“Highwood” // 1845

“Highwood”, was completed in 1845, and is likely credited to architect Richard M. Upjohn the son of Richard Upjohn Sr., who was known best for New York City’s Trinity Church, who was building a church for the Episcopal congregation in Stockbridge at the time. The home sits near Tanglewood, both since being absorbed into the Tanglewood Music Center campus today. The home was built for 27-year-old Samuel Gray Ward (1817-1907) an American poet, author, and minor member of the Transcendentalism movement. He was also a banker and a co-founder of the Metropolitan Museum of Art. Among his circle of contemporaries were poets and writers such as Ralph Waldo Emerson and Margaret Fuller. He desired country living with his family and became a “gentleman farmer” while he wrote in his home, overlooking the large lake. The family lived here year-round until he was called back to Boston to assist his father in business ventures. In 1857, the Wards realized their time at Highwood had come to an end and sold the estate to another Boston couple, William Story Bullard and his wife, Louisa Norton Bullard who settled into their new home, which they were not afraid to alter, including the addition of a mansard roof. The home was occupied by the family 1960. The home was later acquired by John Mason Harding, a New York lawyer and his wife, Mary Riker Harding. Idyllic summers did not last long for the Hardings as in the late 1970s, Tanglewood and the BSO sponsored rock concerts began playing. Mr. Harding complained that he didn’t expect to have Woodstock in his backyard and brought suit against the BSO to limit the length and noise level of the concerts. The home was eventually purchased by the BSO in 1986.

Elm Court // 1886

Real estate listing 11-2020

At 55,000 square feet and 106 rooms, the Elm Court mansion retains the title of the largest American Shingle Style home in the United States. The structure was built for William Douglas Sloane and Emily Thorn Vanderbilt (granddaughter of Cornelius Vanderbilt) as their summer “cottage” in the Berkshires. The home straddles the towns of Stockbridge and Lenox and sits on a massive parcel of land, giving the owners space to breathe the clean countryside air. Emily’s brother, George, built The Biltmore in Asheville, North Carolina and her sister, Eliza (Lila), constructed Shelburne Farms in Shelburne, Vermont. The home was constructed in 1886 from plans by the great Peabody & Stearns architects. Shortly after the turn of the century, ca. 1901, the couple commissioned Peabody and Stearns again, to vastly enlarge their original house. The additions used both Shingle Style and Tudor Revival motifs, and the result is a structure highly reminiscent of an English country house. William Sloane died in 1915, and Emily Vanderbilt continued to use the summer cottage, and in 1921, she married a summertime neighbor, Henry White, a career diplomat. While Henry White died in 1927, Emily retained the house and kept the grounds running until her death in 1946. The property’s use evolved into an inn in the late 1940s. During the 1950s, it embraced the public for dinners, overnight accommodations and events. Eventually Elm Court’s doors closed, and for approximately 50 years the mansion succumbed to significant theft and vandalism. The property has been listed for sale numerous times in the past decades, after a renovation by the last owners in the Sloane family. It is now listed for $12,500,000!

Children’s Chimes Tower // 1878

Located in front of the old Town Hall and Congregational Church in Stockbridge, this tall carillon (bell tower), was gifted to the town by David Dudley Field, Jr. in memory of his grandchildren. His one condition was the chimes were to be rung everyday at 5:30 p.m. between, “apple blossom time and the first frost on the pumpkin”. The tower has a stone base and wooden belfry surmounted by a pyramidal roof with clocks on all four sides. The tower remains a gift, not only to the memory of his grandchildren, but to passersby who are lucky enough to hear the bells toll.

Thomas Carter House // 1830

All I want for Christmas is a brick Federal house! This home in Stockbridge, Massachusetts was constructed in 1830 by Thomas Carter (1777-1863) and his wife Anna. The couple farmed the property and had eleven children (plus two who died in childbirth). According to a family history, the lime for the mortar on the home was burned in a kiln on the property by Thomas. The ancestral home remained in the family for generations, including by John Calvin Calhoun Carter, a town selectman, who added a full-length porch on the home in the mid-late 19th century (since removed). The home’s rural charm remains even-though it sits on a busy road in the Berkshires.

