John Hillier House, Windsor, Connecticut

The house at 140 East Street in Windsor, around 1935-1942. Image courtesy of the Connecticut State Library.

The house in 2017:

According to local tradition, this house was built around 1650 by John Hillier, one of the original settlers in Windsor. If accurate, this would make this house the second-oldest in the town, and among the oldest surviving houses in the entire country. However, if so, it must have undergone some significant alterations, both on the interior and exterior, because its appearance does not bear any resemblance to typical 17th century New England architecture.

This house is certainly very old, though, dating back to at least the early 1800s, when it was owned by the Hatheway family. The documentation for the first photo, done between 1935 and 1942, notes that the house had been in the family for over 100 years at that point, although it seems unclear as to which members of the family owned the house in the first half of the 1800s.

By 1869, the county atlas showed that Duane Hatheway owned both this house and a neighboring one, with real estate that was valued at $4,000 in the 1870 census. Duane had been married twice before, but his first two wives, Lucinda Barrett and Julia Huntley, both died only a few years after their marriages. He and Julia had two children, Freddie and Cora, although Freddie died in 1863 when he was just 10 days old.

Duane married his third wife, Laura Tooker, in 1866. He was 45 years old at the time, and she was about 25, and they had six children together: Clinton, Adin, Louie, Emory, Annie and Grace. However, despite being widowed twice and losing a young child, Duane faced even more tragedy in his life in 1877, when Clinton, Louie, and Annie died within a week of each other, presumably from an infectious disease that struck the family.

Although Duane was 20 years older than her, he would eventually outlive Laura, who died in 1905. He died the following year, at the age of 84, and his son Adin inherited the property. Adin Hatheway was a blacksmith, and had a shop nearby at the present-day corner of East Street and Clubhouse Drive. He later worked for General Electric, and he lived here in this house with his brother Emory, Emory’s wife Alice, and their daughters, Edna and Ruth. In early 20th century census records, Emory was variously listed as a machinist in a tool factory and as a farmer, but he was also a noted taxidermist and collector of Indian artifacts.

Adin and Emory were still living in this house when the first photo was taken, and they would remain here for the rest of their lives. They both died in February, 1962, when Adin was 92 and Emory was 88. Since then, the clapboards on the exterior of the house have been replaced with modern siding, but otherwise its appearance has not significantly changed in the past 80 years.

William Phelps, Jr. House, Windsor, Connecticut

The house at 124 East Street in Windsor, around 1935-1942. Image courtesy of the Connecticut State Library.

The house in 2017:

According to local tradition, this house was built in 1670 for William Phelps, Jr., the son of one of Windsor’s founders. As a boy, the younger William had immigrated to the American colonies in 1630 along with his father, settling first in Dorchester, Massachusetts, before moving to Windsor. The elder William built a house here on East Street along the banks of the Farmington River, and, according to some accounts, William, Jr. later built this house nearby.

If accurate, the 1670 date would make this house among the oldest homes not just in Windsor, but in all of Connecticut as well. However, there seems to be significant doubt as to the accuracy of this date. The saltbox-style design of the house did not become common until the first half of the 18th century, long after William Phelps’s death, and there is little in the home’s exterior appearance to suggest that it is from the 17th century. The documentation that accompanied the first photo, done as part of the WPA Architectural Survey of historic homes in Connecticut, indicates that the house was probably built after 1700, and it identifies the first owner as William Griswold, while also stating that it was known as the Mather House.

The subsequent history of this house seems equally uncertain. The 1798 map of the town shows two houses on this section of East Street, which were owned by Daniel and Roger Phelps, and the 1855 county map also shows members of the Phelps family living here. However, in the absence of street numbers, it is difficult to pinpoint which present-day house was owned by which person. By 1869, though, the house was owned by Hiram Buckland, a farmer who also owned a neighboring house to the right. The other house, which has since been demolished, seems to have been the larger of the two, and was probably Buckland’s actual residence.

After Buckland’s death in 1887, the property was purchased by H. Sidney Hayden, a prominent landowner and philanthropist. He, in turn, sold the property to the town of Windsor for a nominal fee, to establish a poor farm for the town’s indigent residents. This house, while located on the property, does not appear to have been part of the poor farm, although it was owned by the town for many years, and rented out to a number of different tenants. During the 1920 census, for example, it was rented by Peter J. Reittinger, a clerk for General Electric. At the time, he was 40 years old and was living here with his wife Mary, their three children, and a young nephew.

