Keyes Homestead // c.1753

Tucked into the hills below Mount Wachusett, the Keyes Homestead in Princeton, Massachusetts, dates to the colonial era, and is part of a well-known local legend. Robert Keyes, his wife Martha, and their young family settled in present-day Princeton in 1751, and built this home to withstand rough New England winters. Within years of the family settling in Princeton, tragedy struck. Legend states that on April 14, 1755, Martha Keyes sent her two older daughters to collect sand from the banks of Wachusett Lake. Unbeknownst to the sisters, little Lucy, just four years old, followed them. She vanished into the woods and was never seen again, despite search parties combing the forest for years. Mr. Keyes was driven to near poverty in his efforts, selling portions of land and even petitioning the government for financial assistance in 1765. Mrs. Keyes is said to have been driven to near insanity, crying her daughter’s name into the woods for years after her disappearance. Two main theories emerged as to what happened to little Lucy. One grim legend says that the Keyes’ mountainside neighbor, Tilly Littlejohn murdered the young girl. According to a 1827 letter now in possession of Cornell University, a man in the New York area thought to be an elderly Tilly Littlejohn confessed on his deathbed to the brutal murder of the little girl whose father he had quarreled with. The man allegedly said that after the murder, he hid the child’s body in a hollowed-out log. The second theory is that a nearby Native American tribe found, captured and fostered the lost little girl. Reports say that many years later, two travelers came across a white woman living among a tribe near the Canadian border who knew little to no English, but recalled once living near what she called “Chusett Hill”. The old Keyes Homestead remains a well-preserved Colonial residence and tells the story of early heartbreak and the difficulty that was early settlement in New England.

Parker Farmhouse // c.1777

The enchanting town of Princeton, Massachusetts, was incorporated in 1759, created out of land that was previously part of nearby Rutland. The town was named after Rev. Thomas Prince, a prominent clergyman, scholar and historian. Known as the Parker Farmhouse, this Georgian-era residence in Princeton dates to 1777, when Thomas Parker (1727-1799) of Lexington, purchased farmland here and began constructing the family homestead soon-after. Thomas resided in the home with his wife, Jane, and their only child, Ebenezer Parker (1750-1839). The Parker’s laid out a family cemetery near the homestead, now known as West Sterling Cemetery, where many generations of the family are buried. Thomas and Ebenezer seem to have run the homestead as a tavern by the late 18th century. The farmhouse remained in the family for generations, and maintains much of its original character.

George House // 1929

This Georgian Revival house on Butler Point in Marion, Massachusetts, was built in 1929 at the period of great transition of many coastal communities in New England between the Gilded Age and later summer cottage period of prosperity and the Great Depression.The “cottage” here was built for Jerome R. George (1867-1942), vice president and chief engineer of the Morgan Construction Company of Worcester and avid boater. A native of Ohio, he was a
noted designer of steel mills in the United States, Europe, and India and built this home, likely as their summer retreat.
The house is prominently sited and is one of the best examples of the Colonial Revival style I have seen in the seaside town. It is clad in cedar shingles as a nod to the vernacular coastal homes and larger Victorian-era summer homes seen in the village but resembles the 18th century Colonial homes with an elaborate pedimented entry, symmetrical facade, corner quoins, and massive brick chimneys.

Manning Manse // 1696

The town of Billerica was originally settled by colonists in 1640, but the area west of the Concord River was not settled until after 1690. This saltbox Colonial house built around 1696 is believed to be the oldest house in town west of the river. The residence was built by Samuel Manning (1644-1711) as his homestead. Between 1752 and 1800, the Manning family operated a tavern out of the rear portion of the house. In the later years of the 18th century by the family of William Manning, a veteran of the Revolutionary War, who after the war, began to believe that his military service meant little to the American ruling class. He wrote the anti-Federalist ‘The Key of Liberty” in 1798, arguing that the goal of the “Few” was to distress and force the “Many” into being financially dependent on them, creating a continued cycle of dependence to the elite class and government. In the late 19th century, this old saltbox Colonial house began to deteriorate, until the 1890s, when descendant of its original owner, and landscape architect,  Warren H. Manning, spearheaded family efforts to restore the property. As a prominent landscape architect, Manning purchased not just the house, but the surrounding lands that formed the basis of Manning State Forest, protecting both. Manning conducted a carefully documented restoration of the house in 1899, and made it his summer home. A family association was eventually formed to take over the property, which leases the old home to a local pub and restaurant. The house faces south, away from the street and the kitchen ell off the side of the house does detract from the building, but it remains a significant early building from the settlement of Billerica.

