Prudence Crandall’s School for Young Ladies and Little Misses of Color // c.1805

Built c.1805 for Elisha Payne, this architecturally distinguished Federal style mansion in Canturbury, Connecticut is one of the most significant buildings in the state, not only for its architecture but historical significance. In 1831, a young white woman, Prudence Crandall, was asked to open a boarding school for girls in Canterbury. She purchased this mansion and began operations for the school, which was attended by many wealthy girls in town. In 1832, Ms. Crandall was approached by a young Black girl who worked as a servant in town, named Sarah Harris, asking to attend the school. Encouraged by conversations with both Harris and Maria Davis, a Black woman who worked for Crandall and shared copies of the abolitionist newspaper The Liberator with her, Crandall agreed to admit Harris. Almost immediately, residents protested the school’s admission of a Black girl and parents threatened to withdraw their students, Crandall undeterred, closed her school and reopened in 1833, solely for Black and Brown students. Young girls traveled from several states to attend the school. The legislature of Connecticut responded by passing the “Black Law,” which prevented out-of-state Black and Brown people from attending school in Connecticut towns without local town approval. Crandall was arrested, spent one night in jail, and faced three court trials before the case was dismissed. In September 1834, a nighttime mob of men attacked the house, smashing the windows, leading Crandall to close the school out of fear for her students as no protections were afforded to them. These events made national and international news in the 1830s and galvanized the burgeoning abolitionist movement. Crandall would later marry and left Connecticut, never to return. For her vision and brave actions at this school, Prudence Crandall is Connecticut’s official state heroine and the house was designated a National Historic Landmark in 1991.

George Washington Smith House // c.1886

This house on Westminster Road in Canterbury, Connecticut, is architecturally distinguished by its extensive and imaginative detailing, which reflects the widespread availability of manufactured architectural ornament in the Victorian period. The porch columns, archways, bay window, and round-arched windows all reflect an Italianate influence and the work of its original owner, Mr. George Washington Smith (1857-1937). The house dates to about 1886 when George W. Smith, built it from his workshop formerly located across the street. Smith manufactured mast-hoops, the wooden fixtures for attaching sails to the masts of sailing ships, and utilized his woodworking skills to build and decorate the exterior of his family home.


“The Pillars” // c.1780

Renovated in the early 20th century from a Federal style farmhouse, “The Pillars” in Canterbury, Connecticut, is an extravagant example of a Colonial Revival style residence in this quiet part of the state. The Pillars was the creation of Frank Edwin Miller (1856-1947) and his wife, Hattie Jenks Miller. The Miller’s retired here in 1913 after Hattie inherited the family homestead, which dated to the late 18th century, and they had the home renovated, adding the massive two-story columned porch and projecting entry. The house is a visual representation of the difference between Colonial and Colonial Revival styles as this home, the latter example, is a free interpretation of its prototype with exaggerated architectural details in a scale not seen centuries earlier.

Turnpike House // c.1810

This house in Canterbury, Connecticut, is known as the Turnpike House and dates to the early 19th century. A great example of a Federal style residence, the symmetrical, five-bay home exhibits pair chimneys, multi-light double-hung windows, and an elaborate center entry with sidelights and fanlight transom. The house was built along the Windham Turnpike (now Connecticut Route 14), which was an early toll road established in 1795. Behind the main block of the house is a squat gambrel-roofed ell, that is believed to be made from an older house that previously stood on this site, perhaps dating as early as 1745. According to tradition, this early house, which was also at one time supposedly used as a jail, was the home of Rev. Dr. James Coggswell when he ran a school for boys in Canterbury. One of his pupils at that school was Benedict Arnold, the infamous turncoat.

Asa Bacon Farmhouse // 1783

Located in northern Canterbury, Connecticut, this rural farmhouse was built following the American Revolution, showcasing the emergence of the Federal style from the Colonial Georgian type farmhouses before. The house dates to 1783 and was built by Captain Asa Bacon (1735-1819), a wealthy farmer and captain in the Revolutionary War. The home was also occupied by his son, Asa Bacon Jr. (1771-1857) a Yale educated lawyer who practiced law in town before moving to Litchfield. Asa Jr. was a turnpike promoter, advocating for turnpikes through the formerly sleepy agricultural town, opening it up to trade and commerce. The early Federal-period home features a five-bay facade and central entry with triangular pediment and fluted pilasters. The house appears much like it would have when originally built besides the Victorian-era two-over-two window sashes installed in the late 19th century. The farm even retains a few 19th century barns, likely built when the windows were replaced by later owners.

