John Watson House, South Windsor, Connecticut

The house at 1876 Main Street, at the corner of Sullivan Avenue in South Windsor, around 1935-1942. Image courtesy of the Connecticut State Library.

The house in 2023:

During the late 18th and early 19th centuries, many wealthy New Englanders built large, ornate, three-story mansions such as these, usually with symmetrical facades, hip roofs, Palladian windows, and other Federal-style architectural features. However, most of these mansions were built in prosperous coastal seaports, such as Salem, Providence, and Portsmouth, and they were rarely seen in inland towns. This house in South Windsor, though, is a rare exception, and it stands out among the otherwise more conservatively-designed homes in the village of East Windsor Hill.

The house was built between 1788 and 1790 for John Watson, a prominent local merchant and farmer. Although he did not live in one of the major seacoast ports, he nonetheless styled his home after the leading merchants in those places, and hired architect and builder Thomas Hayden to design it. The result was one of the finest late 18th century homes in the area, with an elegant exterior and interior that reflected Watson’s wealth and his standing in the town. The house even included such luxuries as a four-hole outhouse, which is still standing in the backyard.

A Yale graduate of 1764, John Watson married his wife Anne Bliss three years later, and they had eight children. Around the same time that he built his house, he was serving as a delegate to the state’s U.S. Constitution ratification convention, voting yes in favor of ratifying the new national constitution. He was in his mid-40s at the time, and John went on to live here for the rest of his life, until his death in 1824. Anne died three years later, and their son Henry inherited the property. Born in 1781, he married Julia Reed in 1809, and they had 13 children, who were born between 1810 and 1833.

Several of Henry and Julia’s children would go on to become prominent individuals, in widely varying fields. Their oldest, Henry Jr., graduated from Harvard, but moved to Alabama in the early 1830s and became a lawyer. He became wealthy through his law practice and several business ventures, and he went on to purchase a plantation, becoming one of the largest slaveowners in the state. In the meantime, his younger brother Louis graduated from Yale Medical School and became a successful surgeon, with a career that included serving as a medical director in the Union Army during the Civil War. Yet another Watson brother, Sereno, also graduated from Yale, with a degree in biology. He went on to become a prominent botanist, and served as the curator of the Gray Herbarium at Harvard.

Despite having so many heirs, the house did not remain in the Watson family after Henry’s death in 1848. Instead, it was sold to Theodore E. Bancroft, who probably moved in around the same time as 1853 marriage to Elizabeth Moore. During the 1860 census, he was 32 years old, and was already a moderately wealthy farmer, with real estate valued at $8,000 and a personal estate of $3,815, for a combined net worth equal to over $300,000 today. He and Elizabeth had two children at this point, and he also employed two farm hands who lived here.

By the 1870 census, Bancroft’s net worth had increased to $37,000, or over $700,000 today, and he and Elizabeth had a total of six children. He lived here until his death in 1903, and Elizabeth remained here with her son Frank until her death in 1923, when she was over 90 years old. By this point, the house had already become a prominent landmark because of its seemingly out-of-place architecture, and the first photo was taken only about a decade later, as part of a project to document the state’s historic buildings.

About 80 years have passed since the first photo was taken, but the exterior of the house has not changed much. It was restored in the late 1990s and converted into a bed and breakfast, the Watson House, which has since closed. The exterior of the house was recently restored, including a new coat of paint, and it still stands as a rare example of a three-story 18th century mansion in the region, and it is one of the contributing properties in the East Windsor Hill Historic District on the National Register of Historic Places.

Samuel Webster House, South Windsor, Connecticut

The house at 1906 Main Street in South Windsor, around 1935-1942. Image courtesy of the Connecticut State Library.

The house in 2017:


This brick, gambrel-roofed house in the village of East Windsor Hill was built in 1787 for Samuel Webster and his wife Lucy. Samuel was a veteran of the American Revolution, having enlisted in 1776 as a private in the 19th Connecticut Regiment, under the command of Colonel Erastus Wolcott, who was a fellow resident of what was, at the time, East Windsor. Webster was nearly 40 at the time, and depending on the actual date of his enlistment he may have participated in the Siege of Boston, which resulted in the British evacuating Boston in early 1776.

