George P. Fisher House // 1864

The George P. Fisher House is located at the corner of Hillhouse Avenue and Trumbull Street in Central New Haven, Connecticut. Built in 1864, the residence is one of the finest examples of the Italianate style in the state with its square, three-story form with gabled pediment, bracketed eaves, window hoods, and brick construction with stucco scored to resemble ashlar masonry. George Park Fisher (1827-1909) completed his education in Theology at Brown and Yale and would become a professor at the latter institution for much of his life. Additionally, Rev. Fisher was a frequent contributor to The New Englander (now the Yale Review) the oldest literary journal in the United States. Due to failing health at the turn of the 20th century, George Fisher relocated to Litchfield County for fresh air and relaxation for his health. The property was sold to John Wolcott Bristol, a wealthy attorney who never married. As with nearly all of the buildings on Hillhouse Avenue, the property was acquired by Yale in 1935 and is now occupied by the University’s Economic Growth Center.

Abigail Whelpley House // c.1826

The oldest extant building on Hillhouse Avenue in New Haven is this Federal-period house with later Victorian-era modifications. The Abigail Whelpley House was built by 1826 (with some estimates as early as 1800 and moved to the site) and was a traditional, five-bay, two-story Federal style residence. It is said that the house was built by James Abraham Hillhouse (1789-1841) for his widowed family member, Ms. Whelpley, and her two sons. As of 1849, the property was owned by Noah Porter, later President of Yale, who would alter the house in the 1860s with the addition of a mansard roof and trim, all designed by architect, Henry Austin. The house, now known as Allwin Hall, is maintained by Yale University and contains offices for the program on Ethics, Politics & Economics.

Pritchard House // 1836

One of the earliest houses built on Hillhouse Avenue in New Haven, Connecticut, is this stately Greek Revival mansion with monumental portico. The house was built in 1836 for Mary Pritchard from plans by great American architect, Alexander Jackson Davis. The mansion is two stories and is constructed of brick and stucco with a distinct two-story portico supported by fluted Corinthian columns. The architect also may have designed a barn at the rear of the house for Ms. Pritchard. Like many other former residences on Hillhouse Avenue, the house was acquired by Yale University, and is now the house of the Provost.

Perit House – Horchow Hall // 1859

This Italianate Villa style mansion on Hillhouse Avenue in New Haven, Connecticut, was built in 1859 for Pelatiah Webster Perit (1785-1864), a successful New York City shipping merchant and president of the New York Chamber of Commerce. Perit split his time between New York and New Haven and would hire architect, Sidney Mason Stone, to design this home on Hillhouse Avenue in New Haven. The brownstone residence is notable for its elaborate scroll brackets supporting the window pediments and front entry portico with arched doorway with rope moldings. The mansion was occupied by Perit for just four years until his death in 1864, and it was later owned by Henry Lucius Hotchkiss, a businessman. Like nearly all buildings on Hillhouse Avenue, the building was acquired by Yale University and is now known as Horchow Hall, and is part of the Yale School of Management.

Graves-Dwight House // c.1862

Hillhouse Avenue in New Haven, Connecticut is lined with stunning 19th- and 20th- century mansions showcasing the evolution of styles and architectural taste for the wealthiest residents. This is the Graves-Dwight House, a high-style Italianate mansion built around 1862. The residence was built for John Samuel Graves (1807-1892), a local businessman and politician who was a founder of the New Haven Gas Light Company. The architect is not known, but the house is the work of a skilled designer with immense attention to detail. The highly ornamented exterior features a symmetrical facade, bracketed cornice and window hoods, a recessed third-floor balconette with segmental arch pediment above, and bold, period-appropriate paint scheme. The residence was later owned by James McLaren Breed Dwight, a lawyer, and his wife, Cora Tallmadge Dwight. Since the 20th century, the property has been owned and preserved by Yale University, and is now home to the Archaeology Department.

