“The Old Castle” // c.1712

Located in Pigeon Cove, the northern section of Rockport, Massachusetts, the “Old Castle” is an iconic landmark in the charming coastal town. The exact year it was built is not known, but it is believed to have been built in 1712 by Jethro Wheeler (1692-1755), a shoemaker who settled here from nearby Rowley. In 1724, Jethro deeded the property to his son Benjamin, and he moved out of town. Benjamin, is turn sold the property to his son Benjamin in 1769. Benjamin Jr.’s son, John D. Wheeler in 1792 inherited the property and added the lean-to/kitchen room to the rear to create the present saltbox roof form. Various Wheelers continued to own the Old Castle for another hundred years. The property was gifted in 1929 to the Pigeon Cove Village Improvement Society, and is presently under ownership of the Sandy Bay Historical Society, who manage the property as a house museum. The house with its overhanging second story reads like a garrison, a common element in First Period houses in Essex County.

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!

Samuel Bradley House // 1715

Welcome to Southport, one of the most walkable and charming seaside villages in all of Connecticut, and it’s also in Fairfield! Southport became a leading coastal port on Long Island Sound, its ships carrying produce and goods back and forth to New York City. Sea captains houses, historic banks, and stunning churches line the streets in the village and are all in a great state of preservation. This is because much of the old village area is part of a local historic district, first established in 1967, where buildings from three centuries are protected for future generations. This house was built in East Haven, Connecticut by Samuel Bradley in 1715. The saltbox house is evocative of many early Colonial homes of Connecticut built at the time with a large central chimney and symmetrical facade. The house remained in the family until the mid-1940s when it was purchased, disassembled, shipped and reconstructed on this site on Harbor Road in Southport.

Sgt. John Smith House // c.1690

According to local historians, this historic saltbox house was built around 1690 by John Smith, a volunteer Sargent in the Fairfield Trainband (a band of citizens trained as soldiers to supplement the regular army) or Militia. The position involved training, strategizing, storing military weaponry of the town, and being responsible for the preparedness of the community in the event of an attack by Native tribes, Dutch, or French forces. The house was later renovated in the Colonial Revival style, but has since been restored closer to its original design as an early First Period saltbox.

Richard Gardner Homestead // pre-1688

In 1690, Richard Gardner Jr. (1653-1728) received the land and dwelling house from his late father Richard Gardner (1622-1688) who was born in England and settled in Nantucket by way of Salem upon his death. The primitive, First Period home was occupied by subsequent generations of the Gardner family, and altered and expanded to fit the growing needs and wealth of the family. By 1840, the house was owned by George C. Gardner, a whaling captain and descendant of Richard Gardner. The original home was located on what is now Lowell Place, just off Main Street, and the Gardner Homestead was converted to a carriage house for the more modern George Gardner Home. By 1927, Ms. Gladys Wood purchased the deteriorating and heavily altered structure, and moved it to its current location on Main Street. Ms. Wood hired architect Alfred Shurrocks, who summered on the island and was restoring the Jethro Coffin house nearby, to restore the former Gardner Homestead, but this one was all based on conjecture and historical precedent. The home looks much like a 17th century saltbox and has stood the test of time.

Jethro Coffin House // 1686

Here it is… The oldest house in Nantucket! The Jethro Coffin House dates to 1686, and when it was built, Nantucket’s English population totaled several hundred, and the native Wampanoag outnumbered them by at least three to one. The home was built seemingly as a wedding gift from twenty-three-year-old Jethro Coffin (1663–1727) to his new sixteen-year-old wife Mary Gardner (1670–1767). The marriage merged two of the old Nantucket families and was built on Gardner family land out of lumber transported to the island from Exeter, New Hampshire, where Jethro’s father, Peter Coffin, owned timberland and a saw mill. The First Period house has small windows of small panes of glass as the material was shipped from England at high cost. The large central chimney would heat the entire home on cold winter nights. Mary and Jethro sold their Nantucket dwelling to Nathaniel Paddack in 1708 and moved to Mendon, Massachusetts, when Jethro inherited property there. By the late nineteenth century, the house was abandoned (for some time it was used as a barn) and had fallen into disrepair. A Coffin family reunion held on the island in 1881 renewed interest in the property and off-island members of the family bought the old Coffin House. The Nantucket Historical Association acquired the house in 1923, and four years later, Historic New England), commenced an extensive reconstruction in an attempt to return the house to its historic appearance. It remains a location of pride for residents and visitors to the island to this day.