Scotland Universalist Church – Shetucket Grange Hall // 1843

This charming, Greek Revival style building near the town green in Scotland, Connecticut, was built in 1843 as a Universalist Church for area residents who split off from more Congregationalist beliefs. By the end of the 19th century, populations shifted heavily to industrial centers where work was more plentiful, the church appears to have lost much of its membership and the building became a local grange hall. The Shetucket Grange was organized in June 1887, and was a meeting place for local farmers and their families to promote the economic and political well-being of the community and agricultural pursuits. Today, the building is owned by the town, but it’s use is unclear. Greek Revival in style, the building retains much of its original architecture, from its simple form, facade with two entrances flanking a central hung window, and pilasters framing the bays.

Edward Waldo House // c.1715

The Edward Waldo House in Scotland, Connecticut, is a vernacular Georgian house with saltbox roof and wings which from its erection about 1715 until 1971 was owned by members of the Waldo family. Edward Waldo (1684-1767) purchased land here along the Shetucket River in 1702 and by 1715, erected this house. The saltbox house which Edward Waldo built was one of the first houses in the town of Scotland and would remain in successive generations of the family for centuries. The house was the birthplace of Samuel Lovett Waldo (1783-1861), a portraitist who was a founder of the National Academy of Design as well as Daniel Waldo, chaplain of Congress, 1856-1858, and was one of seven Revolutionary War veterans who, having survived into the age of photography, were featured in the 1864 book The Last Men of the Revolution. The last Waldo owner, Miss Ruth Waldo died in1975. She insured the preservation of her family homestead by bequeathing the house, its contents, and about 15 acres of land to the Antiquarian & Landmarks Society of Connecticut Inc. and the surrounding acreage to the Connecticut Forest and Park Association, creating an enduring legacy for centuries to come. The house, set amongst a quiet country road, is evocative of early days in Scotland, Connecticut, and is one of the finest-preserved Colonial homes in this part of the state. 

Gallup Farm Carriage House // 1906

This handsome Shingle style building was constructed in 1906 as a carriage house of a larger farm property in Scotland, Connecticut. The barn is said to have been built for Archie Gallup, who purchased the old Manning farm just west of the town green in Scotland. The 1 1/2-story carriage-house with a gambrel-roof stands out for its principal entry of paneled wooden doors and above, a large, flared hood featuring two pedimented gable-dormers. The entire building is clad with varied shingles to add complexity to the design, catching the attention of all who drive by.

Scotland Congregational Church // 1842

The main visual anchor of the charming town green of Scotland, Connecticut, is this building, the Scotland Congregational Church. Built in 1842 as the congregation’s third building, this Greek Revival style edifice features stately proportions, temple-front with four large Doric columns supporting the portico, and a two-stage belfry. The chapel (some say it was converted from the original town hall) was acquired by the congregation in 1867, and has remained in its new location ever since. Later alterations include the stained glass windows and clock in the pediment, which dates to the early 20th century.

Huntington Homestead // c.1715

The Huntington Homestead in Scotland, Connecticut, was the birthplace and boyhood home of Samuel Huntington (1731–1796), a Founding Father, a signer of the Declaration of Independence and a distinguished statesman during the Revolutionary War and early Republic. The remarkably well-preserved site includes an eighteenth century house on its original foundation surrounded by acres of farmland and is now protected as a museum. The house was built sometime between the transfer of land in 1715 from Deacon Joseph Huntington to his son Nathaniel, and Nathaniel’s marriage in 1723 to Mehetabel Thurston. As originally constructed, the house consisted of a two-story structure with an end chimney on the west end and one large room on each floor. By the time of Nathanielís death in 1767, the house had been doubled in size with the addition of two rooms west of the chimney, giving the house its current five-bay form. The Georgian style Colonial-era home features a symmetrical facade, twelve-over-twelve windows, and a saltbox roof and is one of the finest Colonial-era homes in this part of the state.

Scotland Town Hall // 1896

The town of Scotland, Connecticut, is a rural community centered around agriculture and is the smallest municipality in Windham County’s ‘Quiet Corner‘. European settlement began in earnest following the purchase of 1,950 acres of land from then Windham, by Isaac Magoon, a Scotsman, who named the new village after his ancestral home. The present-day town hall and offices of Scotland, was originally built in the 1840s as a one-room schoolhouse. In 1894, the town voted to consolidate all the school districts in a single building, and to expand the one-room village school to accommodate them. The present two-story structure was completed in 1896 and was added to the front of the old building. It is unclear if anything remains of the original schoolhouse. The vernacular, Stick style building served as the town’s consolidated school until a modern school building was constructed in the 1960s. This building became the town hall/offices and remains a significant visual anchor to the town’s common.