By the time the first photo was taken, the house was being rented by Elmer J. Norman, who paid the town $18 per month in rent, and was living here with his wife Rose and their four daughters. Several decades earlier, Elmer had served in World War I, and after the war he began working for the Windsor Highway Department. He went on to work for the town until his retirement in 1959, but he lived here in this house until his death in 1980. During this time, he was also responsible for the flags at the adjacent Veterans Memorial Cemetery, which was established on the former site of the poor farm.

In 1961, this house was the subject of a proposal to dismantle it and rebuilt it on Palisado Avenue, next to the historic Flyer House. Around the same time, the other house on the former poor farm property was demolished, in order to expand the veterans’ cemetery. However, this house was never moved, and it survives with few changes from the first photo, aside from more historically-appropriate windows. After more than a century of town ownership, the house was finally sold in 2006, and it is now a privately-owned residence once again. It is probably not as old as the traditional 1670 date, but it is undoubtedly still very old, most likely dating back to the early 18th century, and it stands as one of the few remaining saltbox-style homes in Windsor.

Loomis Homestead, Windsor, Connecticut

The Loomis Homestead, on the present-day campus of the Loomis Chaffee School in Windsor, probably taken around the turn of the 20th century. Image from Descendants of Joseph Loomis in America (1908).

The house around 1935-1942. Image courtesy of the Connecticut State Library.

The house in 2017:

Built sometime between 1640 and 1652, this house is the oldest in Windsor, dating back to the first few years of the town’s settlement, and it is also among the oldest existing buildings in the country. The house was significantly expanded later in the 17th century, but the oldest section – the ell on the right side – was built by Joseph Loomis, one of Windsor’s original settlers and the patriarch of the Loomis family in America. Loomis was originally a woolen draper in Braintree England, but in 1638 he emigrated to the American colonies, along with his wife Mary and their eight children.

After a three-month voyage aboard the Susan and Ellen, the Loomis family arrived in Boston, and they lived nearby in Dorchester for the next year. However, in 1639 they joined a number of other Massachusetts colonists and relocated to the Connecticut River Valley. The following year, Joseph was granted 21 acres of land here in Windsor, located along the south side of the Farmington River, just to the west of its confluence with the Connecticut River. He built this house soon after, on a section of raised land that was known as “The Island,” because the surrounding meadows would often flood during spring freshets, effectively making the property an island.

Mary Loomis died in 1652, and Joseph in 1658, and their son John inherited the property. He had been about 16 years old when he and his family left England, and he lived here in Windsor until 1652, when he moved to Farmington. However, he moved back to Windsor in 1660, where he became a distinguished town citizen. He served as a deacon in the church, and he also represented the town in the Connecticut General Court from 1666-1667 and 1675-1687. John and his wife Elizabeth had eleven sons and two daughters, although only eight of their children would live to adulthood. Their only surviving daughter, Elizabeth, married Peter Brown, and they had a son, John Brown, who would become the great-grandfather of the prominent abolitionist of the same name.

According to the sign on the house, as well as other historical records, John Loomis built the main part of the house in 1688. He died the same year, but this addition was probably built for his son Timothy, who inherited the house and married his wife Rebecca the following year. They raised seven children here, and the youngest, Odiah, inherited the house. Odiah lived to be 88 years old, and after his death in 1794 he left the house to his son Ozias, who died two years later.

Ozias Loomis’s son, Odiah, was 12 years old when his father died, and he subsequently inherited the property, becoming the sixth consecutive generation to own this house. He and his wife, Harriet Allyn, had seven children, and, like his great-great grandfather Timothy Loomis, he represented Windsor in the state legislature, serving in 1818. However, he died in 1831 at the age of 48, and his youngest child, Thomas, inherited the house. Like his father, Thomas would also go on to be elected to the state legislature, serving in the lower house in 1857 and 1862, and in the state senate in 1874.

Census records from the late 19th century show Thomas Loomis as a prosperous farmer, with $20,000 in real estate in 1880. This included over 200 acres, although most of this was listed as unimproved woodland. He had 58 acres of meadows and orchards, and only two acres of tilled land, but in the year prior to the 1880 census his farm had produced 100 tons of hay, 624 pounds of butter, 800 dozen eggs, 80 bushels of potatoes, and 25 bushels of apples.

