Maynard Estate // 1901

One of the largest summer estates in Ridgefield is this Neoclassical residence on Peaceable Street, which was built in 1901 for Effingham Maynard and his wife Helen. Maynard was a partner in Clark & Maynard, a New York publishing house. Local lore states that the Maynard Family hired New York architect Stanford White, to design this property, but no definitive proof could be located to substantiate that rumor. The Olmsted Brothers landscape architecture firm designed the grounds which were elaborate with gardens and outbuildings. The two unmarried Maynard daughters, Mary and Helen spent their summers here every year until their deaths in the 1950s.

Cheesman Mansion // 1887

Timothy Matlack Cheesman was born in New York City in 1824, a son of physician, John Cummins Cheesman. Following in the footsteps of his father, he graduated in 1859 from the College of Physicians and Surgeons, now known as Columbia University Vagelos College of Physicians and Surgeons. Timothy served as Surgeon in the 7th Regiment NY National Guard in 1853 and upon the start of the Civil War, he mustered into US service April of 1861 as a Surgeon. In the late 1880s, like many other wealthy New Yorkers, Dr. Cheesman and his wife, Maria, decided to build a country home in Ridgefield, Connecticut. They chose nearly 30 acres on the east side of East Ridge, an area that was being touted as “Prospect Ridge” for its view. Dr. Cheesman was ill with Bright’s disease and and may have been seeking the clean air of the country climate to help his health or at least as a place to rest. Sadly, he died one year later in 1888, and did not get to fully enjoy his country retreat. He was 63 years old. His widow Maria continued to use Matlack (the house’s name) until her death in 1903. In 1922, the estate was acquired by the Holy Ghost Fathers, who set up a school for new members of the order who would get their initial training to be priests or brothers there. Declining membership and costs required them to sell the campus, which was acquired by the Town of Ridgefield in 1971. Matlack is now the centerpiece of a large housing complex for the elderly in town and is managed by the local housing authority.

Lewis June House // 1865

The Lewis June House sits on North Salem Road in northern Ridgefield, Connecticut, and is one of the finest Second Empire style homes in this part of the state. The c.1865 home was built for Lewis June (1824-1888), who was in the circus business, and it replaced an earlier home on the site that burned. Lewis June was a partner in the June, Titus and Angevine & Co. Circus that as early as 1842 toured 85 towns in six states. The circus wintered in Ridgefield. Past owners have since found many horseshoes, largely of small horses, on the property, suggesting that June kept the circus’ horses and ponies on this property. The home has been preserved thoughtfully and was listed on the National Register of Historic Places in 1984.

Branchville Railroad Tenement // c.1853

The Branchville Railroad Tenement in Ridgefield, Connecticut was built in three phases between around 1853 and 1905 and is one of the towns significant vernacular landmarks. Its earliest incarnation was as a storage facility for the railroad station, to which two stories of residences were added to houses workers on the railroad. Following completion of the railroad, the building was converted into a hotel in 1880, at which time the two-story porch was built and the interior was redecorated. This was apparently an unsuccessful venture, and in 1905 it was converted to a saloon and multifamily residence. Today, the old railroad tenement is home to a small business with housing above.

Weir Farm Barn // c.1820

Weir Farm, later an artists retreat and studios, was once a fully operating farm, with horses, cows, oxen, chickens, vegetables, and numerous gardens. To artist Julian Alden Weir, farming was more of a hobby than an economic necessity, undertaken for aesthetic reasons. Weir’s romantic vision of the landscape extended to his use of oxen, carts, and hand tools instead of modern machinery available at the time. Over its long history the barn complex has housed a milking room, a carriage house/wagon shed, a garage, a tack room, an equipment and tool room, hay lofts, a corn crib, and stalls for donkeys, ponies and horses. The rustic barn is a typical “English-barn” built between 1815 and 1835 by The Beers’ family, who owned the property until 1880. Weir used the barn as a prominent feature in many of his paintings like “New England Barnyard” and “After the Ride.” It remains an important piece of agricultural and artistic significance to the now nationally recognized Historic Site.

Weir Farmhouse // c.1780

Impressionist painter, Julian Alden Weir was looking to build a home in New York’s Adirondack Mountains when Erwin Davis, an art dealer, offered him a farm in Ridgefield, Connecticut, for a painting he owned plus ten dollars. After a visit in 1882, Weir agreed and acquired the 153-acre farm. The old farmhouse, which dates to the 1780s, and was modified in the Greek Revival style before Weir’s ownership and expanded and renovated again during its time as an artist’s retreat. The house was often filled with family and friends as a popular artistic retreat for Weir’s closest friends, including: Childe Hassam, Albert Pinkham Ryder, John Singer Sargent, and John Twachtman. Weir’s daughter Dorothy Weir, a noted artist in her own right, took over management of the property following her father’s death in 1919. Sculptor Mahonri Young would build a second studio at Weir Farm after the couple married in 1931. The Weir Farm site was designated as a National Historic Site in 1990, but prior to its permanent protection, Weir Farm had been subdivided for housing development in the late 1980s. The Trust for Public Land worked to reacquire the divided land through close to 2 dozen transactions, preserving the site for generations to come.

Benedict House // c.1740

The Benedict House in Ridgefield, Connecticut is a stunning Colonial-era cottage that was once the home of a cobbler, who had his shop on the property. The Benedict family, headed by James Benedict, Sr., were original proprietor settlers of Ridgefield. This house and shop have been attributed to James’ son James Benedict (1685-1762), who owned the land and was a shoemaker and deacon of the Congregational Church. Ensign Benedict was also a fence viewer, a term new to me. Fence viewers had power to make and enforce rulings regarding escaped or trespassing livestock, the location of fences, and, above all, maintenance of fences. With fences so crucial to keeping livestock where it belonged, loose boards and rotting posts were big concerns. The fence viewer could even compel a property owner to pay for needed maintenance or repair conducted by a neighbor if he or she failed to keep up their fence properly. The property left Benedict family ownership in 1848, and it was later extensively restored by renowned architect Cass Gilbert, who bought the property in 1920. Cass Gilbert also restored a few other Colonial-era houses in town. It was later the home of Robert and Mildred Wohlforth, both writers of note and six-decade residents of Ridgefield.

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.