Vermont Historic Building

Amos Heald House // 1803

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This large brick Federal period house in Chester, Vermont, was built in 1803 and is said to have been a stop on the Underground Railroad. The large residence was built for Amos Heald (1767-1849), who was born in Concord, Massachusetts, and when just a boy of nine years, Amos witnessed the Battle of Concord kicking off the American Revolution. In about 1777, his father, Daniel Heald, moved the family to Chester, Vermont, which was then named New Flemstead, to escape the conflict. Daniel Heald acquired land near the Williams River and built a large Federal style home. He later deeded his son, Amos, land on which he too would build a residence. Amos Heald lived in this brick home and served in many positions in town until his death. The estate was bequeathed to his son, Amos Heald Jr. (1804-1873), who also served in the town offices. Locals state that Amos would shelter escaped enslaved people from the south on their way north to Canada. After his death, his son Prescott took over the property and built a wood-frame addition off the rear stables and barns, which became the town clerk’s office during his tenure, as well as the office for his insurance business. Sometime in the 19th century, the house was renovated with the addition of porches, and later, the building became the Weathervane Inn.

Daniel Heald House // c.1785

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Daniel Heald (1739-1833), one of the earliest settlers in the town of New Flamstead (later renamed Chester) Vermont, established his farm on the west side of the upper Williams River. He moved to rural Vermont from Concord, Massachusetts, where he was one of the Patriot soldiers who at the Concord bridge, fought against the British troops while his wife and children who had fled from their home viewed the battle from a neighboring hill. He, with his family, emigrated to Vermont in about 1776 and eventually would serve as town clerk from 1779 to 1799 and as town representative from 1783 to 1797. Around 1785, he built this residence, oldest wood-frame house in North Chester, a two-story, central-chimney house with saltbox roof sloping to the rear. When his son, Amos Heald, was of age, some of the property was deeded to him, where he built a stately Federal style residence that stands across the street to this day. Both of the Heald houses tell the early history of Chester through well-preserved houses.

Chester Public Tomb and Hearse House // 1850

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Near the entrance to the Brookside Cemetery in the charming village of Chester, Vermont, these two very different looking buildings were constructed for one purpose, death. Before the proliferation of funeral homes and cremation, infrastructure for the dead was a necessary piece of the built environment for towns and cities all over the region. The wood-frame building seen here was built as a hearse house, which would shelter the horse-drawn hearse for the town. Prior to the advent to funeral homes, most wakes were held at the home of the deceased, after-which, the body would be transported by the horse-drawn hearse to the cemetery for burial. This was followed by a memorial service at the nearby church. If the ground was frozen or if the family did not yet have the funds to bury their family member, the body would be held in the public tomb until the burial. The Chester Public Tomb dates to 1850 and was built by local mason, Arvin Earle from stone  quarried near Gassetts, a hamlet in the north part of Chester that was shipped to Chester Depot by the newly completed railroad. While no longer in use, these two vernacular buildings hold a very important history of the town and have been lovingly preserved by local residents. 

Whiting Library // 1891

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The Whiting Library in Chester, Vermont, was designed by architect George H. Guernsey, and is said to be the only building in the village designed by a regionally significant architect. For the design, Guernsey created an eclectic library blending Romanesque and Queen Anne influences that strikingly enhance the library’s relatively modest physical stature. The building was named to honor Chester physician, Laurin G. Whiting and his wife, Abigail, who donated funds for the land and building. The polychromatic brick and granite building features unique gables, corner tower, and arched openings, which were carried over to a lesser scale into an addition a few decades ago.

Chester Masonic Temple // 1907

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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. 

Comfort C. Dresser House // 1799

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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

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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

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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?

Simonsville Schoolhouse // 1856

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One-room schoolhouses like this example in the Simonsville area of Andover, Vermont, have been commonplace throughout rural portions of New England where children of most ages would share the classroom and be taught everything from basic spelling to math. The Simonsville schoolhouse was built in 1856 and is a typical example of a vernacular one-room schoolhouse in rural New England, with no frills or ornament, just a house of learning. The Simonsville Schoolhouse was converted to a residence sometime in the latter half of the 20th century and has been renovated, keeping the basic form and interior floorboards from the 1850s. The school-turned-home is currently (2025) listed for sale.

Marie Hill Farmhouse // c.1810

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Located in the charming rural town of Andover, Vermont, the Marie Hill Farmhouse is one of the most interesting and charming residences in the area. Built around 1810, the brick farmhouse was designed in the Federal style, with a symmetrical five-bay facade, brick end chimneys, and a fanlight over the front door. The property was purchased by New Yorkers, Laurence Pfluger and his wife Mary “Marie” Pfluger, who operated the farm, raising dairy cows. Laurence would ship eggs, dairy and meat to his market in New York from this farm, which did quite well financially. The farmhouse was “modernized” by the turn of the 20th century with the addition of the two-story octagonal towers on the facade, front and side porches, along with the decorative slate spelling out “Marie Hill Farm” after his Marie Pflueger. The residence was later converted into a guesthouse, a use that remains to this day, still retaining the iconic name and branding in the southern gable.