Chapel, Avon Old Farms School (1922)

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One of the first buildings to be constructed at Avon Old Farms School in Avon was a carpentry shop (other early buildings were the Water Tower and Forge). The carpentry shop was later turned into the school’s Chapel in 1948 and named the Chapel of Jesus the Carpenter. The school buildings were designed by Theodate Pope Riddle, who utilized craftsman from the Cotswolds in England to construct buildings in a traditional English country manner. The carpentry shop is a half-timbered structure of brick nogging resembling similar buildings found in English villages that Theodate Pope Riddle had visited. Originally, students sat in the chapel on seats that faced each other along its length. The Chapel underwent a major renovation in 1999: the roof was restored and a new organ was installed inside. Next to the Chapel is a wooden cross, made in the early 1950s with hand tools using timber grown in the school’s woodland’s. It was placed in its current location when the Chapel was renovated in 2000. A tablet notes that it is dedicated to the memory of Donald W. Pierpont, Provost (Headmaster) from 1947 to 1968.
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Water Tower and Forge, Avon Old Farms School (1922)

Avon Old Farms School, which opened in 1927, is a boarding school for boys founded by Theodate Pope Riddle, Connecticut’s first licensed female architect. She lived at Hill-Stead in Farmington, which she had helped design. Planning for the school’s campus began in 1918 and the land was cleared in 1921. The buildings were modeled after English Cotswold and Tudor styles and utilized traditional English methods. Among the earliest structures to be built were the Water Tower and the Forge, located at the entrance to the campus, whose foundations were laid in 1922. The cylindrical Water Tower is constructed of red sandstone at the base, which melds into similarly-colored brick. Connected to it is the Forge, which has two large chimneys. Constructed of sandstone blocks and brick, it was built as a working forge and provided the metal hardware (hinges, door latches, stair rails, and lanterns) used throughout the campus. The Water Tower contained water until 1976, when cisterns were placed underground. It is now the Ordway Gallery. The Forge was later converted to classroom and meeting space and its exterior has recently been restored.

Westover School (1909)

The Westover School is an independent preparatory day and boarding school for girls in Middlebury. Plans for the school’s quadrangle were completed in 1907 by Theodate Pope for Mary Hillard, Westover‘s first headmistress, who had sought to establish a school west and over the hill from Waterbury. The building was completed and opened in 1909. Designed in the Colonial Revival style, to harmonize with other structures around Middlebury Green, the Westover School building features a hexagonal cupola above the central entrance pavilion, with a Gothic chapel projecting on the east end of the structure and the cottage-like quarters of the headmistress on the west. In 1916, Theodate added Virginia House, an art and music studio, to the Westover campus.

Highfield (1914)

In 1911, Theodate Pope Riddle, famous for designing Hill-Stead in Farmington, completed plans for another country estate for her friends, Joseph and and Elizabeth Chamberlain. In 1909, the Chamberlins had acquired land in Middlebury, close to Whittemore estate. Their house, called “Highfield,” was constructed in 1911-1914, on a hill above Lake Quassapaug. Theodate’s design for the house was influenced by her recent trip to England, where she had studied traditional village architecture and the work of English Arts and Crafts architects like Edwin Lutyens. Designed to resemble a rustic English cottage, Highfield has a large interior, with the second story cleverly concealed behind the sloping shingled roof. Next to the house is a sunken garden, where Theodate created a sumer house with removable glass walls. Charles Downing Lay made alterations to the back of the house in 1925 and to the attic in 1929. In 1954, the Stillman family, who had suceeded the Chamberlins as owners of the house, sold the property, which became a nine hole golf course. The house is now the clubhouse.

Underledge (1896)

Underledge is a fieldstone cottage, built by William Potts on Mountain Road in Farmington around 1894-1896. Potts, a member of the Century Association in New York, wrote two books of nature sketches at Underledge: From a New England Hillside: Notes from Underledge (1895) and More notes from Underledge (1904). In 1898, Potts sold Underledge with eight acres to Alfred Pope and the cottage thus became part of the Hill-Stead estate. Later, Pope’s daughter, Theodate Pope Riddle, calling it the Field Office, used Underledge as her office and studio, where she planned her architectural projects. No longer part of Hill-Stead, the house is now a private home.

The Daniel Judd House (1730)

The Daniel Judd House in Farmington (not to be confused with the 1875 Daniel Judd House in Cheshire) is a colonial saltbox home built around 1725-1730. The house was built on land that Daniel Judd inherited from his parents, William and Mary Steele Judd, early settlers of Farmington. Judd sold his house to his oldest surviving son, James, in 1741 and it was willed to James Judd, Jr. in 1779, although the younger James lost his money and the property was foreclosed on in 1805. It then passed through various owners until it was acquired by James O’Rourke in 1874. In 1890, O’Rourke rented the house to Theodate Pope, daughter of the wealthy industrialist Alfred Atmore Pope. She soon purchased the house in 1892. Calling it the “O’Rourkery” after its previous owner, Pope hired the architectural firm Hapgood and Hapgood to restore the house. Some years later, she added a side entrance porch to the house and would continue to make other alterations to the building over the years.

In 1896, she acquired the property next to her home, which included an earlier, seventeenth-century dwelling, possibly built for William Judd. She had this building moved and attached to the O’Rourkery as an ell. Calling it the “Gundy,” Pope opened the ell in 1902 as an “Odds and Ends Shop” for students at Miss Porter’s School. Pope would later persuade her parents to settle in Farmington, using her experiences in restoring the O’Rourkery in designing for them the famous Hill-Stead estate. She would go on to design a number of other buildings. Theodate Pope later resided at Hillstead with her husband, John Wallace Riddle, but continued to own the O’Rourkery, using it as a retreat. After her death, the estate, including the O’Rourkery, became the property of the Hill-Stead Museum. The Gundy shop continued in operation under various people until 1969, but in 1975 the Museum sold the house. It is now a private residence. Behind the Gundy today is a notable (private) Colonial Revival garden.

Hill-Stead (1901)

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Constructed between 1898 and 1901, the Pope Riddle House, centerpiece of the Hill-Stead estate in Farmington, was constructed as a retirement home for the industrialist and art collector Alfred Atmore Pope and his wife, Ada Lunette Brooks. It was designed by their daughter, Theodate Pope Riddle, working with Edgerton Swartout, an architect with the firm of McKim, Mead, and White. Gaining a valuable apprenticeship in architecture through this experience, she would go on to design many buildings over the next 30 years, including the 1920 reconstruction of the Theodore Roosevelt Birthplace in New York and the Avon Old Farms School, which she founded.

Once described by Henry James as, “a great new house on a hilltop,” the Colonial Revival-style building combines various influences, from the traditional New England farm house to George Washington’s Mount Vernon. Various additions were made in the following years by Theodate Pope Riddle (who married diplomat John Wallace Riddle in 1916). She later inherited the house and left the estate to become a museum after her own death in 1946.

The museum showcases Alfred Pope’s art collection. Begun in the 1880s, it includes works on paper, Japanese woodblock prints, and Impressionist paintings by Claude Monet, Edgar Degas, Édouard Manet, Mary Cassatt and James M. Whistler. It was featured in the 1907 book, Noteworthy Paintings in American Collections, edited by John LaFarge and August Jaccaci.