Judge Philip Rubenstein House // c.1915

In the early 20th century, the suburban development of Longwood in Brookline saw another period of rapid development. Larger estates were subdivided and developed with all kinds of housing from single-family mansions to middle-class homes to large apartment buildings. One of the more modest-sized houses built in the first decades of the 20th century was this house, one of a collection of stuccoed homes on Colchester Street. The house was purchased by Judge Philip Rubenstein, the first member of the Jewish faith to serve on the Massachusetts bench and one of the first three judges of Boston’s juvenile court, the first in the country. The unique home is clad with stucco with a terracotta shingle roof and Colonial Revival style entry, showing an effective blending of the Arts and Crafts and Colonial styles.

A. M. Donna end House // 1928

Abraham Malcolm Sonnabend was born in Boston on December 8, 1896, the son of Esther and Joseph Sonnabend. Sonnabend graduated from Harvard College in 1917 in order to enlist at the outbreak of the Great War. At the end of World War I, Sonnabend joined his father’s real estate organization. He married Esther Lewitt in 1920, and by 1927, he had increased his real estate holdings to a net worth of $350,000. Just before the 1929 stock market crash, Sonnabend hired Boston architect Sumner Schein to design this Tudor Revival style home, on a site formerly occupied by a larger Queen Anne style residence. Built in 1928, the Tudor Revival house features clinker brick walls with cast stone trim and a two-story castellated bay all capped by a slate roof. The enterprising A. M. Sonnabend would eventually outgrow this modest Tudor home after he got into hotels as investments. In 1944, Sonnabend (with seven partners) acquired a package of Palm Beach, Florida hotels for $2.4 million including the Biltmore, Whitehall and the Palm Beach Country Club. He would sell the Biltmore to Conrad Hilton for a massive profit. In 1956, Sonnabend created the Hotel Corporation of America (HCA) and grew the business to new heights. The 1928 Sonnabend House is significant architecturally and as the first purpose-built property by the late-developer.

Lawrence-Christian House // c.1855

Another of the early homes of the affluent Longwood subdivision of Brookline, Massachusetts is this painted brick house which dates to the 1850s. The house was developed by Amos A. Lawrence, who developed much of the neighborhood, renting out suburban houses to wealthy Boston-area residents. In 1866, Lawrence sold the property to Samuel S. Allen of Roxbury and it would change ownership a half-dozen times in the next century. The property was added onto and modernized a few times, notably during the ownership of Henry A. Christian, MD, the first Chief-of-Medicine at Peter Bent Brigham Hospital over the Muddy River in Boston. The streamlined late-Colonial Revival look with vestibule side entry, windows, and shallow hipped roof are all likely later alterations from the 1850s house.

Brookline Arts Center – Former Fire Station // 1886

The Longwood area of Brookline, Massachusetts, is among my favorite neighborhoods to stroll and admire great old buildings. The area is home to many grand houses, churches and later high-style apartment buildings but this diminutive building is often overlooked at the edge of the neighborhood! The structure was erected in 1886 by the Town of Brookline as a new Chemical Engine House. The locally renowned architectural partnership of Peabody and Stearns designed the Shingle style fire station for the town, an important hire as the surrounding neighborhood was dominated by stately old homes in a suburban setting. Eventually, in 1965, the firehouse was closed and in 1968, the Brookline Arts Center renovated the building, where their programs have been continuously based in the years since. The brick and shingle building is maintained by the non-profit, preserving a significant piece of the town’s history for the public to enjoy!

Darius Knight House // c.1830

Another of the stunning early 19th century homes in the charming town of Chaplin, Connecticut is this transitional Federal/Greek Revival home built around 1830. The house appears to have been built for Darius Knight (1792-1882), a Deacon at the nearby Congregational Church. Of an interesting note, the Knight House is located across the street from the E. W. Day House, thus the intersection was colloquially known as the Knight and Day Corner. The house’s gable-end form with gable reading like a pediment supported by corner pilasters are all clearly Greek Revival style, but the fan lights in said gable and as a transom window are holdouts of the tried-and-true Federal style which dominated up until that point. What a great house!

Old Chaplin Public Library // 1911

In his will, lifelong Chaplin, Connecticut resident William Ross (1833-1908) bequeathed his hometown funds to erect its first purpose-built public library. As planning began, his widow, Emily Jones Ross donated even more to fund a building fitting of her late husband. The Queen Anne/Romanesque Revival style library is built of pressed brick with granite trim and features a prominent rounded corner bay of cedar shingles. The masonry work was done by George E. Snow but I could not locate the architect. The town outgrew the library and moved it into a new building nearby, selling the William Ross Public Library to a private owner, who appears to be renovating it now.

Chaplin Congregational Church // c.1815

Years before the small town of Chaplin, Connecticut was incorporated as a town, early residents here had this Congregational church built at the future town’s center. The following decades would see the village develop into a cohesive street of Federal and Greek Revival style dwellings and shops, many of which remain to this day. The church was technically completed by 1815, but it would be decades until funding was acquired to add the steeple, pews, and other finishings for the edifice. The structure sits on a raised stone foundation and is prominently sited on the town’s main street.

