Joseph Royall House // c.1770

This is one of the oldest buildings in Boston! The Joseph Royall House is located at 770 Washington Street in the Ashmont section of Dorchester, set back from the street and passed by thousands who likely do not know its history and significance. The house dates to around 1770 and was built by Joseph Royall, of the infamous Royall Family of Cambridge, Medford, and Antigua, who made much of their money through sugar plantations in the Caribbean and enslaved Africans. Joseph was a nephew of Isaac Royal Jr., the patriarch of the family who resided at what is now the Royall House and Slave Quarters in Medford. Upon the outbreak of the American Revolution, the Tory Royalls were forced to flee for protection, Joseph would move to England. Isaac’s daughter (and Joseph’s cousin), Penelope Royall Vassall had her Cambridge home confiscated as a Tory property during the Revolution, causing her to flee to Antigua. When she returned to Boston after the war she was a widow and lived in poverty. Her cousin, Joseph, would sell her this Dorchester estate in 1782 nearly for free, allowing her to sell the property for money to survive in Boston. The house would remain here for another two-and-a-quarter centuries, as Ashmont grew around it. One-story stores were built in the front yard, completely obscuring the Georgian residence until later owners, Bob and Vicki Rugo, restored the house and demolished the stores in front, preserving this house for centuries to come. While the house is one of the oldest in Boston, it is not a landmark or listed on the National Register of Historic Places.

Richard Trevett House // 1730

Richard Trevett Jr. (1690-1749) was a wealthy shipwright and sparmaker (a carpenter who finishes and installs spars, masts, and cargo booms) in Marblehead, and part of a wealthy shipowning family. He would build this house on Washington Street (originally named King Street before the Revolution) and reside here with his family. Trevett lived here for just a few years until the death of his father, and he sold the property, which was later purchased by Joseph Pedrick, a wealthy ship owner, who’s son, John Pedrick, built an even larger mansion down the street. By the turn of the 19th century, this house was owned by Captain Samuel Horton, a commander in the Revolution under General John Glover. After the war, Samuel Horton engaged in mercantile pursuits, importing goods from all over the world. He likely brought home pineapples similar to the pineapple motif over the doorway from plantations in the Caribbean and South America as well.

Reverend John Barnard House // 1717

John Barnard (1681-1770) was born in Boston, Massachusetts, and received his degrees from Harvard in 1700 and 1703, reading theology under Cotton Mather. After graduating, he was appointed one of the five chaplains for the expedition against Port-Royal, a French-colonized settlement in present-day Nova Scotia. After time in Barbados and England, Barnard was ordained by the Marblehead Congregational church on in July 1716, and served that church for the rest of his life. Upon arriving to Marblehead, he had this Georgian residence built on Franklin Street, completed by 1717. The house is said to be one of the first Georgian facades in the town, showcasing Reverend Barnard’s standing in the community and knowledge of English Georgian residences across the ocean. The early Georgian house exhibits a gambrel roof, nearly symmetrical facade with center hall plan, and high ceilings inside for its time. The house was converted into condominiums in 1988 and has retained its historic appearance, at least at the exterior, ever since.

Huntington Homestead // c.1715

The Huntington Homestead in Scotland, Connecticut, was the birthplace and boyhood home of Samuel Huntington (1731–1796), a Founding Father, a signer of the Declaration of Independence and a distinguished statesman during the Revolutionary War and early Republic. The remarkably well-preserved site includes an eighteenth century house on its original foundation surrounded by acres of farmland and is now protected as a museum. The house was built sometime between the transfer of land in 1715 from Deacon Joseph Huntington to his son Nathaniel, and Nathaniel’s marriage in 1723 to Mehetabel Thurston. As originally constructed, the house consisted of a two-story structure with an end chimney on the west end and one large room on each floor. By the time of Nathanielís death in 1767, the house had been doubled in size with the addition of two rooms west of the chimney, giving the house its current five-bay form. The Georgian style Colonial-era home features a symmetrical facade, twelve-over-twelve windows, and a saltbox roof and is one of the finest Colonial-era homes in this part of the state.

