Griffin-Malloy House // 1720

This First Period Home on in Wayland, Massachusetts, can be found at 184 Glezen Lane and is one of the community’s oldest residences. The Griffin-Malloy Homestead dates to about 1720 and is a large, single-family farmhouse that is just over 300 years old! Records state that the house was built by early settler, Samuel Griffin and possibly expanded later by his son, Deacon Jonathan Griffin. After generations of Griffin Family ownership, the old farmhouse was purchased in 1877 by Timothy Malloy (1839-1909) an Irish immigrant who settled in Wayland and operated a farm here. The house as of the 20th century, retained much of its original wood paneled walls and fireplaces, and has been lovingly preserved by generations of great stewards. 

Benjamin Adams Farmhouse // 1775

Benjamin Adams (1750-1843) was born in Milton, but relocated to East Sudbury (later renamed Wayland) and purchased property here from a Bezaleel Moore, a tanner and farmer. Soon after moving to town, in 1775, he mustered with the minutemen under the command of Capt. Nathaniel Cudworth. After the conclusion of the war, Benjamin married Elizabeth “Betsy” Adams and they expanded the old farmhouse (today at 34 Lincoln Road) and raised their children here. The property remained in the family until 1873 when it was purchased and operated as a dairy farm. In the 1920s, the farmhouse was expanded with Colonial Revival additions and a renovation for use as a summer residence and gentleman’s farm. It is believed that some of the interior wood paneling inside the house was added at this time and was salvaged from the Pequod Inn, which was razed around that time.

Osborne Homestead // c.1840

This Greek Revival style farmhouse in Derby, Connecticut, was originally built around 1840, though little is known about its first occupants. In 1867, Wilbur Osborne (1841-1907), who owned and ran several industries in Derby, Ansonia and Bridgeport, and his wife, Ellen Lucy Davis, moved to the house, who together, also ran a dairy farm on their farmland. Their only daughter to survive to adulthood, Frances E. Osborne (1876-1956) took over the farm after her father’s death and became a prominent businesswoman. At age 16, Frances lost the vision in one eye due to an accident, and, as a result, never completed her public school education. Frances Osborne, in an era when women were denied leadership opportunities in the business world, succeeded through pure determination and an excellent business sense. Her achievements included becoming president of Union Fabric Company, vice president of Connecticut Clasp, and treasurer of the F. Kelly Company. She was also a founding partner of Steels and Busks of Leicester, England. She married Waldo Stewart Kellogg in 1919, and he took charge of the dairy, using selective breeding to make the herd “famous throughout New England for quality milk production.” Waldo and Frances Kellogg enlarged and remodeled the house to its current form between 1919 and 1925 adding wings and renovating the interiors in the Colonial Revival style. Waldo Kellogg died in 1928, but Frances stayed in the house until her death in 1956. Just before she died, she deeded her entire 350-acre (140 ha) estate, including Osbornedale, to the State of Connecticut. The state now operates the house and grounds as the Osborne Homestead Museum; the surrounding land comprises Osbournedale State Park.

Cyrus Colby Farmhouse // c.1826

This historic farmhouse, tucked away on a quiet dead-end street in Bow, New Hampshire, is known as the Cyrus Colby Farmhouse. The residence dates to about 1826, and was likely built by Cyrus’ father, John Colby (1772-1836) and later inherited and occupied by his son, Cyrus. Cyrus Colby (1822-1900) lived at this house and farmed the land along the hillside and operated a successful family farm which included cornfields and grazing fields for their livestock with various barns on the property, notable for a post-and-beam dairy barn across the road that was built in 1878. The historic farm was purchased and restored, bringing the 200-year-old property a new life, suitable for modern living, while preserving the unique assemblage of farm buildings.