Charles H. Farnam Mansion // 1884

Charles Henry Farnam (1846-1909) was a lawyer, genealogist, and the son of Henry Farnam, a wealthy railroad industrialist in New Haven, Connecticut. Following his father’s death in 1883, Charles, who may have inherited a small fortune in the will, purchased a house lot on the finest residential street in New Haven, Hillhouse Avenue. The existing house on the lot, the Benjamin Silliman House, was relocated to front Trumbull Street (and recently relocated again to 85 Trumbull Street), clearing the site for his new mansion. He hired esteemed architect J. Cleaveland Cady, who designed a large, Queen Anne/Romanesque masonry home unlike anything else on the Avenue. The house features an asymmetrical plan, corner tower, a Flemish style gable, fancy brickwork and terracotta detailing, and a slate mansard roof. Charles H. Farnam would sell the property to Henry S. Parmelee, a noted businessman and piano manufacturer, who also is credited with inventing the first automated sprinkler head and as a result, owning the first building in the United States to be equipped with a fire suppression system, his piano factory. Parmelee hired local architect Leoni Robinson, to design a rear addition for the house. Parmelee died in 1902, and the property was maintained by his widow and daughter, until it was acquired by Yale University in 1920. Today, the Farnam Mansion is occupied by the Economics Department.

Norton Mansion – Steinbach Hall // 1849

John Pitkin Norton (1822-1852) was a successful educator, chemist, and author, who at just 27-years-old, built this stately mansion on Hillhouse Avenue in New Haven, Connecticut, for his young family. John P. Norton studied chemistry under Benjamin Silliman at Yale College, and was eventually appointed Professor of Agricultural Chemistry at Yale in 1846. He helped to found the Department of Philosophy and the Arts at Yale College and authored many scientific papers, dealing with the chemistry of crops. Coming from an established family and beginning a successful career himself, John hired New Haven-based architect, Henry Austin, to design this large, Italianate villa. The window surrounds, canopies, and flamboyant Moorish entryway are typical of Austin, with the general form and detailing taking cues from architect Alexander Jackson Davis‘ work. The Norton Mansion was purchased by Yale University in 1923 and was long the home to the Yale School of Management and is now occupied by the Jackson School of Global Affairs.

Skinner-Boardman Mansion // 1832

One of the finest houses in New Haven is this stately residence, the Aaron Skinner Mansion on Hillhouse Avenue. The mansion was built in 1832 for Aaron Nichols Skinner (1800-1858) from plans by architect Alexander Jackson Davis. Skinner was a Mayor of New Haven (1850-1854), and for a short time, ran a boy’s boarding school out of this house. Skinner was also a CT State Representative, serving two terms. The house was originally built as a three-bay, two-story house with one-story side wings and a rear ell. After his death, the house was purchased by Judge William W. Boardman, who in 1859, modernized the property hiring architect, Henry Austin, who filled in the side wings and added Italianate window mouldings. The monumental portico supported by fluted, Ionic columns, creates such a stately presence for the early house on the street. In the early 20th century, the mansion was owned by Rutherford Trowbridge, who renovated the house for his own use. The house remained in the Trowbridge family until the death of his last daughter, Miss C. Rachel Trowbridge, when the estate became the property of Yale University.

Farnam House – Yale President’s House // 1871

In 1871, wealthy engineer and philanthropist, Henry Farnam (1803-1883), purchased a house lot on the desirable Hillhouse Avenue in New Haven, Connecticut, where he would live out his final days in retirement. Mr. Farnam made his fortune beginning in 1839, when he was instrumental in building the railroad connecting New Haven to New York. In 1850, he moved to Illinois where he partnered with Joseph E. Sheffield to build the Chicago, Rock Island and Pacific Railroad, becoming that railroad’s president in 1854. In 1868, Farnam moved back to New Haven when he hired Russell Sturgis, Jr., to design and oversee construction on his home there. Henry Farnam also worked with Sturgis on Farnam Hall at Yale, where he is the benefactor and namesake of the building. Henry Farnam died in 1883, and in his will, he stipulated that he would gift his property to Yale College under the condition that his son, Henry W. Farnam, could live there until his death. Henry Walcott Farnam was an economist, and served as president of the American Economic Association. In 1933, the property ownership was officially transferred to Yale University, who in 1936, renovated the property, changing its appearance from Victorian Gothic to Colonial Revival. Architects, Richard A. Kimball and Ellery Husted furnished the designs for the stately residence. Since that time, the Farnam House has served as the residence of the Yale President.