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.

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.

General John Sedgwick House // 1860

The Major General John Sedgwick House is located in Cornwall Hollow, Connecticut, and stands out as one of the finest residences in this part of the state in a rural setting. The house was built by 1860 for General John Sedgwick (1813-1864), who was born in a house standing on this site, which had been built by his grandfather, a veteran of the Revolutionary War. In 1859, the Sedgwick family homestead burned to the ground. Sedgwick, then already well established in his military career, took leave to oversee construction of its replacement. This house was built, apparently on the foundation of the old house, in 1859–60. The work was done by Cyrus Marsh, a local builder, in the Italianate style with decorative brackets, window mouldings, hoods, and a large columned entry portico. Major General Sedgwick was active in many campaigns, and during the American Civil War, he was killed by a sharpshooter at the 1864 Battle of Spotsylvania Court House, he was the Union Army’s highest-ranking casualty of the war and never got to reside in his Cornwall home.

West Cornwall Covered Bridge // 1864

The West Cornwall Covered Bridge spans the the Housatonic River in the town of Cornwall, Connecticut and is one of three historic covered bridges in the state. Records indicate that a bridge was in this location as early as 1762, but many were destroyed by floods and storms over the years, and even in the past century, flooding as a result of the 1938 New England hurricane and the flood of 1955, threatened to wash the bridge away, but she survived. The 172-foot bridge has been depicted in paintings, photographs, and movies, including Valley of the Dolls a 1967 film. The charm of a historic New England covered bridge is so enchanting and has been a draw for tourists to stop by this amazing town for decades.

Birdsey Hall // c.1804

Built circa 1804 in the form of an English country estate house, Birdsey Hall stands as the finest property in the town of Goshen, Connecticut. The residence was built for Birdsey Norton (1763-1812), a wealthy cheese merchant who was said to have been inspired to build a country estate after travelling the American south on business. The high-style Federal/Adamesque mansion features expansive grounds bounded by brick walls and Victorian gardens. The property was later owned by Fred Favorite and Robert Devoe, friends of Liberace, who operated an antique store. Birdsey Hall remains one of the finest Federal estates in Connecticut.

Wright Homestead // 1767

This large, brick gambrel-roofed Colonial home in West Goshen, Connecticut, was built over decades beginning before the American Revolution and has remained in the same family ever-since! In 1767, Captain Jabez Wright (1737-1813) married Martha Baldwin of Goshen, and began constructing this farmhouse of brick. When the war broke out, he fought in New York, he also served as captain of a company of Connecticut militia, turning out to repel the British forces at New Haven. He would largely complete the home by 1787, and ultimately died in 1813. After successive ownership of generations of the Wright family, the property was owned by Henry G. Wright (1831-1917), a farmer who represented Goshen in the state legislature and held many town positions. The first Methodist sermons in town were also held in the home. Henry Wright died at 86 years old on this property, after being attacked by a bull. When entertaining guests, he showed others a prized bull, and possibly fell into the pen, and was trampled and attacked. The Wright Homestead is unique for its brickwork with bonds and burned headers, resembling many Colonial-era homes in Virginia, but this house can be found on the back roads of Goshen, Connecticut!

Old Goshen Academy Building // 1824

The former Goshen Academy building is located in the central village of the rural town of Goshen, Connecticut, and it is an important vestige of early education in the small town. The Goshen Academy building was built in 1824 from funds by shareholders of the institution. The academy featured a lecture room on the second floor with smaller classrooms downstairs. The academy would eventually close, and it has been occupied by the Goshen Historical Society.

Old Chaplin Town Hall // 1840

The area that is now Chaplin, Connecticut was settled in the 18th century. The impetus to separate the community occurred due to the difficulty of area residents in reaching the churches in nearby town centers. Benjamin Chaplin (1719-1795), bequeathed funds for the establishment of a church near his (now no longer standing) home. A village center developed around the church, and the town was incorporated in 1822. The village is unusual in Connecticut for its relatively late development, and because the center is not near usable water power, and was bypassed by railroads, it was not affected by later industrialization. The main street is extremely well-preserved and a visual link to 19th century Connecticut. In 1840, the town erected this one-story Greek Revival building to serve as the town hall. The gable end reads as a pediment with the walls constructed of smooth vertical boards. The town outgrew this building and it became the town’s museum after the present town hall building was constructed in the northern part of the village. The museum closed and the building appears unused today. Hopefully the town can find a way to use the structure and maintain it.