Captain Benjamin Smith House – Vineyard Gazette Building // c.1760

The Captain Benjamin Smith House on South Summer Street in Edgartown, Martha’s Vineyard, Massachusetts, was constructed c.1760 and retains its historical and architectural integrity. Capt. Benjamin Smith (1740-1821) was a military captain who commanded a company of militia on Martha’s Vineyard during the Revolutionary War, after, he served as a County Sheriff and Town Clerk. Captain Smith and his wife, Love (Coffin) Smith, had nine children in this home; with two of their sons becoming sea captains. The property remained a single-family residence until it was purchased in 1938 by the Vineyard Gazette, the first newspaper to be published in Dukes County, beginning in 1846. When the newspaper purchased the building, it constructed a rear addition, seeking to preserve the old home but expand the footprint to increase its operations with editor offices located in the main house and assembling and printing machinery in the addition. The Smith House-Vineyard Gazette Building was later acquired by the Vineyard Trust in 2010 who preserve the building and continue to rent the space to the Gazette. The pre-Revolutionary residence features a five-bay facade, shingle siding,  and lovely historic double-hung windows. 

Collins-Schofield House // c.1750

One of the older Colonial-era homes in Martha’s Vineyard, is this 2 1/2-story, side-gable, half-house clad in wood shingles on South Water Street in Edgartown. Deed research has not been undertaken, but a 1858 map shows the property owned by the estate of Palfrey Collins (1777-1857), who worked as a ship rigger, mariner, and day laborer on a nearby wharf, primarily on vessels preparing for whaling voyages from Edgartown. In the late 19th and early 20th centuries, the property was owned by sea captain, Ira V. Schofield (1837-1918). The residence retains its Colonial charm, including the (possibly original) eight-over-twelve and twelve-over-twelve sash windows, and door surround with transom over the paneled door.

Williston Saddle Shop // 1776

Before the invention of the automobile, horseback was the most effective way to get around. In nearly every town in New England, a saddler would make harnesses, straps, and saddles from leather in small, vernacular shops like this structure in Suffield, Connecticut. The Williston Saddle Shop is said to have been built in 1776 by Consider Williston (1739-1794), who served as a Lieutenant in the American Revolution, and is sited on the town’s iconic Main Street, which is lined by stately homes, churches, and institutional buildings of all eras. The vernacular Williston Saddle Shop retains its unique character, even since it was converted to a private residence.

Samuel Hawes House // c.1742

The Hawes’ in Wrentham, Massachusetts, were a prominent local family that largely settled in the western part of the town, building large farmhouses with properties bounded by rustic stone walls. This residence on Spring Street dates to the mid-18th century and was likely built for Samuel Hawes (1713-1795) around the time of his marriage to Priscilla Ruggles in 1741. After the death of both Samuel and Priscilla in 1795, the couple’s only son, David, bought out his two sisters value in the property and lived here with his family. The property was passed down through members of the Hawes Family until the 20th century, though later owners have still maintained and preserved this significant home for future generations.

Guild-Kollock House // c.1714

The Guild-Kollock house on East Street in Wrentham, Massachusetts, is one of the oldest and best-preserved historic homes in the suburban community. In 1674, John Guild of Dedham, was granted this lot by the proprietors and later willed the property to his son, Deacon John Guild Jr. (1649-1723). John Guild Jr. had the home built between 1682 and 1714, the first recorded document that acknowledges the existence of this dwelling, giving the home a definitive “built by” date. The Colonial farmhouse remained in the Guild family until 1804, when it was purchased by Cornelius Kollock, a Revolutionary War veteran, surveyor, Justice of the Peace, Town Clerk, Town Treasurer, and Representative to the General Court. The significant early Guild-Kollock House was documented inside and out as part of the Historic American Buildings Survey (HABS) in 1962 and has been lovingly preserved for over 300 years since its construction.

Hill-Collins House // 1761

Located at the corner of Water and Baker streets in Warren, Rhode Island, this Georgian Colonial-era home oozes charm! Built by shipwright William Hill, as a three bay, two storied residence in 1761, this Colonial “half-house” was later owned by mariner William Collins who managed a wharf nearby. The home was later inherited by his son, Capt. Haile Collins (1798-1863). The two-story house with three-bay-façade and side-hall entry is a great example of a Georgian residence with raised stone foundation with entry accessed by double-run brownstone steps, massive central chimney, and the pedimented entry with transom and pilastered enframement. The home was eventually covered with asphalt shingle siding and was threatened with demolition in the 1980s until it was purchased and restored by Lombard John Pozzi, a prominent local force in architecture and historic preservation, who restored many old houses in the region.

