Sibley-Bennett House // c.1818

One of the many great old houses in Wayland, Massachusetts, is this well-proportioned Federal style residence at 30 Cochituate Road. The house was built sometime between 1818 and 1821 when owner Mark C. Sibley (1792-1876) married his first wife, Nancy Rice. Mark Sibley was the innkeeper at the Pequod Inn (no longer extant) that had served as an inn and stagecoach stop from when it was built in 1771. Mark Sibley remarried after Nancy died in 1839 and relocated to Weston. The Sibley House was acquired numerous times by real estate speculators. From 1886 until 1922, the property was owned by Anna Bennett, a widow. The five-bay, two-story Federal style house has a center entrance and six-over-six double-hung windows, all with a historically appropriate color scheme.

Old Wayland Town House – Lovell’s Market // 1841

The Old Wayland Town House on Cochituate Road is an imposing Greek Revival temple-front building that has served various uses for the community. The structure was built in 1841 to serve as Wayland’s first municipal building and it was referred to as the Town House, with a large classroom and a small entry space on the first floor and a town meeting hall on the second. In 1850, the Wayland Free Public Library was opened in the building, in a small room in the front of the building. The small building was quickly outgrown for its civic uses, and in 1878, Wayland built a new, large Stick style town hall (demolished in 1958). The old Town House was sold to Lorenzo Knight Lovell (1837-1909), who soon after converted the Town House into a dry goods and grocery store known as Lovell’s Market. Following Lorenzo Lovell’s death, his son William S. Lovell ran the store until about 1922 when he leased the building to Lawrence Collins, who remained here for nearly 60 years operating his own store. Collins Market was eventually purchased in the late 1980s and converted to office space, which remains today.

Pousland House // c.1865

Built around 1865, this stately residence in Wayland, Massachusetts, was originally owned by sea captain, Edward Pousland who came to Wayland with his family around 1859. Interestingly, Mr. Pousland continued working as a sea captain, travelling to Salem and Beverly, where he would be at sea for months at a time. Likely due to his profession, the house features a ‘widow’s walk’, a common feature of houses by the sea where folklore holds that the wives of ships’ captains looked out for the return of their husbands. Edward, his wife Hannah W. (Langmaid) Pousland lived in this house at least until Edward’s death. After successive ownership, the property was purchased by Jonathan Maynard Parmenter (1831-1921), who gifted the house to the First Parish Church across the street, for use as a parsonage a use that continued until 1984 when the church sold the house back into private ownership. The house, designed in the Italianate style, was “modernized” in the early 20th century with Colonial Revival alterations, which added the portico and likely removed the brackets at the eaves.

First Parish Church, Wayland // 1814

The First Parish Church of Wayland, Massachusetts, is an iconic church that displays the typical early 19th-century meetinghouse form with Federal-style elaboration. Built in 1814, the church is two-stories with a five-bay gabled-front structure with a projecting enclosed portico of three entrance bays, and a four-stage bell tower that rises above the façade. Today known as Wayland, the town was originally called East Sudbury, after it split away from the western parish in 1780. In 1835, members of town meeting voted to rename East Sudbury “Wayland” in honor of Dr. Francis Wayland, a temperance advocate, abolitionist, and then president of Brown University. The First Parish Church of Wayland was built by Andrews Palmer of Newburyport, who used an Asher Benjamin design. The bell was cast by Paul Revere and Sons and first lifted into the bell tower in 1814. The property also includes the historic, twelve-bay horse/carriage sheds where parishioners would “park” their horses and carriages while attending services.

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.

Bolton Public Library // 1903

The Bolton Public Library was established in 1859, when the town’s library collection was housed on a few shelves in the Selectmen’s room at the Town Hall. In the following decades it became clear to the community that a purpose-built library building should be constructed in town to house the growing collections there. At the time when wealthy benefactors donated funds for public libraries in towns and cities across New England, sisters Emma and Anna Whitney gifted their hometown of Bolton, $10,000 to build a dedicated library building in memory of their father, Captain Joseph Whitney in 1901. Completed in 1903, the Bolton Public Library was designed by the architectural firm Stone, Carpenter & Willson and built of local Bolton fieldstone in the Tudor Revival style. Of particular architectural merit is the red tile roof and three gabled bays with carved stucco and woodwork within half-timbered frames. The library was added onto in 2010 from plans by Lerner Ladds & Bartels Architects, who replicated key materials and forms so the new wing feels coherent with the original yet clearly differentiated.

Coolidge-Burnham House // 1822

This charming old home on Burnham Road in Bolton, Massachusetts, was built in 1822, but as a one-story three-quarter cape house with the additional story added later in the 19th century. The residence was built for William Coolidge, a Revolutionary War veteran. After successive ownership, the property was sold in 1855 to Reuben Burnham, a carpenter, who soon after added the second floor onto his new home, keeping the original cornice which now serves as a visual reminder of the home’s changes. Sadly, around 100 years later, the highway cut through the town, bisecting this property, which now abuts the busy road, but owners have maintained and preserved this stunning property which is evocative of the early days of Bolton.

Wilder Mansion // c.1738

The Wilder Mansion at 101 Wilder Road in Bolton, Massachusetts, was built in about 1738 as an early Georgian farmhouse by Josiah Richardson, a Revolutionary War veteran who died in the home in 1799. By 1814, Sampson Vryling Stoddard Wilder purchased the property and “modernized” the old farmhouse which due to its location along the Bay Path, a major east-west route from Lancaster to Boston, operated it as an inn and tavern. Mr. Wilder expanded the property, purchasing additional nearby farmland to create a country seat worthy of a wealthy agent for some of the most influential merchants in the shipping trade in Boston. During his tour of the United States in 1824, Marquis de Lafayette spent the night here on September 2nd between visits to Boston and Lancaster. Sampson V. S. Wilder lost the property following economic crises, and the property changed hands many times until the early 20th century. Stockbroker John L . Saltonstall (1878-1929), first cousin to Massachusetts Governor Leverett Saltonstall, hired Boston architects Bigelow & Wadsworth in 1910, to return the house to a more Colonial appearance. He and his family were apparently only summer residents here, and he was probably absent for a long period during the First World War, when he worked with the Navy and the War Trade Board in Washington, D.C. In about 1915, he sold the property, and in the early 1920’s he relocated to Topsfield, Mass. After WWI, the house had a series of short-term owners, one of which was Henry Forbes Bigelow, who designed the renovation of the house just years prior. Bigelow would later relocate to a new summer house nearby in Lancaster.