Samuel and Lucy moved into this house a few years after the end of the war, and he lived here until his death in 1799. A year later, his daughter Wealthy married Asa Bowe, and they had five children who grew up here. Asa served in the War of 1812, and he later worked as a mail carrier, traveling once a week from East Windsor to Belchertown, Massachusetts in order to deliver the mail. Wealthy died in 1825, and Asa later remarried to Sabra Strickland, with whom he had three more children.

Asa died in 1848, but the house would remain in his family for many more decades. It would eventually be owned by his granddaughter, Mary Ann Birge, who died in 1931 at the age of 90, only a few years before the first photo was taken. Since then, the exterior of the house has remained well-preserved, and it is one of many historic 18th century homes in the East Windsor Hill village of South Windsor. Today, this area, including this house, now forms the East Windsor Hill Historic District on the National Register of Historic Places.

John Newberry House, South Windsor, Connecticut

The house at 960 Main Street, at the corner of Newberry Road in South Windsor, around 1935-1942. Image courtesy of the Connecticut State Library.

The house in 2017:


John Newberry was born in 1756 in South Windsor, which was at the time part of East Windsor still. He served in the American Revolution, and after the war he married Elizabeth Ellsworth in 1784. The following year, they moved into this newly-built house on Main Street, where they raised their 11 children. After Elizabeth’s death in 1816 and John’s death in 1825, their children inherited this home, with the 1855 county map showing their youngest child, Joseph M. Newberry, living here.

Joseph and his wife Jane had eight children of their own, one of whom, Samuel P. Newberry, later purchased the brick house next door at 954 Main Street, directly across Newberry Road from here. Samuel’s youngest son Leslie later owned that house, but another one of his sons, Dwight, inherited this house at 960 Main Street. Like his father, Dwight was a tobacco farmer, and by the early 20th century he was living here with his wife Grace and their son Ellsworth.

Dwight, Grace, and Ellsworth were still living here when the first photo was taken around the late 1930s, and he would continue to live here until 1966 when, at the age of 96, he moved to Poughkeepsie, New York, presumably to be closer to Ellsworth, who was living nearby in Wappingers Falls. Dwight died three years later, at the age of 99, more than 180 years after his great-grandfather had first moved into this house.

Very little has changed with this scene since the Newberry family lived here, and even the fence is the same style as the one that appears in the first photo. The surrounding neighborhood also retains much of its small-town appearance, as US Route 5 now bypasses the center of town on a four-lane road about a half mile from here, leaving Main Street relatively quiet. Several historic districts now comprise much of the area along Main Street, and this house is part of Windsor Farms Historic District, which was added to the National Register of Historic Places in 1986.

Arnold Allen House, South Windsor, Connecticut

The house at 954 Main Street, at the corner of Newberry Road in South Windsor, around 1935-1942. Image courtesy of the Connecticut State Library.

The house in 2017:


This house was built in 1805 for Arnold Allen, a Revolutionary War veteran who married his wife, Mary Elmer, that same year. He was about 46 at the time, and Mary was about 30, and they had two daughters, Anna and Julia, who grew up here. Arnold later sold this house, but he and Mary remained in South Windsor until their deaths in the 1840s.

By the 1860s, this house was owned by Samuel P. Newberry, a farmer who lived here with his wife Emma. They had five children, the youngest of whom were still teenagers when Emma died in 1885. Samuel continued living here until his death in 1913, and his son Leslie later inherited the property. An 1893 graduate of Yale Law School, Leslie worked as a lawyer until shortly before his father’s death, when he began operating a tobacco farm.

By the 1920 census, Leslie was 47 years old and was living here with his wife Hazel and their three young children. Aside from tobacco farming, he also served as town clerk and as a judge, and he and his family were still living here when the first photo was taken. He continued operating his farm until 1960, and by the time he died in a nursing home in 1974, he was 101 years old and was the oldest resident of South Windsor.

