Fairfield County History

David Scott House // 1714

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One of the oldest extant houses in Ridgefield, Connecticut is this charmer, which was moved not once, but twice! The house was built for David Scott (1678-1760), an Irish-born resident of the town, who purchased one of the town’s original Main Street house lots which sat undeveloped. Scott had abandoned his wife, Mary in Ireland, and settled in Ridgefield, entering into a new relationship with Elizabeth St. John. A woman scorned, Mary unexpectedly arrived in America and filed suit against her husband, citing Elizabeth as the “pretended wife of David Scott.” A judge awarded Mary three acres of her husband’s land. David Scott and his second wife lived at this 1714 house until they moved in 1740. His property (which included two enslaved Africans) was sold to Vivus Dauchy, a Frenchman. In the 1920s, as the Scott House section of Main Street commercialized, the owners relocated this house to Catoonah Street, building a commercial block in the former location. After numerous other owners, the most recent owner, The Ridgefield Preservation Trust (now the Ridgefield Historical Society) put it to use as a new historical society headquarters, after saving the Colonial-era home from demolition for stores and a parking lot! It was relocated to its current site and has been meticulously restored.

Ridgefield Train Depot // 1870

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In 1870, the Ridgefield Branch branch line of the Danbury and Norwalk Railroad and later the New York, New Haven and Hartford Railroad was built connecting the sleepy village of Ridgefield to Branchville train station via the main line. The line was an early risk, built to offer service to the wealthy New Yorkers who began arriving to spend their summers in Ridgefield. Many of these “summer people” had their own private railroad cars, with chauffeurs meeting them as they arrived, driving horse and buggies to bring them and their luggage to their estates located throughout the town. As travel shifted to personal automobile, ridership dropped in the early 20th century, and the branch was replaced by bus service in 1925. Freight service was scarce, and lasted longer, to 1964. The depot was sold to the Ridgefield Supply Company, who used the 1870 building as storage for decades until it was disassembled, moved and rebuilt by the Ridgefield Supply Company in 2015, as part of their expansion. The historic station today provides an important link to Ridgefield’s past.

Ridgefield Public Library // 1901

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The Ridgefield Public Library is an intriguing Beaux Arts style building from the turn of the 20th century. Built in 1901, the brick structure replaced the Smith Tavern, a 1798 frame structure built by Amos Smith right on Main Street. In 1900 the Smith Family sold the property to James N. Morris who had this library built in memory of his wife, Elizabeth, donating it to the town. Architect Raleigh G. Gildersleeve is credited with the design which is comprised of a one-story building constructed of brick with cast stone trim details and ironwork at the door. The library was given later additions, which are recessive in location and detailing to let the original building shine, as it should!

Ridgefield Town Hall // 1896

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Ridgefield, Connecticut was settled in 1708 when 24 families from Long Island purchased land from Chief Catoonah of the Ramapo tribe. The Fundamental Orders adopted by Connecticut in 1639 directed would-be settlers, able to support a minister, to establish a settlement, build a Congregational church and farm the land. This is exactly what was done in Ridgefield, beginning in 1708. The original 24 proprietors received 7½-acre home lots drawn by lottery, with a 25th reserved for the minister. The lots were located up and down Main Street from a Common where a Meeting House was built. The town grew and for much of its three centuries, was primarily comprised of old farms. By the late 19th century, spurred by the connection of the railroad, Ridgefield was “discovered” by wealthy New York residents, who assembled large estates in town, a trend that has only picked up in the 21st century! Population growth and a large fire on the town’s Main Street in 1895 necessitated a new Town Hall building. The present Town Hall building was constructed in 1896 from plans by architect Philip Sunderland. Colonial Revival and Romanesque in style, the two-story brick building features a pedimented central bay also containing the entrance with fan light transom, round arched windows, brownstone trim, and narrow pilasters of brick. The building houses town offices today.

David Bradley House // c.1803

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According to a dated board in the attic, this house was built c.1803! The David Bradley House on Old South Road in Southport, Connecticut is a great example of a traditionally designed house that does not need all the bells and whistles to stand out! The house was owned for a number of years by David Bradley, who worked as the village’s postmaster. It was David who likely added the Gothic Revival gable with lancet window and a (since removed) front porch.

