John R. Perry House // 1904

This lovely Colonial Revival style house on Powell Street in Brookline was built in 1904 for Charles H. Owens, Jr., an interior designer who just two years later, built another home next door that he would reside in with his own family. This house was rented to John R. Perry, who was also listed as a “decorator” in city directories and president of Perry, Lewis & Whitney, a design firm. The house (like its neighbor built two years later), was designed by the architectural firm of Loring and Phipps and was oriented southward to face the side yard. The Perry House features small projecting oriel windows, a broad gambrel roof, and an entrance portico supported by Tuscan columns.

George and Annie Andrews House // 1899

By the end of the 19th century, Brookline’s connection to Boston via the streetcars opened the town up to suburban development unlike anything seen before. From this, Boston businessmen could move to the suburbs for more land and live in larger single-family homes while commuting to the city for work. This large house in the Cottage Farm neighborhood was built in 1899 on speculation and purchased by George and Annie Andrews, who two years later, built a stable on the adjacent lot. Architect Robert Coit, specialized in large suburban houses, primarily in the Boston-area suburbs, and showcased his design talents for this Tudor Revival home. Tudor Revival style ornament include the second story over-hangs supported on brackets, the diamond pane sash and casement windows, vergeboard with finials, and portico with steep gable.

Kramer-Duane House // 1895

One of five houses built by developer Albert Jewell along Powell Street in the Cottage Farm neighborhood of Brookline, this residence stands out for its materiality and stately design. The house was designed by J. Williams Beal, an architect who trained at Massachusetts Institute of Technology and then worked for McKim, Mead & White before opening his own business. The house was first purchased from Mr. Jewell by Grace and Edwin Kramer, who worked as superintendent for R. H. White & Co., the large dry goods store in Boston. The next long-term owner was Harry B. Duane, a wealthy grocer. The Kramer-Duane House is unique for the stone veneer at its facade, gambrel roof covered in slate, and varied window styles including: bay windows, dormer windows, and an eyebrow dormer window at the roof.

Dana-Jewell House // 1872

This house at the corner of Freeman and Powell streets in the Cottage Farm area of Brookline, Massachusetts, was one of the first to be built on Sears family land in the years following the death of the family patriarch, David Sears. In 1871, Dennison Dean Dana (1827-1899) purchased land here from the Sears heirs and constructed this Italianate house with three-story square tower. Dana owned the house through the 1880s, and by 1893 it had been acquired by Albert L. Jewell, a real estate developer who added the large veranda and a two-story addition to the house, and would subdivide the property, developing fashionable houses along Powell Street to the south. The house (while clad in asbestos shingles since the 1960s) is an important early residence in the neighborhood which is today, dominated by late 19th and 20th century architecture.

Roughwood Estate Carriage House // 1891

Built on the expansive grounds of “Roughwood”, a country estate in Brookline, Massachusetts, this former carriage house has seen many iterations in its lifetime. Like the mansion house, the carriage house is a blending of Queen Anne/Shingle styles with fieldstone and shingle construction, designed by the architectural firm of Andrews, Jacques & Rantoul. When the Roughwood Estate was purchased and converted to Pine Manor College, the carriage house was adaptively reused and added onto as the Annenberg Library with a large imaginatively designed wing by Shepley, Bulfinch, Richardson and Abbott completed in 1986. The building remains as a library as part of the newly established Messina College, a campus of Boston College, which opened in July 2024 for over 100 first-generation college students. Gotta love adaptive reuse!

Chestnut Hill Benevolent Association Buildings // 1918

In 1915, Mary Longyear, a faithful follower of Mary Baker Eddy and the Christian Science faith, purchased the land from the Lyman Estate in Brookline, Massachusetts, and donated to the Christian Science Church. Planning began immediately to build a facility as a “temporary resort where those seeking relief through Christian Science may go to find practical assistance in overcoming their difficulties.” The need for a hospital/sanatorium was established by Mary Baker Eddy as early as 1906, and it would be over a decade before this need was filled. The complex was built in stages beginning in 1918 with this building, the main building, observation tower and a powerhouse designed by Clarence T. McFarland. The buildings were designed in the Tudor Revival style, blending in with the many country estates in this section of Brookline. The complex would train nurses and treat patients for over 100 years and remains an important institution into the 21st century.

Lyman Park Offices // 1959

Mid-Century Modern commercial architecture is often maligned for its car-centric and unadorned designs, but the Lyman Park Offices on Boylston Street in Brookline, Massachusetts, are some of the finest office buildings constructed in Brookline in the 20th century. The two office buildings were built on the site of the Theodore Lyman estate and were built at a time Brookline saw rapid commercialization along the Boylston Street corridor. Designed by the firm of Salsberg & LeBlanc, the Lyman Park Offices are landmark examples of the International style in the commercial form in Brookline. Built of steel and glass, the buildings exhibit spandrels above each floor level, enhancing the strong horizontal emphasis of the design.

Holyhood Cemetery Chapel // 1857

Holyhood Cemetery in Brookline, Massachusetts, was laid out in 1857 under the direction of Father Joseph M. Finotti, pastor of Assumption Parish , which included Brookline and Brighton. The cemetery reflects the mid-19th century influence of the Rural Cemetery movement and the romantic landscape cemetery planning begun at Cambridge’s Mount Auburn Cemetery in the 1830’s. A plan of the cemetery was drawn up by Shedd & Edson and published in August 1857. It shows curvilinear avenues and paths named after former bishops of Boston and Biblical figures. All were welcome to be buried except those who “died in a state of Drunkenness, Duel, or by self-destruction, unbaptized, non-Catholic, or otherwise opposed to the Catholic Church.” In the 1857 Shedd & Edson plan for Holyhood Catholic Cemetery, a chapel was located at the center on the hill shown in a small drawing on the edge of the plan. Known as St. Joseph’s Chapel, the stone building was designed by Patrick Keely, the successful and influential New York architect of many mid-19th century Catholic churches. The chapel would be dedicated in 1862. Decades later, a cemetery office was planned and built across Heath Street from the cemetery gates, but was demolished sometime in the 20th century. The cemetery grew and it along with the mid-19th century chapel, has been lovingly maintained to this day.  

Arthur B. Bernard House // 1928

A playful interpretation of a medieval English cottage, with its stucco cladding, half-timbering, weatherboards in the gable ends and ornamental well enclosure in the front yard, can be found on Woodland Road in Brookline. The whimsical cottage was built in 1928 for Arthur B. Bernard, the son of the president of the New England Leather Company in Boston’s Leather District. Arthur would follow his father’s footsteps and join the business himself. Architect and builder, Fred S. Wells of Newton designed and constructed the house (and others in the area in the same style). What’s your favorite part of this house?

Dr. Miner House // 1928

The early decades of the 20th century were the golden years for suburban development in the Boston area. With personal automobiles better-connecting the city to lesser developed areas like Milton, Newton and Brookline, middle-upper class residents were able to relocate to the suburbs and build stately homes, typically in one of three architectural styles: Colonial Revival (most common), Tudor Revival, or Arts and Crafts (least common). This large house is located on Randolph Road in the Woodland/Heath area of Southern Brookline, and dates to 1928. The residence was constructed for Dr. Walter C. Miner, an orthopedic dentist, and his wife, Ethel and designed by the firm of Strickland, Blodgett & Law. The large house sits on a double-lot, and is notable for its symmetry, slate tile roof, and rough-faced stucco walls.