Thomas and his wife, Mary Jane Cooke, had two children, Allen and Jennie, although Allen died in 1884 at the age of 23. As a result, Jennie inherited the family homestead after her father’s death in 1895, becoming the eighth generation to own the house. However, Jennie was unmarried and had no surviving siblings, so in 1901 she transferred the house to the Loomis Institute, a private school that had been established in 1874 by five siblings from a different line of the Loomis family. The school itself would not open until 1914, but it was to be located here on “The Island,” where Joseph Loomis had originally settled in the 1640s.

The campus Loomis Institute, which later became the Loomis Chaffee School, was built just to the south of this house. Under the conditions of Jennie Loomis’s transfer of the house, she and her mother were allowed to live here for the rest of their lives. Mary Jane died in 1920, but Jennie was still living here when the second photo was taken around the late 1930s. She was actively involved with the school, serving as secretary of the Board of Trustees, and she lived here in this house until her death in 1944, about three centuries after Joseph Loomis had built the house.

The main section of the house underwent renovation in 1940, which included restoring the interior wood paneling to its original appearance. About a decade later, the older section was restored on both the interior and exterior, with the most noticeable change being the removal of the porch on the right side of the house. Otherwise, the exterior of the house has not significantly changed, and it remains a well-preserved example of 17th century saltbox-style architecture. It is still owned by the Loomis Chaffee School, and it stands as the oldest wood frame house in Connecticut, and the state’s second-oldest surviving building, after a stone 1639 house in Guilford.

George Warner House, Windsor, Connecticut

The house at 1006 Windsor Avenue in Windsor, around 1935-1942. Image courtesy of the Connecticut State Library.

The house in 2017:

This house was built in 1788, and was originally the home of George Warner. He was in his mid-20s at the time, and a few years later he married his wife, Abigail “Nabby” Mills. They had two children, who were also named Abigail and George, and the older George lived here until his death in 1827. Three years later, his daughter Abigail married Willard Loomis, and their first child, Walter, was born here in this house in June 1830, four months after their marriage.

Willard and Abigail had a second child, who was also named Abigail, but Willard died in 1840, at the age of 35. Walter was just 10 at the time, and within a year he had left school and was helping to support his family by working for farmers and brickmakers in the area. In 1845, when he was 15, the railroad opened through Windsor, and Walter was hired as the first station agent at the town’s depot. His responsibilities included selling tickets and handling baggage and freight, and he earned a salary of $5.50 per month. However, he did not care for the work, and after six months he returned to farming. By the 1850 census, he was listed as a farmer, and he was living here with all three generations of Abigails. His grandmother, Nabby, died the following year at the age of 79, but his mother was still living here in 1863, when he married Lucy M. Wilson.

In the 1870 census, Walter was listed as a farmer and a brickmaker, with real estate worth $5,010 and a personal estate of $1,760. His farm here included 50 acres of improved land, plus an additional 10 acres of unimproved land. His livestock included two horses, eleven head of cattle, and three pigs, and his farm produced 1,500 pounds of tobacco, 75 bushels of potatoes, 400 pounds of potatoes, and 30 tons of hay. At the time, he and Lucy had four young children: Edwin, Delia, Fanny, and Walter Marshall. They had one more daughter, Lucy, who was born in 1872, but the older Lucy died a week later, and the infant Lucy lived for only four months.

Throughout the 1870s, Walter continued to operate his farm here, with the 1880 census showing similar numbers of livestock and harvested crops. He also continued his brickmaking business, and in the early 1870s he even produced the bricks for Mark Twain’s house in Hartford. Walter’s mother Abigail died in 1879, at the age of 73, and a year later he married his second wife, Elizabeth B. Lincoln. However, tragedy struck again in 1881, when his 17-year-old daughter Delia died.

By the late 1890s, Walter and Elizabeth were living here with Elizabeth’s great aunt, Anna Maria Benton, who lived here under Elizabeth’s care until her death in 1898, at the age of 101. Around the same time, Walter’s youngest son, W. Marshall Loomis, married his wife Clara E. Nixon, and they lived here with Walter and Elizabeth for many years. Marshall continued the operation of the family farm, and focused primarily on tobacco and dairy products.

