colleges.

The Bedford Road Historic District is located along that street in the unincorporated hamlet of Armonk, New York, United States. Its 4.5 acres (1.8 ha) contain nine contributing properties, all wood frame buildings from the mid-19th century in variations and combinations of the Federal and Greek Revival architectural styles. In 1985 the group was recognized as a historic district and listed on the National Register of Historic Places.Armonk's history began with the buildings, erected in the mid-19th century when the congregants of St. Stephen's Episcopal Church, the oldest building in the district, subdivided and sold the large parcel the church was on to their rector in order to give the church a solid financial footing. In selling the land for house construction, the congregation was the first to use the name Armonk for the area, and the properties have likewise been described as the hamlet's first residential subdivision.Architecturally, the houses and church are a rare surviving group in classically inspired styles in that part of Westchester County. Some are used as professional offices today. The church's cemetery, in which many of the inhabitants of the houses and other early residents of North Castle are buried, is also part of the district. Since its construction, the district has undergone some changes. Another, smaller house was built within it in the 1880s. The church has gone through several parsonages, one of which has been demolished, along with an additional building used as a girls' school. Highway construction and relocations following IBM's 1964 choice of Armonk for its corporate headquarters changed Bedford Road from a major through route to a dead-end street. In the early 21st century the redevelopment of the land north of the district into Armonk Square, a mixed-use shopping center and apartment complex required the construction of a street in the middle of the district to meet parking requirements, a move which was highly controversial within the community.

Armonk is a hamlet and census-designated place (CDP) in the town of North Castle, located in Westchester County, New York, United States. The corporate headquarters of IBM are located in Armonk.