David Phelps House, Simsbury, Connecticut

The house at 2 East Weatogue Street, at the corner of Hartford Road in Simsbury, around 1935-1942. Image courtesy of the Connecticut State Library.

The house in 2017:

This elegant Federal-style home was built around 1800, and in the early 19th century it served as a tavern along the stagecoach route to Hartford. Located in the village of East Weatogue in Simsbury, it is in the narrow area of land between the Farmington River to the west and the Metacomet Ridge to the east, at the foot of one of the few passes through the long, narrow mountain ridge. It was an ideal spot for a tavern, because nearly all traffic between Hartford and Simsbury would have passed by the front door. Originally owned by David Phelps, the tavern is not to be confused with another Phelps Tavern, which was located in the center of town and was operated by Noah Phelps around the same time as this one.

The architecture of the house reflects the Federal style of the era, with distinct features such as a symmetrical front facade, a Palladian window on the second floor, and a front door flanked with sidelights and a fanlight above it. The main section of the house has two chimneys, and when the first photo was taken the house had a total of 11 fireplaces. The wraparound porch, which extends the length of the front and the right side of the house in the first photo, was not original to the house, and was added around the turn of the 20th century.

About 80 years after the first photo was taken, the house has seen some significant changes, most notably the removal of the large porch. Today, it looks much more historically accurate than it did in the early 20th century, and it still stands at an important intersection along the main route from Simsbury to Hartford. Despite its proximity to the state capital, though, the village of East Weatogue has retained much of its original agrarian appearance, and this house now forms part of the East Weatogue Historic District, which was added to the National Register of Historic Places in 1990.

393 Union Street, Springfield, Mass

The house at 393 Union Street in Springfield, around 1938-1939. Image courtesy of the Springfield Preservation Trust.

The house in 2017:


Like the neighboring homes on either side of it, this house is among the oldest surviving buildings in Springfield. It dates back to around 1828, and was part of a small community that formed around the Methodist church, which was located at the corner of Union and Mulberry Streets. The early ownership of this house seems unclear, but by 1861 it was the home of Alexander Chapin, who was working at the U. S. Armory at the time. However, within a few years he was working for S. D. Burbank, “manufacturer of Gold and Silver Spectacles, Eye-glasses, Thimbles, and Solid Gold Rings.” He switched his occupation a few years later, though, because by 1865 he was selling boots and shoes with A. Chapin & Co.

Alexander Chapin died in 1866, but his wife Emily continued living here until her death a decade later. The house remained in the family, though, and during the 1880 census their daughters Frances E. Chapin and Maggie Montague were both living here, as were cousins William and Mary Bush, and Gordon Noble. At the time, Frances was 40 years old and unmarried, while Maggie was five years younger and a widow, having lost her husband William in 1865, just a year after their marriage. The family lived here into the early 1880s, but by 1883 it was the home of John S. Grant, a traveling salesman who lived here until around 1897, when he moved to Connecticut.

Around 1900, the house was sold to Oswin B. Brockett, who lived here with his wife Augusta and their young son Ralph. Originally from Blandford, Massachusetts, Oswin came to Springfield in 1871 when he was in his mid-20s, and became the court messenger for the Hampden County Superior Court.  He went on to hold this position for more than 50 years, and he lived in this house until his death in 1926. Augusta died four years later, but Ralph continued to live here for many more years. During the 1930s, he lived here with his aunt, Maria Knox, and he worked as vault custodian for the Springfield National Bank. They were here when the first photo was taken, and Ralph was apparently having the house repainted at the time, since the photo shows two painters at work on the front porch.

Ralph was single for most of his life, but late in life he married his wife, Alma. They lived here together until his death in 1965, and Alma owned the property until she finally sold it in 1978, ending more than 75 years of ownership by the same family. At some point, probably while Ralph lived here, the exterior was covered in asbestos shingles, replacing the old clapboard from the first photo. However, aside from this the house has retained much of its original appearance, and it still stands as one of three adjacent homes that all date back to the 1820s. All three of these homes, along with others nearby, now form part of Springfield’s Ridgewood Local Historic District.

387 Union Street, Springfield, Mass

The house at 387 Union Street in Springfield, around 1938-1939. Image courtesy of the Springfield Preservation Trust.

The house in 2017:

For its first two centuries, Springfield’s development was largely confined to the Main Street corridor in the present-day downtown area. However, as Springfield began a period of rapid growth in the first half of the 19th century, the town began expanding eastward. With this growth came greater diversity in religious denominations, with new churches beginning to appear in a town that had long been dominated by the Congregational church.

One of the first of these new religious groups was the Methodists, who built a church on the upper part of Union Street in 1823, at the corner of Mulberry Street. This part of Springfield was only sparsely settled at the time, and was situated on a hill above the downtown area. However, the Methodists built a small community here, complete with a cemetery that was later absorbed into the much larger Springfield Cemetery. Along with this, they also built houses here, several of which still stand on Union Street nearly 200 years later, including this one.

This house is one of Springfield’s few surviving examples of Federal-style architecture, and according to city records it was built in 1828, which would make it among the oldest buildings in the city. The early history of its owners seems unclear, although an 1851 map shows both this and a neighboring house as being owned by Dennis Cook. A tin manufacturer, Cook appears to have lived in this house, along with his wife Sophronia and their children, George and Lucy. He died in 1853, but later city directories show Sophronia living here into the 1860s.