Orin Witter House // 1821

The Witter House of Chaplin, Connecticut was built in 1821 and owned by three generations of medical doctors all named Orin Witter. The Witter House stands on Chaplin Street and is among the finest Federal style residences in this part of the state. Orin Witter had the house built just before the town was incorporated in 1822 and would also serve as the town’s first Clerk. The Witter House is five bays wide, with paired chimneys at the ends of the hip roof. The centered entrance is flanked by arched sidelight windows and has a fanlight above. The fanlight detail is echoed by semi-elliptical fan louvers above each window. The roof has a monitor section at its center. Due to its architectural merit and state of preservation, the house was individually listed in the National Register of Historic Places.

Lincoln-Chrysler House // c.1830

This charming brick Federal house sits on the main street in the quaint village of Chaplin, Connecticut. Due to its style, the house likely dates to 1830 as a late-Federal home as the village was seeing development. The original owner is not known, but the property was later occupied by Mason Lincoln in the mid-late 19th century. By the early 20th century, the property was owned by members of the Chrysler family, first by Mintin Asbury Chrysler (1871-1963), a botanist, mycologists and paleobotanist. The house was later inherited by Mintin’s son, Sidney Chrysler, who was a known puppeteer who converted some spaces in the property for puppet shows until his death in 1999.

Gurley Tavern // 1822

Chaplin, Connecticut was incorporated in 1822 and in that same year, this stately Federal style residence was built and operated as a tavern by Chauncey and Julia Gurley. The house in the late 19th century was used as a private school and residence and was later owned by Ruth E. Snow Bowden (1895-1983) known lovingly as “The Quilt Lady”. Ruth was one of the foremost quilt-makers in Connecticut and her Chaplin home, as a result, became known as The Quilt Shop. By the late 1900s, the tavern was converted to an inn, but closed years later from few bookings. The new owners have restored and maintained this charming old tavern back to its original appearance.

Goodell Store & Chaplin Post Office // 1828

In 1828, Isaac Goodell (1770-1856), a merchant and farmer in Chaplin, Connecticut built this small shop just down the road from his house to sell his goods and serve as the village’s post office. Like his own home, the shop was designed in the Federal style with a symmetrical facade and fanlights as a transom and in the gable end. The building eventually was converted to a residence and appears to still be a home today, with one of the windows boarded up (hopefully in the process of restoration).

Goodell-Bill House // 1828

One of the finest houses in the small town of Chaplin, Connecticut is this Federal manse, located right on the edge of the town center. The brick residence was built in 1828 by Isaac Goodell (1770-1856) who raised his family in the stately home. After Goodell’s death, the property was inherited by his daughter, Mary and her husband, Lester Bill. The house stands out for its painted brick walls, symmetrical facade with fanlight and sidelights at the entry, and the large Palladian window on the second floor.

Edwin Eaton House // c.1835

Edwin Eaton (1803-1873) was a lumber dealer and master carpenter in Chaplin, Connecticut when he built this home at the edge of the village center. Eaton built this large residence around 1835, after his marriage to Caroline Gaylord in 1831. It is said that he built more than half the houses in Chaplin Center, several meeting houses in other towns, and for a time, sold the timber for the Spragues’ when they were building industrial villages in nearby towns. The Eaton House is presently (2024) being renovated, hopefully the original high-quality woodworking is restored!

Old Chaplin Town Hall // 1840

The area that is now Chaplin, Connecticut was settled in the 18th century. The impetus to separate the community occurred due to the difficulty of area residents in reaching the churches in nearby town centers. Benjamin Chaplin (1719-1795), bequeathed funds for the establishment of a church near his (now no longer standing) home. A village center developed around the church, and the town was incorporated in 1822. The village is unusual in Connecticut for its relatively late development, and because the center is not near usable water power, and was bypassed by railroads, it was not affected by later industrialization. The main street is extremely well-preserved and a visual link to 19th century Connecticut. In 1840, the town erected this one-story Greek Revival building to serve as the town hall. The gable end reads as a pediment with the walls constructed of smooth vertical boards. The town outgrew this building and it became the town’s museum after the present town hall building was constructed in the northern part of the village. The museum closed and the building appears unused today. Hopefully the town can find a way to use the structure and maintain it.

Highgate Manor // c.1870

Henry Baxter (1821-1897), a doctor and owner of a local mill and multiple area farms, built one of the most remarkable Second Empire style houses in New England, and it can be found in the small town of Highgate, Vermont! Dr. Baxter was said to have acquired an earlier Federal period house on the site in the 1860s and began planning a high-style Mansard estate here for his family. The earlier Federal house was incorporated as a rear ell and the new Second Empire mansion was built in front. Architecturally, the house stands out for its bellcast mansard slate roof topped by a square belvedere with arched windows and heavy scrolled brackets. His patented medicine, Dr. Baxter’s Mandrake Bitters, was sold throughout Vermont in the late 19th century and afforded him the wealth to erect this stately home. There are many unsubstantiated claims of Dr. Baxter “performing experiments on his children” for the sake of people to state that the house is haunted, but this appears to be lore in poor taste. It is said that the house was also a stop on the Underground Railroad, but that appears unproven as well. After Dr. Baxter’s death in 1897, the property became a lodge and restaurant. A basement bar was built and during prohibition, was said to have hosted the likes of Al Capone. Today, Highgate Manor, with its larger-than-life lore, remains one of New England’s most important and high-style Second Empire houses in one of the most unlikely places. It goes to show that it is worth exploring all of New England!