Jabez Sargeant Jr. House // 1797

Deacon Jabez Sargeant (1720-1788) was born in Malden, Massachusetts, and later moved to the newly established town of Chester, Vermont in 1763. He is thought to have been the first settler of European ancestry in the town. Upon the outbreak of the Revolution, he served in Captain Little’s Company in 1778, returning home to Chester after. His son, Jabez Sargeant Jr. built this stately three-story late-Georgian residence in 1797 as a tavern along the Green Mountain Turnpike, a highway connecting Boston and Montreal. The dwelling originally fronted directly on the road, but was moved back sometime in the 19th or 20th centuries. The building boasted a large ballroom on the second floor, likely for community and fraternal organizations, and a tavern in the brick first floor. It is likely that Jabez and his family lived on the third floor. Outside, the property contained a large apple orchard and cider house, providing drinks to weary travellers. Although the tavern is built to a large size, it lacks many of the high-style features often found in large Georgian houses, telling for its time of construction in a sparsely developed area without seasoned builders.

Chester Masonic Temple // 1907

Built in 1907, this handsome building on Main Street in Chester, Vermont, has long been the home to the Olive Branch Lodge 64 of the Freemasons, an international fraternal organization. Colonial Revival in style, the building features corner pilasters that support a denticulated entablature along the eaves of the slate hip roof. A projecting portico over the front entrance is supported by classical Ionic columns. The 1920s marked a heyday for Freemasonry, especially in the United States. By 1930, over 12% of the adult male population of the United States were members of the fraternity. Following the Great Depression and WWII, membership sharply declined in fraternal organizations, like the Masonic Temple. A number of years ago, the Lodge here moved to a new building in a nearby town, and a local law firm purchased the building and spent 18 months renovating the building for use. Today, the historic character and even symbology remain on the building, while it houses a local business. 

Gingerbread Apartments // c.1850

Built in the mid-19th century this former home in Chester, VT, exhibits the range in tastes seen from the Classically inspired Greek Revival style to the ornate and over-the-top Queen Anne style. The original 1850 Greek Revival design of the house survives in its temple form and classical details, augmented by a visually dominant overlay of Queen Anne features. The house was acquired sometime after 1870 by the Haselton family, whose daughter Hattie married John Greenwood. The Greenwoods undertook a major renovation of the building about 1900, adding the elaborate front porch and other features, giving it the wedding cake or lace-like appearance we see today. The home was converted to apartments in the 1960s, but retains much of its architectural details, it is best known as the Gingerbread Apartments.