William W. Wakeman Mansion // c.1833

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William Webb Wakeman was born in Southport, Connecticut on June 19, 1799, the son of Jesup Wakeman, an eminent citizen of the community. As a young man, William worked with his father in his commercial and trade enterprises. He acquired his own vessel early in his career, and gradually accumulated a line of trade vessels, sailing to New York, Savannah, Georgia and Galveston, Texas. By mid-century he was involved in the East Indian and China trade under the firm name of Wakeman, Dimon & Co. He built and owned a line of steamships during the late 50s, and was commissioned by the Federal government during the Civil War to transport troops and equipment. His massive Greek Revival mansion was built around 1833 on one of the largest house lots in the village, perched high on a hill overlooking the harbor. The three-bayed facade is framed by a two-story portico. Supported by four fluted columns, the capitals and entablature are similar to the “composed” order of Minard Lafever and the “composite” order of Asher Benjamin, popularized in the 1830s and 40s in their pattern books for architects and builders. After William died in 1869, it was likely his widow, Mary Catherine (who lived to be 99 years old, outliving all of her six children) who enlarged the home with massive two-story ells.

Bradley-Wakeman House // c.1815

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While the Greenfield Hill section of Fairfield, Connecticut has some of the grandest houses (old and new) in the state, there are some more average size homes that just ooze charm and curb appeal. This example on Hillside Road, dates to the 1810s and was seemingly built by Alban Bradley (1767-1832) on land inherited by him from his late father, Seth Bradley. The family farmed on the land from this Federal period farmhouse until it sold out of the family by Alban’s only son, Burritt in 1825. Burritt sold the farm to Zalmon Wakeman who farmed on the many acres of valuable land there. Sometime before his death before the Civil War, the house was “modernized” with Italianate-style porch, which is supported by delicate cut trelliswork. This is a great illustration as to how modest renovations which apply up-to-date decorative details can be done to historic properties without compromising the original structure or its architectural integrity.

Bradley-Baldwin House // pre-1750

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WOW this is an absolute dream home! Tucked away on Meetinghouse Lane in the Greenfield Hill section of Fairfield, CT, you will find the Zalmon Bradley House. It was originally built around 1750 as a modest saltbox and later owned by Zalmon Bradley. The property was inherited by Zalmon’s sister, Sarah, who recently married Dudley Baldwin, an “ardent patriot”. The property was likely updated in appearance by Sarah and Dudley Baldwin giving the house its current four-sided hip roof, chimneys and an exquisite doorway. Dudley and Sarah died young in 1794 and 1795 (at ages 40 and 37 respectively), and the property was inherited by their only child, Abraham Dudley Baldwin. Abraham was watched for years by family, including his namesake, Abraham Baldwin (1754-1807), a senator, congressman, and key figure of the drafting and signing the U.S. Constitution. Abraham stayed in this house often during his time in Connecticut, watching after his nephew along with his sister, Ruth Baldwin Barlow. Abraham Dudley Baldwin as an adult resided in this house with his own family, and was largely engaged in local and state politics and agricultural pursuits. The Bradley-Baldwin House was restored a few years back, and looks amazing!

Reverend Richard and Lavinia Dey House // 1823

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Richard Varick Dey (1801-1837) was a young divinity student from New York City, attending the Theological Seminary in New Brunswick, New Jersey, when he met Lavinia Agnes Scott (1805-1886). Dey was the son of prominent New York attorney Anthony Dey and Catharine Laidlie; Catherine’s father, the Rev. Archibald Laidlie, was the first minister called to preach in English in the Dutch Church in New York City. Richard and Lavinia fell in love and became engaged on December 27, 1820. However, Lavinia’s parents were opposed to Richard, and her father even asked Richard’s theology professors at Rutgers to try to discourage his pursuit of Lavinia. It did not work and they married in September 1822. After graduating from the Seminary in 1822, Richard was licensed by the Congregationalists and the young couple moved to Greenfield Hill, in Fairfield, Connecticut, where he preached from 1822-1829. Local history states that it was actually Lavinia who designed this house in 1823 for their family and oversaw the builders during its construction. The Federal style house stands out for its clear Dutch form with its roof projecting to create a recessed verandah, likely influenced by the couple’s New York/New Jersey upbringing.

Reverend Dey, Lavinia, and their children relocated to New York City, and Richard preached at a number of churches the before he died unexpectedly in 1837, leaving his 32-year-old widow with four young children. Lavinia remained in New York, where she served as the manager of The Society for the Relief of Poor Widows with Small Children for over 25 years. She never would remarry and died in 1886.

