Bowler House // c.1760

This beautiful Georgian house in Newport, with its prominent gambrel roof oriented toward the street, was built by 1760 and owned by Metcalf Bowler (1726-1789), a merchant, politician, and magistrate. Bowler was for many years speaker of the house in the Rhode Island colonial assembly, and it was discovered in the 20th century that he was a paid informant (spy) for the British during the Revolutionary War. The house was owned by Metcalf before he would purchase what is now known as the Vernon House, an even more stately Georgian mansion designed by Peter Harrison. This house was sold, and later owned by Charles Wickham, a Captain in the war, and later to the Burdick and Merrill families.

Wright Homestead // 1767

This large, brick gambrel-roofed Colonial home in West Goshen, Connecticut, was built over decades beginning before the American Revolution and has remained in the same family ever-since! In 1767, Captain Jabez Wright (1737-1813) married Martha Baldwin of Goshen, and began constructing this farmhouse of brick. When the war broke out, he fought in New York, he also served as captain of a company of Connecticut militia, turning out to repel the British forces at New Haven. He would largely complete the home by 1787, and ultimately died in 1813. After successive ownership of generations of the Wright family, the property was owned by Henry G. Wright (1831-1917), a farmer who represented Goshen in the state legislature and held many town positions. The first Methodist sermons in town were also held in the home. Henry Wright died at 86 years old on this property, after being attacked by a bull. When entertaining guests, he showed others a prized bull, and possibly fell into the pen, and was trampled and attacked. The Wright Homestead is unique for its brickwork with bonds and burned headers, resembling many Colonial-era homes in Virginia, but this house can be found on the back roads of Goshen, Connecticut!

Jeremiah Page House // 1754

In 1754, a 32-year-old brickmaker Jeremiah Page built this large, gambrel-roofed Georgian house in Danvers, Massachusetts, for his young family. Jeremiah and his first wife, Sarah, raised nine children here and dreamed of liberty from England. Following the Tea Act, passed by British Parliament in 1773 that granted the British East India Company Tea a monopoly on tea sales in the American colonies, Page was said to have demanded that “none shall drink tea in my house.” One evening when her husband was out, Sarah Page is said to have invited several women from the neighborhood up to the porch atop the Page House’s gambrel roof to enjoy tea. Larcom quotes Page as telling her friends, “Upon a house is not within it,” thereby finding a loophole around her husband’s directive. This legend was enshrined in the poem “The Gambrel Roof” (1874) by Lucy Larcom, who knew Sarah Page’s granddaughter. Jeremiah Page would fight in the Revolution, serving as a Captain. The Page House remained in the family for two more generations, Sarah Page’s daughter in-law, Mary Page died in 1876 and her will put the property into a trust with the stipulation that once there were no longer any Page descendants to live there, the historic house was to be torn down. After Mary Page’s daughter Anne Lemist Page died in 1913, the trustee planned to demolish it according to her wishes. The Danvers Historical Society sprung into action and sued to oppose the will, fighting to preserve this significant home. They won, and relocated the home a block from Elm Street to its present site on Page Street, where it stands today. The Danvers Historical Society maintain the structure to this day, including the “porch” at the roof where the tea party once took place.

Gott House // 1702

Halibut Point State Park in Rockport is one of the most enchanting places in Massachusetts and it has so many layers of history! Before white settlement, Halibut Point was used seasonally by the Pawtucket people who came to harvest its wild fruits, fish and game on the land. In 1702, Samuel Gott (1677-1748) purchased eight of the 6-acre lots on Halibut Point. At the time, there were no roads to Halibut Point, but Samuel built this house on the land, and he began to farm here. The property passed down the family line and was later owned by Joshua (1754-1846), who came of age just as the War for Independence began. Joshua enlisted with the Revolutionary Army as it was being formed in Boston, and in 1776, he joined General Washington’s forces in the unsuccessful defense of New York. He returned home to lead a long and useful life as farmer and fisherman and was known as Captain Gott. As of the 2010s, the property remained in the same family, handed down through the generations from Samuel Gott over 320 years to today. How cool!

Captain Silas Jones House // c.1774

Brick houses are not too common on Nantucket, so I love to highlight them whenever possible! This gambrel-roofed residence was built by 1774 for Silas Jones, a whaling captain around the time of his marriage to Judith Gardner. As originally built, this house had brick endwalls while the facade and rear walls were constructed of wood. It was not until under the ownership of Silas’ son, Daniel, that the house was “modernized” with its present appearance. Daniel added brick walls to the front and rear walls, added brownstone lintels and sills to the openings, and added twin chimneys, likely replacing a single, central chimney. Due to his materiality and heavy presence, the house looks more like it belongs in Salem or Providence, so seeing it in the coastal town of Nantucket makes my heart sing. Standing out is a good thing!