Walter Loomis died here in 1922, in the same house where he had been born 92 years earlier. Clara also died in 1922, at the age of 51, and Elizabeth died three years later. Marshall subsequently remarried to his second wife, Grace, and they were still living here when the first photo was taken around the late 1930s. He retired from farming in the late 1940s, when he was nearly 80 years old, and he proved to have his father’s longevity, living here in this house until his death in 1959, at the age of 90.

W. Marshall Loomis’s death ended four generations and over 170 years of his family’s ownership of this house. The property has not been an active farm in many years, and most of the surrounding area has since been developed as a suburb of Hartford. However, the house itself has not significantly changed since the first photo was taken around 80 years ago, and the house still stands as one of the many well-preserved 18th century homes in Windsor.

Oliver W. Mills House, Windsor, Connecticut

The house at 148 Deerfield Road in Windsor, around 1935-1942. Image courtesy of the Connecticut State Library.

The house in 2017:

This brick, Federal-style house was built in 1824, and was originally the home of Oliver W. Mills, who built it shortly before his 1825 marriage to Anna Phelps. Mills was a farmer, but he was also a brickmaker, and he produced the bricks that were used in the construction of his house. His was one of many small-scale brickworks that operated in Windsor during the first half of the 19th century, and by 1850 Mills employed three workers and produced 300,000 bricks per year. He and Anna went on to live here for the rest of their lives, and they had five children: Oliver, Helen, Mary, Alfred, and Arthur.

The younger Oliver inherited this house after his father’s death in 1866, and during the 1870 census he was living here with his mother, plus his wife Sarah and their two young children, Annie and Oliver. He was listed as a farmer, with real estate valued at $11,400 and a personal estate of $2,085, for a net worth of over $250,000 in today’s dollars. The subsequent census, in 1880, provides a more detailed account of the farm’s productivity, which included eight acres of tilled land, 22 acres of pastureland and orchards, and 100 acres of woodland. In 1879, the farm had a diversified output that included 400 pounds of butter, 800 dozen eggs, 100 bushels of corn, 30 bushels of rye, 200 bushels of potatoes, and 4,000 pounds of tobacco.

Sarah died in 1899, and Oliver in 1901, but the house would remain in the family for many more years. His son Oliver inherited the property, and lived here with his wife Catherine and their daughter Marguerite. Like his predecessors, he ran a farm here, but he also worked for many years for the National Biscuit Company, the company known today as Nabisco. Marguerite became a kindergarten teacher, and was later involved in a number of community organizations, ranging from the Windsor Historical Society to the Garden Club of Windsor. She and her parents were still living here when the first photo was taken, but Oliver died soon after, in 1943. Catherine died 10 years later, and Marguerite remained here as the fourth and last generation of the Mills family to live here, owning the house until her death in 1985.

Today, most of the former Mills farm has been developed. Logans Way, a short cul-de-sac, is now located directly behind the house, with an industrial development further in the distance. Just to the left of the house, high voltage power lines now cross the property. However, the house itself is still standing, and remains an excellent example of brick, Federal-style architecture. Very little has changed in its appearance since the first photo was taken about 80 years ago, and the house is now listed on the National Register of Historic Places.

Amos Eno House, Simsbury, Connecticut

The house at 731 Hopmeadow Street in Simsbury, around 1935-1942. Image courtesy of the Connecticut State Library.

The house in 2017:

This house was built in 1822 as the home of Elisha Phelps, who belonged to one of the leading families of Simsbury. His father, Noah Phelps, was a lawyer and judge who served as an officer during the American Revolution, and later served as major general in the state militia. Likewise, Elisha became a lawyer, graduating from Yale and from Litchfield Law School before being admitted to the bar in 1803. He married his wife, Lucy Smith, in 1810, and they had five children, although their first two died in infancy.

Aside from his law practice, Elisha Phelps had an extensive political career. He served in the state House of Representatives in 1807, 1812, 1814-1818, before being elected to Congress as one of Connecticut’s at-large representatives in the U.S. House of Representatives. He served one term, from 1819 to 1821, before returning to the state legislature, where he served as Speaker of the House in 1821, and as a state senator from 1822 to 1824. He was subsequently re-elected to two terms in Congress, from 1825 to 1829, and then served for another year as the state’s Speaker of the House in 1829, before becoming the state comptroller from 1831 to 1837.