New Haven City Hall // 1861

Less than four centuries ago the area which is now New Haven, Connecticut, was the home of a small tribe of Native Americans, the Quinnipiac. White settlers arrived by 1638 and made a deal with the local sachem (leader) to protect the native Quinnipiac from raiding bands of Pequots and Mohawks in return of purchasing some of the tribe’s land by the Puritans. By 1640 a complete government had been established and the settlement, originally called Quinnipiac, was renamed Newhaven (later New Haven). The town plan was based on a grid of nine squares. In accordance with old English custom, the central square, now the Green, was designated a public common. By 1718, in response to a large donation from East India Company merchant Elihu Yale, an early college relocated from Old Saybrook to New Haven, and its name was changed to Yale College. The city grew exponentially with industry, education, and commerce, becoming one of the wealthiest and diverse cities in the state. As the city grew after the Civil War, a new City Hall was built. The New Haven City Hall was constructed in 1861-2 and was designed by local architect Henry Austin. To the left of City Hall and set back further from the street was the old Courthouse (1871-3) designed by David R. Brown (1831-1910). Together the buildings provide a united facade marking the first phase of the High Victorian Gothic Style in America. By the 1980s, plans for a new Government Center were discussed following decades of deferred maintenance and a decaying building. Luckily, cooler heads prevailed, and the facades of the building were preserved with a modern structure constructed behind to house city offices, from plans by local architect Herbert S. Newman. The Victorian Gothic and Post-Modern building stands proudly today, anchoring the east end of the Town Green.

Judson Manville House // 1835

Greek Revival style houses in brick are amazing to find “in the wild”, when I stumble upon them! This example is located in the South Britain village of Southbury, Connecticut. The brick house was built for Judson Manville in 1835 and it was constructed of locally manufactured bricks. Judson operated a hat manufacture next door to this property and it clearly made him some money. The property was eventually acquired by the Hawkins Company at the turn of the 20th century and it was operated as the company offices. It was during this time that the 20th century wrap-around porch was added. It is now a private residence.

St. Sergius Chapel // 1932

Formerly known as “Churaevka,” the community known today as Russian Village in Southbury, Connecticut, was established in 1925 as an artistic community for Russians who fled to America after the Russian Revolution of 1917. The village was created by two Russian writers, Count Ilya Tolstoy, the son of Leo Tolstoy (the author of War and Peace and Anna Karenina), and the famous Siberian novelist George Grebenstchikoff. Although Tolstoy was first to discover the area while visiting his translator in Southbury, it was Grebenstchikoff who dreamed of establishing a cultural center and planned to create a rural community of cottages where Russian writers, artists, musicians and scientists could live and flourish statestide. The village was named after a mythical Siberian village mentioned in the works of Grebenstchikoff and the centerpiece is this chapel, St. Sergius Chapel, which was built in 1932-33 from plans by Nicholas Roerich. The small square-plan chapel was likely built of stone gathered from the neighborhood.

Benjamin Stiles House // 1787

Built for Revolutionary War veteran and local lawyer Benjamin Stiles, this stunning Georgian mansion is unique for its use of brick in construction, a material not too common for some of Southbury’s earliest homes. Local tradition holds that a French engineer in General Rochambeau’s army provided assistance in designing the building, using the metric system, likely on the march from Newport to Yorktown. Benjamin’s father was one of the original settlers who migrated from present-day Stratford to the un-developed Southbury. The hip-on-hip roof with pedimented dormers is really a stunner, and unique for the town!

Oldfield – John Moseley House // 1818

Federal style houses are among my favorite styles! From the classical design details to the symmetrical facades, there are so many great examples of Federal style houses in New England. This house in Southbury, Connecticut dates to 1818 and was built by John Moseley (1775-1876), who lived to be 100 years old, and married twice, outliving both of his wives. According to a family history, Moseley personally went to Maine to pick out the wood used to build his house as there were no large trees left in the area when house construction began in 1818. In the early 1900s, the house was updated with a rear addition, built from a structure moved from across the street and attached to Oldfield, and with the addition of the large Colonial Revival style portico at the front entry. The house has been a bed & breakfast since the 1990s, originally called Cornucopia at Oldfield, it is now known as the Evergreen Inn.