Wellman-Fisher-Richardson House // c.1745

The Fisher-Richardson House in Mansfield, Massachusetts is considered to be one of the oldest buildings in the suburban town. The home dates to sometime between 1743 and 1751 and was built for its original owner Ebenezer Wellman (1720-1776). The property was eventually owned by Lemuel Fisher, who in about 1800, doubled the size of the house adding its western half. When Lemuel died in 1820, the property was inherited by his youngest son, Daniel, a farmer and blacksmith who also built a gristmill nearby. The home was later inherited by Daniel’s daughter, Evelina and her husband, Captain Ira Richardson. By 1930, the gambrel-roofed Georgian house was in disrepair, and the owner at the time contacted SPNEA (now Historic New England) who drafted an agreement to acquire and restore the house. However, as local interest in the property increased, the owner deeded the property to the town, and the town took on the costs of restoration. The property is now managed by the Mansfield Historical Society.

Harkness House // c.1730

The award for the cutest house in Newport goes to this c.1730 beauty on Green Street! This charming Georgian cape house sits just one-and-a-half stories tall under a squat gambrel roof. The house was originally located at the corner of Thames Street and was moved at least twice until it was placed on its present site by the Newport Restoration Foundation, after they acquired it in 1983, restoring it soon after. The center-hall house has just two rooms on each floor with a central staircase and chimney. The small dormers add some light to the second floor without compromising the historic and architectural integrity of the cottage.

Wibird-Oracle House // 1702

One of the oldest extant houses in Portsmouth (and New England for that matter) is this gambrel-roofed Georgian house on Marcy Street. The home was originally constructed in 1702 by Richard Wibird, who arrived to Portsmouth in the late-1600s and married Elizabeth Due (Dew) in 1701. Mrs. Due owned a market in town, and that helped propel Richard to be a prosperous merchant. Like many very wealthy residents in New England at the time, he enslaved three Africans and had five properties all over town. The house was moved two times, it was originally built behind the North Meetinghouse on Market Square. It was moved from that location c.1800 to Haymarket Square where Prescott Park is now, and again in 1937 to its present location on Marcy Street. The Portsmouth Oracle, an early newspaper, was printed and edited from this building when it was altered for commercial spaces at the ground floor. The Prescott sisters who developed Prescott Park had the foresight to move this building to the opposite corner and the home was later restored, giving us a glimpse at early 18th century merchant housing.

Livermore-Porter House // 1735

Matthew Livermore (1703-1776), a native of Watertown, Massachusetts and a 1722 Harvard graduate, came to Portsmouth in 1726 to teach grammar school while studying law, and in 1731 became the first college-educated lawyer to practice in New Hampshire. He would build this Georgian mansion in Portsmouth in 1735. Later, the property was owned by Samuel Coues, a leader of the shipbuilding industry in Portsmouth during the 19th century, and leader of the American Peace Party in the 1840s. Fitz John Porter was born in the house in 1822. General Porter would become one of the Union’s most talented leaders at the beginning of the Civil War. After the U. S. Army dismissed him for disobeying what would be a suicidal order during the Second Battle of Bull Run, he spent the rest of his life fighting the charges. The army cleared his name in 1879.After this, the home was occupied by General Fitz John Porter, a United States Army general who served in the Mexican–American War and the American Civil War. The building was moved in 1900 when Haven Park was created by the City of Portsmouth, and it had already been moved in the 19th century to front the newly laid out Livermore Street. The Livermore-Porter House was eventually converted into condominiums in 1983, and it showcases how condo conversions aren’t a bad thing! More people can live in this house now, win-win!

Nathaniel Backus House // c.1702

Welcome to Franklin, Connecticut, which frankly (pun intended) I had never heard of before driving through it not long ago! The town is located in New London County and was originally a part of Norwich, Connecticut and was called West Farms village. The town incorporated in 1786, creating its own town at that time, and the citizens decided to name their new town after Benjamin Franklin. I wonder if there are more place names in the United States after Benjamin Franklin or George Washington…

This is one of the oldest houses in the sleepy town of Franklin, and it was built around 1702 by Nathaniel Backus, about the same time he was married to his wife, Elizabeth. The Georgian Cape house features a large gambrel roof and a small gabled dormer. The house is representative of many of the earliest homes which once existed in this landscape in the early 18th century. The home appears to have been vacant for some time, and in 2022, was auctioned off. Its future is unclear at this time sadly.