Greenfield Hill Congregational Church // 1855

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Local residents of northern Fairfield successfully petitioned the General Assembly to establish a Congregational church in 1725 as a new Northwest Parish, a distinct group from the Fairfield Congregational Church. Their first meeting house was erected just years later in 1727. A larger, more substantial meetinghouse was built in 1760. The area of Greenfield Hill has always been remote and more suburban, but became important in the late 18th century when Timothy Dwight became minister of the Greenfield Hill Congregational Church in 1783. Dwight would go on to become the eighth president of Yale College (1795–1817). With increased funds and affluent members, another church was built in 1850 from plans by esteemed architect Richard Upjohn, in the Gothic style. Sadly, just years after it was completed, a fire from a furnace inside destroyed the church. So again, they rebuilt in 1855 with the building we see today, sort of. Architect Alfred Nash furnished plans for the building which was more Italianate in design. The church would be modernized in the 1940s in the Colonial Revival style, from plans by local architect Cameron Clark, likely inspired by the collection of Colonial-era homes nearby, including his own home in Greenfield Hill. The church remains a visual anchor for the affluent neighborhood.

The Tower Cottage // 1880

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Tower Cottage was built in 1880 and is one of the best examples of Queen Anne architecture in the town of Ridgefield, CT. The home was designed and built by Charles Betts Northrup, a carpenter and builder who grew up in town. The home was eventually occupied as a summer retreat for Maude Bouvier Davis, who would spend some summers at the house away from the big city. In Ridgefield, Maude was sometimes visited by her niece, Jackie Bouvier, later known as Jackie Kennedy Onassis, First Lady to President John F. Kennedy. Maude owned the property until 1972 and the home has been lovingly preserved since.

Peter Parley Schoolhouse // 1756

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The Peter Parley Schoolhouse (also known as the West Lane Schoolhouse) in Ridgefield, CT, is an excellent example of a well-preserved one-room school building in Fairfield County. The little red schoolhouse was originally built in 1756 and either replaced or enlarged in the early 1800s. As Ridgefield in the early days was primarily an agricultural community, many children split their time either helping family on the farm or in school, with work almost always coming before education. The school is named for its most famous student, Samuel Griswold Goodrich. Goodrich went by the alias Peter Parley and was born in Ridgefield, attending the school between 1799-1803. He was a prolific writer, with over 170 books to his credit, and is believed by many to have written the first American textbooks. Samuel wrote about his experiences as a student there, giving locals and historians a look into early life in the town. In the early 1900s, the town consolidated schools and this building was closed. The town seemed to simply close the building and it saw some neglect over time until the Ridgefield Historical Society assumed a lease of the property, recently restoring it.

Bailey-Keeler House // c.1860

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Lewis H. Bailey (1818-1899) was a local banker, merchant, and hotel proprietor in Ridgefield, Connecticut. He had this stunning Italianate Villa home built on Main Street before the American Civil War. Bailey was savvy in realizing the upcoming development boom in town as wealthy New Yorkers began to arrive in town to build summer houses to escape the cramped city living and polluted air, and he began to sell off land and develop streets in the village. To house some shorter-term summer residents, Bailey constructed and operated the old Bailey Inn on a lot adjacent to his own home. The inn was torn down in the 1920s as the town’s dynamic as a summer town began to change with more more year-round residency. The Italianate Villa is a lasting legacy of Bailey and his impact on the town. The home with its square tower and detached carriage house are in a great state of preservation and significantly contribute to the character of Main Street.

St. Stephen’s Episcopal Church // 1914

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When Ridgefield, Connecticut was settled in 1708 by Europeans, there was only one Episcopal Church in the state, and the general assembly allowed dissenters their own churches so long as they continued to pay taxes to support the Congregational Church. Ridgefield’s first Episcopal church, St. Stephen’s was built in 1740 on land granted by the Proprietors who founded the town and laid out lots along the towns new Main Street. In 1776, St. Stephen’s minister, Epenetus Townsend, a Tory (loyal to the British), was ordered to leave town with his wife and five children when the Revolution picked up steam. He was appointed chaplain to a British regiment and in 1779, the battalion was ordered to Nova Scotia. En route by vessel, a severe storm arose and all passengers were lost. The church was taken over by the commissary department of the American Army. During the Battle of Ridgefield, British troops set it on fire as a statement to the townspeople. The church was replaced two more times until 1914 when the present building was constructed. The Colonial Revival church is absolutely stunning and built from plans by (unknown to me) architect Walter Kerr Rainsford. The rubblestone church is one of the most pleasing designs I have seen in Connecticut!

Seymour House // 1760

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While this house appears to have been built in the mid-1800s as a Greek Revival home, it was actually built nearly a century earlier as one of the oldest extant properties on Main Street in Ridgefield, CT! Located on proprietors lot #20, the original building lots laid out for the new town of Ridgefield, this house appears to have been constructed in 1760 for Matthew Seymour (Seamore) and consisted of what is now the ell of the home (left side). Seymour operated one of the trade posts in town that engaged in trade with a nearby native Ramapo Tribe. The home was likely re-oriented and added onto with a more formal Greek Revival wing with its gable roof facing the street before the Civil War, a configuration it retains to this day.