Abercrombie Fine Arts Wing // 1974

Completed in 1974 for the now defunct Pine Manor College in Brookline, Massachusetts, this interesting Contemporary/Shed style building is modern, yet employs materials and a general form that fits into its surrounding context. When Pine Manor College received a grant by the Abercrombie Foundation, planning began immediately to design and build the Abercrombie Fine Arts Wing of the school. The building was designed by Paul J. Carroll & Associates, and features a bold roofline with clerestory windows, used to provide ample natural light for the classroom and art studio spaces inside. The building remains a part of the newly established Messina College, a Boston College campus enrolling first-generation high-financial need students, giving all an opportunity for education, no matter their circumstances.

Roughwood Estate Cow Barn // 1892

Like the Roughwood Mansion and carriage house, this building was designed and built in Brookline, Massachusetts, in the early 1890s as part of the “Roughwood” estate. Despite its high-style and ornate detailing, the building was actually constructed as a cow barn. Built in two phases for its two owners, William Cox and Ernest Dane, the large barn structure blends Victorian design into a use more reserved for vernacular detailing. The building was designed by Andrews, Jacques and Rantoul, and like the mansion and carriage house, blends Queen Anne and Shingle styles under one roof. Ever-since the estate became a college in the 1960s, the building has been used as a maintenance building. It appears that since it has been owned by Boston College as part of it’s Messina Campus, it is undergoing a thoughtful restoration!

Roughwood Estate Carriage House // 1891

Built on the expansive grounds of “Roughwood”, a country estate in Brookline, Massachusetts, this former carriage house has seen many iterations in its lifetime. Like the mansion house, the carriage house is a blending of Queen Anne/Shingle styles with fieldstone and shingle construction, designed by the architectural firm of Andrews, Jacques & Rantoul. When the Roughwood Estate was purchased and converted to Pine Manor College, the carriage house was adaptively reused and added onto as the Annenberg Library with a large imaginatively designed wing by Shepley, Bulfinch, Richardson and Abbott completed in 1986. The building remains as a library as part of the newly established Messina College, a campus of Boston College, which opened in July 2024 for over 100 first-generation college students. Gotta love adaptive reuse!

Roughwood // 1891

Roughwood is a historic estate house on Heath Street in Brookline, Massachusetts. The main residence and the various outbuildings on the grounds were designed by the Boston architectural firm of Andrews, Jaques and Rantoul, and built in 1891 as the summer estate of William Cox, a wholesale dealer in the footwear industry. Mr. Cox died in 1902 and the property was sold to Ernest Dane, the year before he married Helen Pratt, the daughter of Charles Pratt, a wealthy New York businessman and philanthropist. Mr. Dane was a banker who served as President of the Brookline Trust Company. The Dane’s owned the property for decades until the property was eventually purchased by Pine Manor Junior College in 1961. The estate house remained a centerpiece of the campus. In the early 21st century, Pine Manor College saw financial distress, and was saved by Boston College, who acquired the campus and its existing students as Messina College, which opened in July 2024 for over 100 first-generation college students. Architecturally, Roughwood is a high-style example of the Queen Anne/Shingle style of architecture. The mansion is built with a puddingstone and brownstone first floor and a second floor of varied patterns of wood shingles, all capped by a slate roof. The facade is dominated by towers and dormers and the great rustic entrance portico with dragon’s head brackets. To its side, a 1909 Tudor Revival addition served as a music room for the Dane’s family and while stylistically unique, is designed with impeccable proportions.

Saint Lawrence Catholic Church // 1896

The parish known today as Infant Jesus-St. Lawrence Church was established in 1898, two years after its original chapel building – shown here – was erected to serve as a mission church of St. Mary of the Assumption in Brookline Village. The St. Lawrence Church was built in 1896 on Boylston Street in the Chestnut Hill/South Brookline area of the town, built to serve a more local, well-off population in the area. The church (and the adjacent rectory) was designed by Franz Joseph Untersee, a Swiss-American architect, and Brookline resident, who designed many Roman Catholic churches throughout the eastern part of United States. The Neo-Gothic church building is built of wood and stone with stucco and applied half timbering. Besides the large stained glass window and applied ornament, the church is notable for its square, irregularly-laid granite tower with crenelation. The church remains active in the community and very-well preserved inside and out.