Upland Farmhouse // 1929

The Nashoba Valley Winery in Bolton, Massachusetts, is one of Bolton’s most successful examples of the adaptation of an old agricultural property in the state. The land here was first developed as a farm in the early 19th century by Captain Martin Houghton (1779-1833). The farmland here, which has always had a scenic view, was called “Valley View Farm” later owner, William N. Felton (1835-1920). Sadly, the old farmhouse burned down in 1928, and the property was sold that year to Roy Clemens, an osteopathic doctor, who had this charming shingled cottage built in 1929. Roy and his wife, Laura, planted an apple orchard on the hills and named the property “Upland Farm”. Roy died in 1969 and Laura followed in 1981. With suburban development likely, the property was ultimately saved when it was purchased by Jack Partridge as the new home of the Nashoba Valley Winery, which was founded in Somerville in 1978. The winery specializes in fruit wines, and grows most of the fruits and berries for them on the property. The business expanded, adding a distillery, brewery and restaurant, and the beautiful grounds are often host to weddings and events.

Whitcomb Inn and Farm // c.1708

The Whitcomb Inn and Farm in Bolton, Massachusetts, is believed to be the oldest extant building in the rural community and is believed to have been built around 1708. The oldest portion of the farmhouse, the three-bay, two-story, side-hall house, was likely built when David Whitcomb (1668-1730) acquired the land from his father. David married Mary Hayward in 1700 and the couple had many children, necessitating additions to the old farmhouse, including the rear saltbox with a “Beverly jog” (a section of the rear addition projecting beyond the side of the original structure) that was built in the 1710s. The building underwent stylistic changes in the 19th century, most of which were removed during a major restoration in 1937–38 by Philip Phillips, a Harvard professor in Archaeology, who drew the plans for the restoration of the old house and 1850s barn. Professor Phillips was also a conservationist, and donated some of his land, which directly abuts the highway (built in 1962) was donated to the town and is now known as Split-Rock Trail. The Old Whitcomb Inn and Farm was listed on the National Register of Historic Places in 2002, ensuring that any future highway expansion or re-routing would require preservation of this significant home.

Captain Caleb Moore House // c.1795

This stately Federal style residence constructed of brick sits atop a lovely hill in the town of Bolton, Massachusetts, and has been lovingly maintained by its owners for over 225 years. The home was built by Caleb Moore (1768-1826) just before his marriage to Achsah Whitney in 1796. Caleb was a merchant and later a shareholder and president of the Lancaster & Bolton Turnpike Corporation, chartered in 1805, to collect tolls for travellers from or to Boston from central Massachusetts. Caleb and Achsah had eight children, sadly, five of their children died as teenagers or young adults. The farmhouse was inherited by Alpheus Moore (1802-1882), who operated his late-father’s store and held a liquor license, possibly running the home as a tavern along the turnpike.

Captain Samuel Blood House // c.1793

This grand federal-period house was built around 1793 by Capt. Samuel Blood (1749-1834), who had served in the American Revolution. He came to Bolton from Lancaster by 1788, and purchased a farm here, where he began working as a hat manufacturer, building a large shop where he made beaver and silk hats. The land As his business grew, his original house was demolished to make way for this more stately, Federal-period home which dates to around 1793. Samuel Blood and his wife, Lucretia (Heywood) had twelve children. Their eldest son, Thomas (1774-1848) became a doctor and settled in Peterborough, New Hampshire, but returned to Bolton to take charge of the factory as his father got older. The family sold the home and the property, then about 120-acres, operated as a farm by subsequent owners. In 1916, the property was sold to Howard Atwood, who had been a successful Boston wool merchant, and he raised pedigreed cattle, thoroughbred horses, and sheep on this property, possibly as a gentleman’s farm. He and his wife, Rose, built a large new barn near the main house where they held many parties and barn dances over the years. The couple also renovated the old house, adding the dormers, porticos and side additions, creating the current composition we see today. The property has been owned by a corporation and appears to be offices today.


Marie Hill Farmhouse // c.1810

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.

Jaquith Homestead // c.1820

Erected in the 1820s by Joshua Jaquith, a prosperous mill owner who operated a sawmill and grist mill on the river directly behind his house, this residence in Andover, Vermont, exemplifies vernacular Federal period residential architecture in rural New England. The residence is said to have been carved up inside into apartments in the mid-1800s but was restored by Alden Jaquith, the third generation of the family later in the 19th century back into a single-family residence. The handsome brick home is symmetrical with a five-bay facade, 12-over-12 sash windows, and large end chimneys. Of particular note are the relief arches above first floor windows and above the door and the attached sidelight windows.