At some point in the second half of the 19th century, the house was divided into a two-family home, with a variety of people living here over the years. Among them was Robert E. Cooper, a plumber who lived here in the late 1870s with his wife Julia and their sons Henry and George. Robert died in 1878, but the rest of the family was still living here in the 1880s, with George working at the Cheney Bigelow Wire Works while Henry worked at Smith & Wesson. During this same time, the other half of the house was the home of Albert Tomlinson, a dry goods store clerk who lived here with his wife Sarah and their son Henry.

By 1910, the house was owned by Laura I. Mattoon, who rented one half of it to her father, William P. Mattoon. William was the son of William B. Mattoon, the railroad contractor who, among other things, was the namesake of Springfield’s Mattoon Street and the city of Mattoon, Illinois. The younger William was a real estate broker, and he was in his mid-60s when he moved into this house. He went on to live here for about six years, until his death in 1916.

The house appears to have subsequently reverted to a single-family home, because by 1920 it was owned and occupied by Joseph E. Holmes, the treasurer of the Crocker-McElwain Company, a Holyoke-based paper company. He lived here with his wife Pauline and their young daughter Elizabeth, but they had moved out by 1923, and sold the house to attorney Theodore W. Ellis and his wife Gladys.

Theodore and Gladys Ellis were still living here when the first photo was taken in the late 1930s, and they were still here during the 1940 census, although they moved to Longmeadow sometime in the early 1940s. Nearly 80 years later, though, very little has changed with the exterior of this house, aside from the enclosed porches in the back and the missing columns in the front. Overall, the house has been well-maintained, and today it is one of a handful of early 19th century homes along this section of Union Street, all of which date back to the days when Springfield’s Methodists had their meeting house nearby.

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.

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.

Third Harrison Gray Otis House, Boston

The Third Harrison Gray Otis House, at 45 Beacon Street in Boston, around 1860. Image courtesy of the Boston Public Library

The house in 2017:


Harrison Gray Otis was a lawyer and politician, and one of the most prominent residents of Boston at the turn of the 19th century. Born in 1765 as a member of the prominent Otis family, he was a young boy when his uncle James became one of the leading anti-British patriots in the years leading up to the American Revolution. After graduating from Harvard in 1783, Harrison subsequently opened his law practice in Boston, and in 1796 he was appointed as the U.S. Attorney for Massachusetts. That same year, he was elected to Congress, and served two terms from 1797 to 1801.

Otis would go on to serve in the state legislature from 1802 to 1817, and was elected to a term in the U.S. Senate from 1817 to 1822. A few years later, he finished his political career by serving as mayor of Boston from 1829 to 1832. However, despite his extensive political career, his greatest legacy in Boston has probably been his three houses on Beacon Hill, all of which are still standing today as some of the finest examples of residential Federal architecture in the country.

All three of his houses were designed by Charles Bulfinch, one of the nation’s most prominent architects of the late 18th and early 19th centuries. The first house, completed in 1796, was built on Cambridge Street, but Otis only lived here for a few years before moving in 1800, to another new house on Mount Vernon Street, near the top of Beacon Hill. He did not live there for very long either, though, because his third house, seen here on Beacon Street, was completed in 1808.

When the house was completed, Beacon Hill was just starting to be developed as an upscale neighborhood for Boston’s elite, and Otis’s house occupied one of the most desirable spots, directly across from Boston Common. Although most of the houses here are townhouses, his was originally built as a freestanding home, with gardens to the right and behind it, and a driveway to the left. The house itself is considered to have been one of Charles Bulfinch’s finest works, and Otis was evidently satisfied with it, because he lived here until his death 40 years later in 1848.

Otis’s political career peaked during the time that he lived here, and this house saw several distinguished guests, including James Monroe, who stayed here during a visit to Boston in 1817, as well as Senator Henry Clay. With Beacon Hill becoming the city’s most desirable and exclusive neighborhood, though, property values rose to the point where Otis could no longer justifying having large gardens around his house. So, in 1831 he sold a 25-foot wide section of his garden to his neighbor, David Sears, who built an addition to his own house. This granite townhouse, which can be partially seen on the far right, was built for his daughter Anna and her husband William Amory, who was a prominent textile manufacturer. Two years later, Otis filled in the gap between the two houses by building 44 Beacon Street, directly adjacent to his own house, for his daughter Sophia and her husband, Andrew Ritchie.

By the time Harrison Gray Otis died in 1848, his formerly freestanding home had been mostly incorporated into the streetscape of Beacon Street. The only remnant of the gardens that once surrounded his home is the driveway on the left, which leads to a carriage house in the backyard. A rarity in Beacon Hill, this driveway is the only break in an otherwise continuous row of houses on Beacon Street between Walnut and Spruce Streets. When the first photo was taken about 12 years after his death, the house and its surroundings had already assumed its present-day appearance, and there is hardly any difference despite being taken over 150 years apart.

When the first photo was taken, the house was owned by brothers Samuel and Edward Austin, both of whom were merchants. Neither brother ever married, and after Samuel’s death, Edward continued to live here for many years, until his own death in 1898 at the age of 95. The property changed hands several more times in the first half of the 20th century, and by 1940 it was owned by the Boy Scouts, who used it as offices until 1954. Since 1958, it has been owned by the American Meteorological Society, and it is used as the organization’s headquarters. During this time, the interior was significantly renovated, but the exterior of the house has remained well-preserved, and it still stands as one of the finest homes in the Beacon Hill neighborhood.