When Elisha and Lucy Phelps moved into this house in 1822, they had three surviving children. The oldest, John, was about eight years old at the time, and their daughters Lucy and Mary were about four and three, respectively. The three of them would spend the rest of their childhood here, and John would go on to attend Trinity College in Hartford, graduating in 1832. Like his father and grandfather, John became a lawyer, and in 1837 he moved to Springfield, Missouri, where he would become a prominent politician. He served in the U.S. House of Representatives from 1845 to 1863, and as a colonel in the Union army during the Civil War. He was appointed by Abraham Lincoln as military governor of Arkansas in 1862, although the Senate never confirmed his appointment. However, he later went on to become governor of Missouri, serving from 1877 to 1881.

In the meantime, Elisha Phelps lived here in this house until his death in 1847, and his son-in-law, Amos Eno, inherited the property. Eno was also a Simsbury native, and had married Elisha’s daughter Lucy in 1836. However, the couple moved to New York City, where Eno established himself as a merchant and real estate developer. He invested heavily in Manhattan real estate, including building the Fifth Avenue Hotel at Madison Square in 1859. At the time, Madison Square was considered too far uptown for a fashionable hotel, but the location proved to be ideal as the city grew. He also owned land at Longacre Square, which was later renamed Times Square, and he owned a number of undeveloped lots on the Upper West Side. By the time he died in 1898, Eno’s various real estate investments were valued at over $20 million, or around $600 million in 2018 dollars.

Amos Eno’s primary residence was in New York City, but he maintained this house as his summer home, far removed from the heat, crowds, and smells of the city. During one such summer, in 1865, his grandson, Gifford Pinchot, was born here in this house. The son of James W. Pinchot and Amos’s daughter Mary, Gifford would go on to become perhaps the most notable of the many prominent descendants of Elisha Phelps. Like many of his ancestors, Gifford Pinchot attended Yale, graduating in 1889. He became a forester and conservationist, and in 1897 joined Theodore Roosevelt’s conservation-oriented Boone and Crockett Club.

In 1898, Pinchot was appointed as the nation’s Chief of the Division of Forestry, serving under presidents William McKinley and Theodore Roosevelt. In 1905, the Division of Forestry was reorganized as the United States Forest Service, and he became the agency’s first chief. He would remain in this position until 1910, when William Howard Taft, Roosevelt’s hand-picked successor in the White House, dismissed him following a dispute between Pinchot and the Secretary of the Interior. Roosevelt took this dismissal personally, as Pinchot was a close friend, and the controversy helped lead to the 1912 split in the Republican Party, between Roosevelt’s progressive wing and Taft’s more conservative wing.

Pinchot would become a major figure in the progressive movement of the 1910s, and served as president of the National Conservation Commission from 1910 to 1925. He was also touted as a possible Progressive Party candidate for president in 1916, although Pinchot declined interest and the party ultimately endorsed Republican candidate Charles Evans Hughes. However, Pinchot’s political career continued in his home state of Pennsylvania, where he served as governor from 1923 to 1927, and 1931 to 1935.

During Pinchot’s rise to national prominence, his birthplace here in Simsbury remained in his extended family. He spent many summers at the house during his childhood, and in later years would often visit his grandparents here. Amos Eno died in 1898, only a few months before Pinchot’s appointment to head the Division of Forestry, and his summer home in Simsbury was inherited by his daughter, Antoinette Wood. She made substantial alterations to the house, including having the original gabled roof replaced with a large gambrel roof, and adding a large wing to the rear of the house. She also hired prominent landscape architect Frederick Law Olmsted, the designer of New York’s Central Park, to create new landscaping plans for the property.

Antoinette Wood owned the house until her death in 1930, only a few years before the first photo was taken. It would remain in the Eno family until 1948, when it was sold and became a restaurant, known as The Simsbury House. Then, in 1960, it was purchased by the town of Simsbury, and underwent extensive renovations in 1985. The house is now the Simsbury 1820 House bed and breakfast, and it is on the National Register of Historic Places, as both an individual listing and as a contributing property in the Simsbury Center Historic District.