Talmadge Hill station

The Connecticut panhandle is the southwestern appendage of Connecticut, where it abuts New York State. It is contained entirely in Fairfield County and includes all of Greenwich, Stamford, New Canaan, and Darien, as well as parts of Norwalk and Wilton. It has some of the most expensive residential real estate in the United States. The irregularity in the boundary is the result of territorial disputes in the late 17th century, culminating with New York giving up its claim to this area, whose residents considered themselves part of Connecticut. In exchange, New York received an equivalent area extending northwards from Ridgefield, Connecticut, to the Massachusetts border, as well as undisputed claim to Rye, New York.The two British colonies negotiated an agreement on November 28, 1683, establishing the New York–Connecticut border as 20 miles (32 km) east of the Hudson River, north to Massachusetts. The 61,660 acres (249.5 km2) east of the Byram River making up the Connecticut panhandle were granted to Connecticut, in recognition of the wishes of the residents. In exchange, Rye was granted to New York, along with a 1.81-mile (2.91 km) wide strip of land known as the "Oblong" running north from Ridgefield to Massachusetts, alongside the New York counties of Westchester, Putnam, and Dutchess.

The Elinor and Sherman Ford House is a historic house at 55 Talmadge Hill Road in New Canaan, Connecticut. Built in 1952 for the parents of architect Russell Ford, the house is a good local example of Mid-Century Modern architecture. It was listed on the National Register of Historic Places in 2010.

Waveny Park (also known as Waveny House) is a park in New Canaan, Connecticut. The park's centerpiece is "the castle" built in 1912 and surrounded by 300 acres (1.2 km2) of fields, ponds and trails. The architect for the structure was William Tubby. Landscape design for the original residence was by landscape architect Frederick Law Olmsted, Jr. The property was listed on the National Register of Historic Places in 2019. The house was used for exterior shots for the fictional 'Cortlandt Manor' on the soap opera All My Children for many years; exteriors of the estate were also used in the 2004 remake film The Stepford Wives. The park is bordered by Farm Road to the North, the Merritt Parkway to the South, South Avenue to the East and Lapham Road to the West. Over the years, numerous additional town structures have been built on parts of the property including New Canaan High School, Waveny LifeCare Network, an aquatic center, two public water supply towers, as well as paddle tennis courts. To be able to use some of these facilities, a nominal annual fee is charged. The Parks recreations are enjoyed by many people from all around Fairfield County. Lewis Lapham, one of the founders of Texaco and the man who built Waveny House, spent summers there with his family for many years. The Lapham family gave the Town of New Canaan most of the estate land in 1967 and sold Waveny House and its surrounding 300 acres (1.2 km2) to the Town for $1,500,000. Actor Christopher Lloyd (Back to the Future, The Addams Family), born in Stamford, CT, lived in the Waveny mansion.

Woodway station was a station on the New Canaan Branch of the former New York, New Haven, and Hartford Railroad and later the Penn Central. The station was located off of Hoyt Street in Darien, Connecticut. Woodway station closed on July 17, 1972.

New Canaan High School is the only public high school in New Canaan, Connecticut. In 2017, it was ranked the best public high school in Connecticut, and one of the top 200 in the nation. New Canaan High School was ranked the 74th best STEM high school in the nation by U.S. News & World Report.The school is a part of the Fairfield County Interscholastic Athletic Conference, otherwise known as the FCIAC. The New Canaan Rams have won numerous state championships. New Canaan is known for its competitive football, lacrosse, ice hockey, and tennis teams. Its football team holds 22 state championships and is consistently a top 10 team in the state. In 2016, its boys' lacrosse team was ranked 3rd in the nation.

