The Kildonan School

Maplebrook School is a small boarding school in Amenia, New York, that serves adolescents and young adults with learning differences.

The Dakin-Coleman Farm is located on Coleman Station Road (Dutchess County Route 58) in the Town of North East, New York, United States. Its large wooden farmhouse was built shortly before the Revolution. At one point it was legally divided between two heirs of its original builder. In the late 19th century renovations mostly to the interior added some Victorian aspects to it. It has remained largely intact since then, and is the oldest house in the hamlet of Coleman Station. It has been a contributing property to the Coleman Station Historic District since it was listed on the National Register of Historic Places on November 22, 1993, and was listed in its own right on November 22, 2000.

Indian Rock Schoolhouse, also known as District 3 Schoolhouse or Webutuck Country Schoolhouse, is located on Mygatt Road in the hamlet of Amenia, New York, United States. It is a wooden one-room schoolhouse built in the mid-19th century in accordance with a standard state plan for small rural schools that reflected contemporary educational reform movements. Of 12 such schools built in the Town of Amenia during that era, only this one survives mostly intact. It remained in use until 1927. In 2002 it was listed on the National Register of Historic Places. Since then it has been restored by a nearby private school and has been used for community events and historic education.

The Sharon station was one of two former New York Central Railroad (NYC) stations that served the residents of Amenia, New York via the Harlem Line.

The Coleman's station was a former New York Central Railroad station that served the residents of North East, New York.

The Coleman Station Historic District is located around the former New York Central Railroad Coleman's station in the Town of North East, New York, United States, a short distance south of the village of Millerton. It is a rural area including several large farms in the southeastern corner of the town. At almost three square miles (7.33 km2), it is the largest historic district entirely within Dutchess County and the second largest in the county. Nine farms were established in the current district by emigrants from New England in the late 18th century. Those farms have since been subdivided and recombined under later owners, but their original boundaries were used to establish the district, a small valley along Webutuck Creek. Over the course of the 19th century they evolved from farms that primarily raised a diverse group of livestock for local and regional markets to dairy farms that used the station and the railroad line that ran through the middle of the district to sell raw milk to New York City. By the middle of the 20th century a corporate farm in the district had become one of the city's largest milk providers. At the end of the 19th century residents of the city began to make country retreats in and around the district. A century later some of them lobbied to create the district and list it on the National Register of Historic Places in 1993. One local farm's resistance to that effort went as far as federal appeals court after lower state and federal courts had negated the creation of the district. Since then some newer farms in the district have used its historic buildings and farms for coffee roasting and low-impact sheep farming, among other. Many of the buildings in the district were erected in the 18th and 19th centuries, with little modification since then. They reflect, in many instances, different phases of agricultural development in the district. Five of these contributing properties are listed on the National Register of Historic Places.

The Oliver Barrett House is located on Reagan Road in the Town of North East, New York, United States, south of the village of Millerton. It is a frame farmhouse built in the mid-19th century, possibly on the site or with materials from another, older house. In the early 20th century it underwent substantial renovations, particularly of its interior. Later in the century it was subdivided into rental units, a conversion reversed by more recent owners. It combines the Federal and Queen Anne architectural styles. Barrett, a successful farmer who became the first postmaster of the small rural hamlet in the area. It has been a contributing property to the Coleman Station Historic District since that was created in 1991, and was listed on the National Register of Historic Places in its own right in 2000.

Hiddenhurst is the former estate of businessman Thomas Hidden, on Sheffield Hill Road in the Town of North East, New York, United States, south of the village of Millerton. It is an elaborate frame house built at the beginning of the 20th century in the neo-Georgian architectural style. Hidden created the estate from portions of four dairy farms in the area and used it to breed horses. After his death in 1918, most of the property was acquired by another large dairy farm in the area, which demolished most of the horse-related facilities. The house is considered one of the most architecturally significant in eastern Dutchess County. In 1991 the remaining estate property was listed on the National Register of Historic Places. It is also a contributing property to the Coleman Station Historic District created two years later.

The Thomas N. Wheeler Farm is located on Indian Lake Road (Dutchess County Route 61) in the town of North East, New York, United States, south of the village of Millerton. It is a frame house built at the beginning of the 19th century in the Federal style. It is one of the earliest surviving intact farmsteads in the Coleman Station Historic District. In 1993, when the district was listed on the National Register of Historic Places, the house and another building on the property were recognized as contributing properties to its historic character. Seven years later it was listed on the Register in its own right.

The Harlem Valley Rail Trail is a paved rail trail on an abandoned portion of the New York and Harlem Railroad, north of the hamlet of Wassaic and easily accessible by train, one mile north of the start at the Metro-North Railroad Harlem Line terminus in Wassaic. It is owned by the New York State Office of Parks, Recreation and Historic Preservation (OPRHP). It is maintained through an agreement between OPRHP, Dutchess County and the Harlem Valley Rail Trail Association, a private not-for-profit organization. The former New York and Harlem main line was acquired by the New York Central Railroad in 1864, and became part of the Penn Central Railroad in 1968. After a severe PC bankruptcy in 1970, the line was abandoned for passenger service between Dover Plains and Chatham in 1972, though freight service continued over the line until 1976, when it was abandoned between Millerton and Ghent. The rest of the line was abandoned in 1980, but Metro-North restored service between Dover Plains and Wassaic in 2000. The abandoned rail line was converted into a public park in 1989. The rail trail opened in 1996, and was expanded in 1997, 2000, 2005 and 2020. It has been expanded northward as a 24.5 mile trail to Taconic State Park) with plans for an extension to Chatham, which would make the total length of the rail trail approximately 46 miles (74 km).

The Ezra Clark House is located on Mill Road in the Town of North East, New York, United States. It is a brick house built in the late 18th century. It is one of the oldest farmhouses in the town, and one of the few built of brick. In 1985 it was listed on the National Register of Historic Places. Eight years later, when the Coleman Station Historic District was created and listed on the Register, it was further recognized as a contributing property.

Smithfield Presbyterian Church is a historic Presbyterian church located near Amenia, Dutchess County, New York. It was built about 1847–1848, and is a one-story, Greek Revival style heavy timber frame church sheathed in clapboard. It has a stone foundation and gable roof and features a tetrastyle portico supported by four Ionic order columns. The church was refurbished in 1938. Also on the property is a contributing horse shed, Sexton's House (1857), and church cemetery, with the earliest grave dated to 1737. George Whitefield (1714-1770) preached an open air revival sermon at the church in June 1770.: 3–4, 6 It was added to the National Register of Historic Places in 2012.