Alexander Watts House // c.1755

In 1748, Alexander Watts, a merchant and sea captain purchased land in Marblehead, building a dwelling house, shop, and barn. This home was likely built in the 1750s, not long after he purchased the lot from David LeGallais, a merchant and prominent landowner in town. The gambrel-roofed Georgian house with its elaborate entry stands out on the street for its large frontage, with many other period homes sited on narrow lots, with the side of the house facing the street. He likely lived in the shop nextdoor until he had enough money to build this separate, more elaborate dwelling. Captain Watts died in 1772, and the property was willed to his “wife Rachel for her widowhood, and at her decease, one-half was to descend to her heirs, and the other half to his kinsman, Alexander Watts of London, England”. By the 1780s, the property was noted as “much decayed” with his widow likely struggling to maintain the property, renting the shop to others for income. On April 13, 1795, the estate was divided, meaning Rachel, Alexander’s widow, likely died at the home.

Homan House // 1744

This perfect Georgian house in Marblehead was built in 1744 for Richard Homan (1713-1803), a sea captain who also fought in the Revolutionary War. In 1736, Richard married Hannah Goodwin, the daughter of William Goodwin, a notable housewright. William Goodwin seemingly gave the newlywed couple land on his estate and likely built this stunning home for them. Hannah died in 1772, and remarried in 1776 to Susanna Stacey, who he also outlived. The couple moved to Ipswich, and this home was sold to his son, William. In the 1800s, the property was owned by William Hawkes Jr., a trader and shopkeeper who apparently operated a “rum shop” out of the first floor of the home. It remained in the Hawkes Family until at least 2013. The house features a gambrel roof of cedar shingles, 12-over-12 windows, a pedimented entry, and a period-appropriate paint color.

Rev. Thomas Hawley House // 1713


This old Georgian house was built in 1713 on the Proprietors Lot 5, on Ridgefield’s Main Street. Constructed for the first minister of Ridgefield, the home was originally occupied by 25-year-old Reverend Thomas Hawley (1689-1738) not long after his graduation from Harvard in 1709. In addition to being minister of the newly formed Congregational Church, Hawley (also spelled Hauley) also served as school teacher and town clerk. The house employs Dutch Colonial detailing from the gambrel roof to the extended portico over the front door, common in the Dutch colonies in the Hudson River Valley in New York.

Keeler Tavern // 1713

Around the year 1713, Benjamin Hoyt built a home for himself and his family on Lot 2 of the laid out building lots along Main Street of Ridgefield CT. The building was originally a one room dwelling with a stone fireplace and no basement and was located next to the David Hoyt mansion (aka The Fountain Inn). After several years, he expanded the property by building around and above the structure, to give it the gambrel roof and size we see today. More than 50 years later, in 1769, the property was purchased by Hoyt’s son-in-law, Timothy Keeler. Timothy Keeler and his wife converted the building into an inn in 1772, just prior to the beginning of the American Revolutionary War. Keeler sided with the American revolutionaries and was active in the local militia. After the Battle of Ridgefield, British forces fired on the Keeler Tavern, because Keeler was an enemy. One of the cannons used to pummel the tavern is still lodged in a corner post of the house to this day. After later owners in the Keeler Family, the property was purchased by world-renowned architect Cass Gilbert, who turned it into his family’s summer home in 1907. In doing so, he made various improvements and additions to the building, in particular he designed a Garden House and added a sunken around the year 1910. Gilbert would also design a fountain as a gift to the town, which sits almost opposite his family’s summer residence. The property was purchased in the 1960s and has since been a historical museum.

Jordan Schoolhouse // c.1735

Waterford was once part of New London, but it separated in 1801 as the area desired its own town government which took agricultural interests more seriously. In the 19th century, much of the town’s economy was centered around agriculture, with many residents running sheep farms. During the 20th century, sheep farms were replaced by dairy farms. Between 1920 and 1960, there were about 100 dairy farms in Waterford. After WWII, suburbanization occurred and many wealthy residents of nearby New London moved to Waterford for more space. The oldest surviving public building in Waterford, Connecticut is this Colonial-era schoolhouse which was likely built in the 1730s. The Jordan Schoolhouse was built as a rural schoolhouse as farmers wanted their children to be taught writing, reading, arithmetic, and religion, even if they followed their parent’s footsteps in farming. The gambrel-roofed Georgian building was used as a school until the mid-19th century and it was converted to a private home for Asa and Eliza Gallup and their family. The schoolhouse was eventually moved to its current site on Jordan Green in 1972 and is operated as a museum space for the Waterford Historical Society.