Rufus Barton House // c.1783

This charming house on Broad Street in Warren, Rhode Island, was built by 1783 for Rufus Barton and his wife, Prudence Cole. Rufus Barton and his family moved to New York and sold the property to Nathan Burr for $775 in 1797, who . Nathan Miller Burr sold the home to William Eastabrook two years later. Captain Eastabrook/Easterbrook had just returned from an illegal slave voyage on the “Betsey” to Africa that resulted in the enslavement of 79 Africans who were sold into slavery in Havana. He would go on to captain at least two more illegal voyages on the “Little Ann” (1806) and the “Hannah” (1807) from Bristol. These three voyages accounted for the death or enslavement of 229 people. The home has been lovingly restored by later owners, who removed the vinyl siding and replaced the cheap, vinyl windows with historically appropriate windows.

Governor Josias Lyndon House // c.1767

One of the more significant old homes in Warren, Rhode Island, the Gov. Josias Lyndon House on the aptly named Lyndon Street, dates to 1767 or earlier, and has connections with a colonial governor. It is not clear who originally owned this property, but the residence is best-known for its most famous resident, Governor Josias Lyndon (1704-1778), who lived here during the final years of his life with his wife and enslaved Africans. Lyndon worked as Clerk of the Assembly for the colony and in 1768, he was appointed Rhode Island’s last Colonial Governor, serving until 1769. His election is believed to have been a compromise between Samuel Ward and Stephen Hopkins, both of whom had already served multiple terms as governor. After his one term, Lyndon declined reelection and served as chief clerk for the General Assembly of the Superior Court of the County of Newport. At the time of the British occupation of Aquidneck Island (Newport), Gov. Lyndon moved to this home in Warren, where he remained until his death from smallpox in 1778. An often undertold fact about Josias Lyndon is that he enslaved a man named Caesar Lyndon. Caesar was highly literate and was entrusted to carry out Lyndon’s business, acting as both a purchasing agent and secretary. Caesar also held his own small lending business with enslaved as well as free Blacks and whites borrowing money from him. Josias allowed Caesar to marry, which he did to Sarah Searing. It is not clear if/when Caesar was granted his freedom, or if he accompanied Josias to Warren or remained in Newport.

Easterbrooks House // 1757

One of the pre-Revolutionary homes in the picturesque town of Warren, Rhode Island, the Easterbrooks House on Church Street is definitely one of the smallest, but oozes charm. This one-and-a-half-story gambrel roofed cottage stands across from the Town Common and adjacent to what may be the tallest building in town, the First Methodist Church of Warren. The home was built by 1757, likely by William Easterbrooks (1731-1772), and by the time of the Revolution, was occupied by Ms. Nellie Easterbrooks (1761-1853). Nellie and her mother rented a room in their home to Warren schoolmaster, John Holland, who earned the nickname “Traitor Holland”, after he had secretly been sharing news to General Pigot, the British General in charge of forces in Rhode Island. Long thought to have supported the local Patriots, it was learned that he was a loyalist, after the British and Hessian soldiers raided Warren and were leaving the town in 1778. It is said that troops stopped at this house and John Holland accompanied them, cheering alongside and leaving with them. He was never seen in Warren again. Soon after this, a young Nellie Easterbrooks, then in her teens, sought revenge against the British who pillaged and assaulted her friends and family. As the troops were leaving, she is said to have gathered a group of other angry Patriot ladies of town and captured a drunken drummer marching through town. Then they dragged their bewildered captive into a nearby hotel and locked him into a closet there. Nellie would later marry Nathaniel Hicks West (1751-1836), a Revolutionary War veteran, and received a widows pension until her death in 1853. The Easterbrooks House is a rare, intact surviving Georgian home that tells a rich history of Colonial New England and the stories during the American Revolution.

Ye Olde Manse of Willington // c.1728

Known locally as the ‘Ye Olde Manse‘, this stunning Georgian cape house is located at the eastern edge of the town green in Willington, Connecticut. Thought to be the oldest extant house in the small, rural community, the gambrel-roofed homestead was possibly built by John Watson of Hartford, who was thought to have been an original proprietor of Willington, but was instead an assignee of George Clark who was. In the 19th century, the homestead operated as the congregational church parsonage. Today, the Georgian cape house with gambrel and saltbox roof is a single family home and has been lovingly preserved by centuries of stewards of this old manse.

Hopestill Bent Tavern // 1710

The Hopestill Bent Tavern is a historic First Period tavern, now a private residence, in Wayland, Massachusetts, on the Old Connecticut Path, a Colonial postal road. The tavern was owned and occupied by Hopestill Bent (1672–1725), a veteran from the King William’s War (one of the French and Indian Wars). Hopestill Bent was the great-great-grandfather of Charles Bent, a fur trader and first territorial Governor of New Mexico during the Mexican-American War, who was later scalped and killed by Pueblo warriors, during the Taos Revolt. The Bent Tavern served as a tavern until about 1780, was moved to the present site farther back from the street in 1800, and enlarged to the current size.