Captain John Felt House // 1757

The Captain John Felt House on Federal Street in Salem, Massachusetts, is a surviving Georgian residence with ties to the American Revolution. In May 1757, John Felt purchased a lot on present-day Federal Street from Benjamin Lynde for 52 pounds, and began building his family home here. John Felt, a Salem native, worked as a “shoreman,” but was primarily an owner of vessels involved in the coasting trade, also owning a large warehouse to store the goods from the West Indies brought in by his ships. Felt’s title of “Captain” came from his involvement in the Essex county militia. Captain Felt was a key figure in Leslie’s Retreat, also called the Salem Gunpowder Raid, which took place on February 26, 1775, in Salem. British Colonel Alexander Leslie led a raid to seize suspected cannons from a makeshift Colonial armory in Salem. Instead of finding artillery, Leslie encountered an inflamed citizenry and militia members ready to stop his search. These colonists flooded Salem’s streets, preventing Leslie’s passage and forcing him to negotiate. Ultimately, the Salemites convinced the British Regulars to stand down and return to Boston. No shots were fired, and no one was seriously injured—but tensions were high and a skirmish was evident until Captain Felt stated, “If you do fire, you will all be dead men.” Had a soldier or a colonist gone rogue and fired their weapon, the American Revolution might have begun in Salem, and not Concord just weeks later. After the Revolution, Captain Felt sold his house and moved to present-day Danvers. After centuries of successive ownership by merchants, today, the Felt House is used (at least in part) as professional law offices.

Pierce Homestead // c.1750

Built before the American Revolution, this large Georgian residence is one of the oldest extant houses in the charming town of Cornwall, Connecticut. Located on Popple Swamp Road just outside the central village, the Pierce Homestead dates to circa 1750 (the sign dates the house to 1768, but information from the town history mentions a house there earlier) and is a stellar example of a simple, two-story Georgian house with five-bay facade and 12-over-12 sash windows. This property was purchased by Joshua Pierce in 1748 and included over 300-acres of farmland, the farmhouse was likely built within a matter of years. The house was likely expanded and modernized by his son, Seth Pierce, who inherited the property in the 1790s. The farm remained in the Pierce Family for generations and was lovingly restored in the 20th century. It is a great example of a well-preserved 18th century farmhouse in Litchfield County, Connecticut.

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.

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!

Pomeroy-Belden House // c.1758

This stunning gambrel-roofed Georgian manse is located on Bronson Road in Fairfield’s Greenfield Hill neighborhood, a well-preserved in the northern part of town with large historic homes on large lots. The Pomeroy-Belden House was built in about 1760 for Seth Pomeroy (1733-1770), the son of Seth Pomeroy Sr. (1706-1777) a gunsmith and soldier from Northampton, Massachusetts, who served in King George’s War, the French and Indian War, and the Revolutionary War (at nearly seventy years old). Seth Jr. graduated from Yale in 1753, and would accept the call as the minister of the Greenfield Hill Congregational Church from 1757 until his death in 1770. He had this stately house built for his family during his time as minister. After his death, the house was purchased by Captain David Hubbell who used it as a store until it was purchased by Reverend William Belden, who served as pastor of the Greenfield Hill Congregational Church from 1812-1821. The Georgian mansion features a central double-door entry with traditional door surround, later shingle siding and a gambrel, wood shingle roof punctuated by three small dormers.

Reverend Whitwell House // c.1756

Another of the stunning gambrel-roofed Georgian homes in Marblehead is this beauty located on High Street in the village. This house was built around 1756 but is best known for its resident from 1766-1779, as the home of the Reverend William Whitwell (1737-1781), who was the fourth minister of the Old North Church, located just a stone’s throw away. Although this Georgian dwelling looks like a single-family house from the outside, it is actually divided into two houses with separate owners, likely since its construction. Later dormers crowd the roof, but its still a pretty amazing Pre-Revolution home in one of the most charming towns in New England!