Stockbridge Town Offices // 1884

Built in 1884, the Town Office Building on Main Street in Stockbridge, housed more conveniently located government offices and came equipped with a basement jail. The building was constructed of brick to protect town records from fire and the adjacent buildings. The architecture is Flemish Revival with its stepped gables, a tower, and terra cotta and stained glass ornaments, a distinctive and different type of architecture on Main Street. The building was occupied after the Town Hall, further down Main Street, was deemed inadequate. The building displays the words “Town Offices” with the date 1884 A.D. as the town was sure to label the building as town offices over ‘town hall’ so they could retain the former town hall building after a deal with the First Congregational Church. The town sold the building to private owners in 1960 and has since been used as commercial space.

First Stockbridge Town Hall // 1840

The Town of Stockbridge, MA was incorporated on June 22, 1739. After that time the town held meetings and conducted business in the First Congregational Meeting House until 1840 when this Greek Revival town hall building was erected on the church’s property as a gift. A stipulation was made that if the Town government constructed or moved to a new town hall building, the property ownership would revert to the Church. The town outgrew the building and constructed a new building toward the center of town, but named it Town Offices, a cheeky way to retain ownership of this building. Eventually, that building too was outgrown, and the town hired Pittsfield-based architect Harry E. Weeks to modify and enlarge the building in 1903, in the Neo-Classical style to compliment the original Greek detailing. As expected, the town moved again in the 2000s to a former school, on Main Street, but again retained the building.

First Congregational Church, Stockbridge // 1824

Stockbridge, Massachusetts was settled by English missionaries in 1734, who established it as a praying town (an effort to convert the local Native American tribes to Christianity), for the Mohican tribe known as the Stockbridge Indians. The township was set aside for the tribe by English colonists as a reward for their assistance against the French in the French and Indian Wars. From this, a Yale-educated missionary, John Sergeant began converting native people to Christianity, essentially stripping them of their own religious culture and practices. Although Massachusetts General Court had assured the Stockbridge Indians that their land would never be sold, the agreement was rescinded. Despite the aid by the tribe during the Revolutionary War, the state forced their relocation to the west, to New York and then to Wisconsin. The village was then taken over by British-American settlers who created the township.

The first congregational church here was formed by Sergeant in 1734, and later succeeded by Jonathan Edwards, another minister. During his time in Stockbridge, Edwards wrote his masterpiece, Freedom of the Will, which remains one of the most studied works in American theology. Edwards later left the church to become the President of The College of New Jersey, now known as a little school by the name of Princeton. The first church was built in 1739, later replaced by a second church building that stood from 1785 to 1824. The present brick building was built in 1824 in the Federal Style. The space was occupied for town functions until the 1840s, when an official town hall was erected next door, demarcating the separation of church and state. The stunning church marks the immense influence religion had in the early colonial days of New England and the impact it had on native peoples (for better or worse).

Jennings House // 1949

Tucked away on an un-assuming side street in South Brookline, you will find this oddly fascinating home. Without architectural history knowledge, you may think it is just a normal 1940s house, but it’s actually a Lustron House! Between 1948 and 1950, the Lustron Corp. built prefabricated metal homes across the U.S. as part of an effort to combat the housing shortage for returning soldiers post–World War II. Despite these futuristic homes being considered low-maintenance and highly durable, only about 2,500 were constructed, as the structures were seen as too costly and complex to manufacture and assemble. The homes came in just three models and came in four available colors: “Surf Blue,” “Dove Gray,” “Maize Yellow,” and “Desert Tan”. The home is covered in porcelain enamel metal panels set into a steel frame which can be replaced when damaged. At the interior, the homes had metal-paneled interior walls with mostly pocket-doors for space saving. This home in Brookline was built for Edmond and Helen Jennings, in the Westchester model in the Desert Tan color. The only major alteration is the enclosure of the porch, but it retains a high degree of integrity from when it was assembled in 1949.

What do you think of this iconic 1940s home and style?

