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.

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.

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.

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.

Wheeler-Tyler House // c.1750

Less is definitely more when it comes to old Colonial houses! One of several pre-Revolutionary buildings in the South Britain Historic District is this residence, which was the home of South Britain’s first physician, Dr. Wheeler, in around 1750. From 1807-1822 the property was owned by Rev. Bennett Tyler, who would later become the fifth President of Dartmouth College. The house is a classic 18th century homestead of wood-frame construction with a side gable-roof, symmetrical five-bay façade, simple paneled entry door with a rectangular transom, and a central chimney. This is a beauty!

Smith-Pierce House // c.1829

This transitional Federal-Greek Revival style house sits on the main street in South Britain, Southbury, Connecticut. The based on the style, the house was likely built around 1829 for Samuel Smith (1804-1856) who married Caroline Curtiss that year. Federal elements include the entry at the gable end, a pedimented facade embellished with modillions, and a doorway with sidelights and a leaded transom. Some moldings, the six-over-six windows and the simplicity of design are Greek Revival. It is one of the best preserved old houses in this part of Southbury.

Benjamin Downs House // c.1830

Located a stone’s throw from the Judson Manville House (last post) another uncommon brick Greek Revival style house in South Britain, Connecticut, this house stands out for its outstanding proportions and well-preserved exterior. This residence was built around 1830 for Benjamin Downs on the site of his family’s old property. The simple lines, portico at the entry supported by Ionic columns, and the window in the gable are all typical of the period.

Judson Manville House // 1835

Greek Revival style houses in brick are amazing to find “in the wild”, when I stumble upon them! This example is located in the South Britain village of Southbury, Connecticut. The brick house was built for Judson Manville in 1835 and it was constructed of locally manufactured bricks. Judson operated a hat manufacture next door to this property and it clearly made him some money. The property was eventually acquired by the Hawkins Company at the turn of the 20th century and it was operated as the company offices. It was during this time that the 20th century wrap-around porch was added. It is now a private residence.

Benjamin Stiles House // 1787

Built for Revolutionary War veteran and local lawyer Benjamin Stiles, this stunning Georgian mansion is unique for its use of brick in construction, a material not too common for some of Southbury’s earliest homes. Local tradition holds that a French engineer in General Rochambeau’s army provided assistance in designing the building, using the metric system, likely on the march from Newport to Yorktown. Benjamin’s father was one of the original settlers who migrated from present-day Stratford to the un-developed Southbury. The hip-on-hip roof with pedimented dormers is really a stunner, and unique for the town!

Oldfield – John Moseley House // 1818

Federal style houses are among my favorite styles! From the classical design details to the symmetrical facades, there are so many great examples of Federal style houses in New England. This house in Southbury, Connecticut dates to 1818 and was built by John Moseley (1775-1876), who lived to be 100 years old, and married twice, outliving both of his wives. According to a family history, Moseley personally went to Maine to pick out the wood used to build his house as there were no large trees left in the area when house construction began in 1818. In the early 1900s, the house was updated with a rear addition, built from a structure moved from across the street and attached to Oldfield, and with the addition of the large Colonial Revival style portico at the front entry. The house has been a bed & breakfast since the 1990s, originally called Cornucopia at Oldfield, it is now known as the Evergreen Inn.

Curtiss-Fabrique House // 1810

Located on Main Street in Southbury, this stately Federal style mansion stands out as one of the most unique and interesting in town! The house here was originally built in the 1760s as a more modest Georgian house by members of the Curtiss Family, one of the earliest families to settle in the area after land here was purchased from the Potatuck Native Americans. In the early 19th century, the house was modernized in the fashionable Federal style, giving the house the present appearance. The facade is dominated by an excellent doorway with a projecting Palladian portico above. The property was later owned by Benjamin Fabrique.

Benjamin Osborn House // c.1808

This charming cottage shows that you do not need a stately or elaborate house to have some serious curb appeal and house envy. This is the Benjamin Osborn House, located in Southbury Connecticut. The house was built in the early 20th century for newlyweds Benjamin B. Osborn and Sarah Stiles, who married in 1808. As a gift to the couple, Sarah’s father Ephraim Stiles, who lived in a house across the street, seemingly deeded a portion of his property for his daughter and son-in-law to build their family. Tragically, Sarah died one year later, possibly during childbirth. Benjamin would marry another of Ephraim’s daughters soon after… messy. The home is a four-bay Cape, with its off-center entrance sheltered by a Colonial Revival hip-roofed portico supported by Tuscan columns.

Oatman Hotel // 1806

It always amazes me that even getting lost driving the winding roads in obscure places, can reveal some of the most magical old buildings and history to uncover. This stunning Federal style mansion was built in 1806 and is located on the busy Southford Road in Southbury, Connecticut. The road was a span along a turnpike was the great thoroughfare between New Haven and Litchfield, Connecticut. Present-day Southbury was about halfway between the two, so lodging was always busy here. Knowing this, brother’s in-law, John Thompson and Benjamin Hurd had this turnpike hotel built to capitalize on the flow of weary travelers. Charles R. Oatman (1827-1904), who married Orinda T. Hurd, the daughter of Benjamin Hurd, acquired the property in 1870 and operated the hotel under his name as the Oatman Hotel. After successive owners, the name remained. It was sold in the 20th century and was converted back to single-family use, and maintains much of its original fabric, including a barn at the rear of the property. It could definitely use a new coat of paint!

Reuben Curtiss House // c.1840

The Reuben Curtiss House is a classic example of a Greek Revival farmhouse from the mid-19th century, located in Southbury, Connecticut. Local history states that a house built here by Israel Curtiss (1716-1795) who farmed the land with his large family. In 1798, Israel’s large estate was distributed among three of his sons, Joseph, Benjamin, and Reuben. This was complicated by the fact that in the same year, both Joseph and Benjamin died, leaving the entire estate to Reuben. From about 1840 and possibly until he sold the property in 1866, Reuben B. Curtiss ran an academy here, known as “Buck Hill Seminary for Boys.” It was a large operation, as suggested by the size of the addition and confirmed by the 1850 federal census. At that time there were 23 students in residence, ranging in age from 8 to 12, along with four adult supervisors. It was likely that the former farmhouse was expanded and the present 1840s Greek Revival block was added which now is the main facade.