Jennifer Dulos (née Farber; born September 27, 1968; presumed dead May 24, 2019; ruled legally dead October 24, 2023) was an American woman who went missing on May 24, 2019. Authorities believe that she was killed in an attack at her home in New Canaan, Connecticut, United States. Her estranged husband, Fotis Dulos, and his girlfriend, Michelle Troconis, were arrested on charges of tampering with evidence and hindering prosecution in connection with Jennifer's disappearance. Later, the two – along with Fotis's attorney Kent Mawhinney – faced additional charges related to Jennifer's murder. Fotis died by suicide in January 2020. Troconis was convicted of the six charges against her in March 2024 and sentenced to 141⁄2 years in prison in May. Mawhinney is awaiting trial. Jennifer and Fotis were in the midst of a contentious divorce and child-custody proceedings. Police believe Fotis lay in wait for Jennifer, attacking her when she returned home after dropping her children off at school. In the evening, he and Troconis drove to Hartford to dispose of garbage bags containing items with Jennifer's blood on them. Police further allege that Mawhinney conspired with Fotis and Troconis.

The Rayward–Shepherd House, also known as Tirranna and as the John L. Rayward House, was designed by renowned architect Frank Lloyd Wright and built in New Canaan, Connecticut in 1955 for Joyce and John Rayward. Although commissioned by the Raywards, Herman R. Shepherd completed the design after purchasing it in 1964. William Allin Storrer credits Shepherd's actions with salvaging the house, repairing the poor work that Storrer attributes to John Rayward's "constant pursuit of the lowest bid." (Storrer, 411) "Tirranna" is an Australian aboriginal word meaning "running waters," an apt name for this spectacular residence. Located on a pond just off the Noroton River, it features elaborate land and water-scaping. Built of standard concrete block, glass, and Colorundum flooring, and trimmed with Philippine mahogany, most of the house conforms to a hemicycle plan. Its living/dining wing overlooks a pool which steps down to a pond and extensive landscaped gardens, designed by Frank Okamura, landscape architect for the Brooklyn Botanic Garden. Charles Middeleer, a notable local landscape architect, also contributed to the landscape design.The Rayward House includes a later (1958) extension featuring an observatory above the master bedroom dressing room, as well as a playhouse for the Raywards’ daughters, Victoria and Jennifer (1957), which echoes the hemicycle form of the main house. The site was purchased by Herman R. Shepherd in 1964. According to Storrer, after 1964, Wright's successor firm, Taliesin Associated Architects (TAA), "provided a major extension beyond the work room...." which "leads to a greenhouse with servant and guest quarters, shop and extra carport." Later work by TAA "brought about the enclosure of the space between original bedroom wing and added master bedroom wing, gaining an atrium and informal living room.... Even later, a circular deck was added above the main pool." (Storrer, 411) It had been purchased in the late 1990s by businessman Ted Stanley and his wife Vada. After Stanley's death, the property with 15-acres was put on the market in January 2017 for US$8,000,000 by his heirs. The house sold in March 2018 for a reported US$4.8 million.

The Stephen Tyng Mather Home is a historic house and National Historic Landmark at 19 Stephen Mather Road in Darien, Connecticut. It is significant as the longtime family home Stephen Tyng Mather (1867–1930), an industrialist and conservationist who championed the creation of the National Park Service in 1916 and served as its first director. The main house was built in 1778 by his great grandfather, Deacon Mather. Stephen Mather often lived elsewhere, but regarded this house as his true home.

Springdale Cemetery was a passenger rail station on the New Canaan Branch of the New York, New Haven, and Hartford Railroad and later the Penn Central. Located in Darien, Connecticut, near the border with Stamford, the station opened in 1898 to service the St. Johns Cemetery in the Springdale neighborhood. A decline in station ridership that had begun in the early 1900s culminated in the station being closed and merged with the nearby Springdale stop.

New Canaan Country School (abbreviated NCCS) is an independent, private day school in New Canaan, Connecticut for students in Beginners (age 3) through Grade 9 from Fairfield and Westchester Counties. The current head of school is Aaron Cooper.

New Canaan station is a commuter rail station on the New Canaan Branch of the Metro-North Railroad's New Haven Line in New Canaan, Connecticut.

The Deacon John Davenport House is a historic house at 129 Davenport Ridge Road in Stamford, Connecticut, United States. Built in 1775, it is significant for its architecture and for its association with the locally prominent Davenport family, descended from John Davenport, one of the founders of New Haven. The house was listed on the National Register of Historic Places in 1982.