Strafford Municipal Building // 1883

Designed and built by Senator Justin Morrill in 1883, this building was donated to the town of Strafford by Morrill in memory of his mentor Jedidiah Harris. It was given to the town as a public library in part to house the Harris Library, which in turn had been created by a bequest from Harris. This structure remained a library until the Morrill Memorial Library building was completed in 1928 and its collection was joined with Morrill’s. It is currently used as the Town Office building providing space for the Town Clerk/Treasurer and Town Records, and town boards. The white clapboarded building has Victorian detailing with the spindled posts at the porch with a prominent gambrel roof covered in slate. Cute!

Strafford Town House // 1799

Perched atop a hill at the edge of the town common in Strafford, Vermont, the Strafford Town House epitomizes rural New England charm. The town house was constructed in 1799 by local carpenters as a place to do public business and served for a brief period in the early days as a meeting house for various local congregations. The building is one of the oldest meeting houses in Vermont and was one of the first meeting houses to put the entrance at the tower-end and the pulpit at the other end of the building. The change from a side-entrance orientation reflected a time when New Englanders were clearly deciding to separate their political business from their ecclesiastical affairs.

Samuel Allen Nichols House // 1848

Samuel Allen Nichols (1790-1864) was born in Fairfield, Connecticut to a large family. He began his adult career as a farmer, but shifted towards the merchant trade after seeing how the village of Southport began to see massive wealth accumulating. He ran a store in the town and later became involved in local politics serving as the clerk from 1847-1863. A year after he accepted this position, he had this home built on Harbor Road. The 1848 home was Gothic Revival in style with gabled dormers, lancet windows, and decorative bargeboard. Nichols died in 1864 and the home was likely willed to one of his five living children. The home was renovated around 1871 with a Second Empire style Mansard roof and square belvedere to overlook the Southport Harbor. Since then, much of the detailing has been removed, but the home remains as a gorgeous home, changed over time to keep up with the changing architectural tastes of the 19th century.

Perry House-Trinity Church Rectory // 1832

I have a thing for temple-front Greek Revival homes, and this is no exception. This marvelous home was built in 1832 for Francis Dimon Perry (1809-1884), who inherited some of his father’s wealth and became President of Southport National Bank in town. He was a devoted member of Trinity Church throughout his life. Upon Mrs. Perry‘s death in 1893, couple left their residence to the Trinity Church to be used as the parish rectory.

Trinity Church, Southport // 1862

The Trinity Episcopal Church in the Southport section of Fairfield, Connecticut was established in 1725. Twenty families met for worship at its first meeting house in the center of town on Thanksgiving Day, 1725. Since then, the church has constructed five different places of worship in locations around town. Architect Albert C. Nash designed the church which was constructed during the years 1854-56. Sadly, the building’s near total destruction by wind during a tornado on January 1, 1862, required the church to be completely rebuilt as originally planned, with a few structural alterations. Trinity Church is an excellent work of early Gothic Revival church architecture in wood, one of the best I have seen in my trips around the region.

Howard Lee House // c.1928

Fairfield in the early 20th century began to shift as a suburban town with neighborhoods of large homes in planned districts. The proliferation of the personal automobile led to the “suburbanization” past streetcar suburbs closer to downtowns. Howard Greeley Lee (1893-1965) worked as Vice President of the Lee Brothers Furniture Co. based out of nearby Bridgeport. The company clearly did well as Howard had this large home built in the fairly uncommon (in New England) Spanish Revival style. It features a red tile roof, stuccoed siding, metal casement windows, and arched windows and front door, all commonly found in the style.

Captain John Maltbie House // 1766

On July 7-8, 1779, the Red Coats marched through Fairfield torching houses to punish the locals for seeking independence. They killed locals, destroying anything they could find on their way out, setting fires to homes and civic buildings around the Green. This home was built by Isaac Tucker, later sold to Jonathan Maltbie, sea captain involved with East Indies trade. He later would fight against the British during the Revolution, and after the war, was hired as captain on one of the first cutter ships built, the Argus. During the British invasion of Fairfield, they attempted to set fire to this home three times, but it seemed to never go up in flames when they returned. The tradition holds that an elderly servant, hiding upstairs, put out the flames and saved the house from destruction, after the British Troops torched it. Burn marks apparently remain inside to this day. Since the home was built, the front door facing the street was relocated to the side, and a large multi-pane bay window was installed in its place.