Ashton Croft Mansion and Carriage House // c.1892

Tucked behind the Jesse Lee Memorial Church on Main Street in Ridgefield, you will find this stately Queen Anne/Tudor Revival estate. The ‘Ashton Croft’ Manor House, now called Wesley Hall, is part of the Jesse Lee Memorial United Methodist Church complex and it has been modified several times blending two distinct styles into a single, pleasing composition. This house was originally constructed by Henry and Elizabeth Hawley circa 1892 in the Queen Anne style. The house was later sold to Electa Matilda Ziegler, a wealthy New York City widow in 1912, who reconfigured the structure to include half-timbering on the gables and upper story walls in the Tudor Revival style. She spent summers at a mansion in Darien, Connecticut, and would sell her Ridgefield property to Sanford H.E. Freund, a New York City attorney. The local order of Odd Fellows bought the estate from the Freund family in 1956. Three years later, the organization sold most of the property — retaining the carriage house for its lodge — to Jesse Lee Methodist Church, which planned to eventually build a new church there to replace the old one at Main and Catoonah Streets. Today, the entire former Ashton Croft estate is owned by the local Methodist Church and is known as Wesley Hall.

Jesse Lee Memorial Church // 1965

Believe it or not, this church in Ridgefield Center was built in 1965! To know its full history, we have to go back to 1787, when the Methodist Episcopal Church had its beginnings in Ridgefield, the third in New England. Its first meeting was held – just 21 years after Methodism had been introduced into the U.S. from England. In 1789 Jesse Lee, a native of Virginia, was sent north as a circuit rider. His third sermon in Connecticut was preached at the Independent Schoolhouse on Main Street in Ridgefield. In the 1840s, a second meetinghouse in town was built, and the congregation grew. A third church and rectory were built on Main Street in 1884. When a large Main Street estate was available for a new, stately building, the congregation jumped at the opportunity, and hired ecclesiastical architect Harold Wagoner to design a refined, Colonial Revival style church, which was built in 1965. Executed in brick, the church has great verticality, created by the colossal columns supporting its pedimented portico and the spire that rises over an open belfry to a height of 149 feet. Set back from the street, the church still has a commanding presence.

David Scott House // 1714

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

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

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!

Former Ridgefield Savings Bank Building // 1930

Historically, bank buildings were built with architecture at the forefront to show members and prospective investors that their company instilled prosperity and longevity. Today, many new bank buildings are cookie-cutter designs and lack ornamentation or intrigue… The interwar Ridgefield Savings Bank on Main Street in Ridgefield, Connecticut, was built in 1930 from plans by architects Ralph Hawes and Ernest Strassie in the Neo-Classical style with Art Deco rounded corners and undecorated planes. Dominated by its Classical Ionic portico the bank building is a lasting commercial landmark on the town’s charming Main Street. It is now occupied by the Fairfield County Bank.

Ridgefield Town Hall // 1896

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.

The Tower Cottage // 1880

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

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

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.