Comfort C. Dresser House // 1799

Built just before the turn of the 19th century, this handsome five-bay vernacular Federal period house is located on the charming Main Street of Chester, Vermont, and is one of the oldest extant houses in the village. The residence was built in 1799 by Comfort Carpenter Dresser (1777-1856), who with his family, moved from Bridgewater, Massachusetts, to the town of Chester, where he found work as a carpenter and housewright, a fitting profession due to his middle name. The family resided here for nearly 30 years until they moved to New Hampshire. The beautiful home, painted a bright white sometime in the 20th century, features a front door with sidelights, 12-over-12 sash windows, and a symmetrical facade, common for the style. 

Robbins & Marsh Store // c.1858

Located in the Chester Depot Village, a commercial and civic assortment of buildings constructed in the mid-19th century between the often feuding North and South villages in Chester, Vermont, this handsome commercial building contributes to the character and history of the once thriving commercial center of town. Built across the tracks of the Central Vermont Railroad from the town’s depot, this Italianate style building dates to about 1858 when a P. H. Robbins opened an all-in-one store, selling everything from groceries to hardware and building products. Mr. Marsh was later joined by Frederick W. Marsh, who entered into the business, then named the Robbins & Marsh Store. The business thrived with the close proximity to the railroad depot with later alterations to the building including the addition of plate glass storefronts and a massive side awning porch. Business slowed after WWII, as rail service slowed and ultimately stopped in town. Today, the handsome building remains as an important visual anchor to the depot village. 

Chester Depot // 1872

The first public train arrived in Chester, Vermont, on July 18, 1849, and in December, the Rutland & Burlington Railroad opened the first rail line across Vermont linking the Connecticut River valley at Bellows Falls and Lake Champlain at Burlington. A fire destroyed the first station in 1871, and the Vermont Central Railroad built the current station within a year. The State of Vermont purchased the line in 1963, leasing it in part to the Green Mountain Railroad. Exceptional in Vermont, this brick station retains its high-style Italianate design and continues in railroad use. The station can be classified as Italianate/Romanesque in style and has a corbeled cornice, windows capped by brick hood moldings, and a projecting trackside awning. It appears that the station is not in active use, does anyone know more?

Chester Academy – Chester Historical Society // 1884

The town of Chester, Vermont, is one of the best small towns in the state for architecture lovers! Don’t believe me? I will prove it in this upcoming series. Located in Chester Village, the town’s center, this handsome brick building set off the main street, was built in 1884 as the town’s high school, replacing an 1814 private academy formerly on the site. The private academy closed in 1881, and the building was sold to the town, who by 1884, demolished the original structure and erected the current Italianate style building. The building served as the town high school until 1911, when a new high school was constructed nearby. The elementary and junior high school operated from here until the 1950s, when a modern school was constructed in town. Since 1950, the former academy building has been used by the Chester Art Guild, and currently is leased from the Town by the Chester Historical Society. The structure retains its architectural character down to the segmental arched windows and cupola.