In more than two centuries since it was built, this house has seen some changes, including several large additions on the back. The front door appears to have been bricked up at some point before the first photo was taken, and the notes from this photo indicate that an original chimney had been removed from the south side, perhaps to build the porch on the right. However, essentially nothing has changed with this scene since the first photo was taken about 80 years ago, and it is now a contributing property in the Windsor Farms Historic District on the National Register of Historic Places.

Aaron Bissell House, South Windsor, Connecticut

The house at 1891 Main Street in South Windsor, around 1935-1942. Image courtesy of the Connecticut State Library.

The house in 2017:


Aaron Bissell, Jr. was a leading resident of East Windsor at the turn of the 19th century. At the time, the town included all of present-day South Windsor, and Bissell operated a tavern here in the village of East Windsor Hill. The tavern, which is no longer standing, was located just south of where these photos were taken, at the corner of Main Street and Ferry Lane. Along with running the tavern, Bissell was also involved in the local government, serving as town clerk from 1799 to 1825, as well as several terms in the state legislature.

In 1812, a few years after his daughter Sophia’s marriage to Eli Haskell, Bissell built the couple an elegant brick house, which is seen in the distant right of both photos. A year later, he built a nearly identical house for himself, which is seen here in the foreground. Both houses are excellent examples of Federal-style architecture, and they are built of brick, which was far less common than wood-frame homes during this era. The main front sections of the two homes are virtually identical, but additions over the years have changed the appearance of the rear of the houses.

Bissell lived here in this house until his death in 1834, and the property was then purchased by Increase Clapp, a blacksmith. He lived here for the next 25 years, until his death in 1859, and his son Carlos then inherited the house. By around the turn of the 20th century, the house was owned by Lewis Sperry, a lawyer and politician who served two terms in Congress, representing Connecticut’s first district in the U. S. House of Representatives from 1891 to 1895.

The first photo was taken about 15 years after Sperry’s death, and almost nothing has changed since then, except for the removal of the front porch. Both this house and the neighboring Haskell House are well-preserved, and they are two of the many fine 18th and early 19th century homes that line South Windsor’s Main Street. In 1986, both of these homes, along with the rest of he surrounding neighborhood, became part of the East Windsor Hill Historic District on the National Register of Historic Places.

First Congregational Church, South Windsor, Connecticut

The First Congregational Church on Main Street in South Windsor, around 1898. Image from The Connecticut Quarterly (1898).

The church in 2017:


When the town of Windsor was established in the 1630s, its borders originally extended across both sides of the Connecticut River, and included the present-day towns of Windsor, East Windsor, South Windsor, Windsor Locks, Bloomfield, and Ellington. Initially, most of Windsor’s settlement occurred on the west side of the river, but over the course of the 17th century a number of residents built homes here on the east side, in what became known as the village of East Windsor.

Because of its location on the opposite side of the river, traveling to and from church was often difficult, and in 1694 a church was established here in East Windsor. The original church building was located a little north of here, next to the Edwards Cemetery, and the first pastor was Timothy Edwards. He served in this position for over 60 years, until his death in 1758, but he is best known for being the father of Jonathan Edwards, the prominent preacher and theologian who helped spark the Great Awakening.

The current church building is the fourth one built by the congregation, and it was completed in 1845. Most New England churches of this era featured a Greek Revival design, with a columned portico at the front of the building, and this church is no exception. Its design, particularly the tower in the first photo, is remarkably similar to that of the First Church of Windsor, which was renovated a year earlier, perhaps by the same architect.

This area along Main Street was the historic town center of East Windsor, which was incorporated as a separate town in 1768. At the time, it included all of Windsor on the east side of the river, but in 1845 the southern portion of the town was split off to form the town of South Windsor. The current church building, which was built the same year, was located within the new town, so it became the First Church of South Windsor.

In the approximately 120 years since the first photo was taken, the church building has remained in active use, although with some changes to the exterior of the building. Along with modern additions to the back, there is also a new spire. The original one had deteriorated to the point where it had to be taken down at some point around the mid-20th century, and it was not replaced until 1963. Otherwise, though, the building survives as an important part of South Windsor’s historic Main Street, and it is a contributing property in the Windsor Farms Historic District on the National Register of Historic Places.