The Old Jail, Barnstable // c.1690

The Old Jail in Barnstable is a historic wooden jail, resembling a colonial domestic residence, which was built by order of the newly established Barnstable County, which separated from the Plymouth Colony on in 1685. It served as the Barnstable County jail from 1690 to 1820 and is the oldest extant wooden jail in the United States! By 1702, prisoners were being held in the jail while awaiting trial at the Court Sessions held in Barnstable. In 1716, the jail imprisoned Mehitable “Goody” Hallett, the lover of pirate Samuel Bellamy, later known as the Witch of Wellfleet, as well as the two survivors of Sam Bellamy’s flagship Whydah Gally which wrecked at Wellfleet, and the seven pirate survivors of his consort ship Mary Anne which wrecked ten miles south. The jail house is considered one of the most haunted in America, supposedly containing the spirits of these pirates and lost loves. The jail building was attached to a barn by the 19th century, when a new jail was constructed. This building was later removed from the barn and restored, and moved to the present site next to the old Customs House in 1968.

Sturgis Library // 1644

The original section of this building was the second dwelling house of Rev. John Lothrop (1584-1653), one of the first European settlers who settled in present-day Barnstable in 1639. The oldest part of this structure, built in 1644 (yes you read that correctly), is possibly the oldest extant house in the Town of Barnstable. The home was constructed as 21 feet long and 29 feet deep with a chimney on the west side of the house. Perhaps John Lothrop’s principal claim to fame is that he was a strong proponent of the idea of the Separation of Church and State (also called “Freedom of Religion”). This idea was considered heretical in England during his time, but eventually became the mainstream view of people in the United States of America, because of the efforts of Lothrop. His descendants today include six former presidents, Louis Comfort Tiffany (of the stained glass fame), J. P. Morgan, Clint Eastwood, Henry Wadsworth Longfellow, and many more recognizable names! The house was eventually owned by Isaac Chipman in the 19th century, and he modified the house close to its current conditions, adding on numerous times.

Captain William Sturgis, a mariner, businessman and politician, who was born in the house, purchased the property in 1862 from the heirs of Isaac Chipman. Sturgis left $15,000 along with this property in a trust to be gifted to the people of Barnstable for a public library. The library opened in 1867 in his honor, with 1,300 books. As the old Lothrop House is incorporated in the building, it makes the Sturgis Library the oldest building housing a public library in the USA. A great claim to fame for this town!


Polly Crispell Cottage // c.1700

Another of Hurley’s stone houses is this beauty, known as the Polly Crispel Cottage. The house was built before the American Revolution c.1700 by an Anthony Crispell, a cordwainer. The home was likely a half cape in form with the door and two windows to its right. The other half was added at a lower level later on with the floors uneven, likely in 1735 where a construction date plaque read. The home also features a dutch door, which I wish we had more of in New England.

Half Moon Tavern – Elmendorf House // c.1710

When Pieter Ostrander settled in Hurley, NY with his family in the late 1600s. Being of Dutch descent, he (and other settlers) built their homes and barns in Dutch traditions. This lot along the village’s main street was acquired by Pieter and inherited by his son, Arent in about 1710, about the time the home is estimated to have been built. It was acquired by the Elmendorf Family by the early 19th century. At that time, the property operated as the Half Moon Tavern, after Petrus Elmendorf purchased it in 1804. The addition to the east (right) was built as a weaving room. The property remained in the Elmendorf family until 2008 (that’s almost 300 years in two families!) It was acquired by the new owner who has been restoring and researching the home ever since. He runs a blog documenting the property’s rich history.