Looking east at 50 Druce St. The first building, on the right, was opened in 1897. The other two, forming three quarters of a quadrangle, were added in 1902. They were all replaced by the current school in 1962.
[Source: Digital Commonwealth]

Buildings demolished in 1962 and replaced by the current buildings at 50 Druce St.

[Source: Brookline Preservation Department]

[Source: Brookline Preservation Department]

The Union Building, located at the corner of High and Walnut streets, was razed in 1961 for public housing.

Page 11, plate 7285. From an album of fifty photographs of Brookline schools, classrooms, and examples of clay modeling, wood-working, and cooking. Produced for the 1893 World's Columbian Exposition.
[Source: Brookline Preservation Department]

The students are arrayed in front of the original Pierce Grammar School. There are a number of older-appearing students so it can be assumed that the photo includes students from the high school that was just next door.

There were two Pierce School buildings, Grammar and Primary. This is the original Grammar building, built in 1855 on the west side of Prospect St. This building was incorporated into the 1904 replacement building for the Primary School, still standing, and its right side can be viewed there today.
[Source: Brookline Public Library]

There were two Pierce buildings, Grammar and Primary. A new, larger, Pierce Grammar School had recently opened on School St. in 1901. This building, the new Primary School building, was opened in 1904 as part of an expansion of both schools. It incorporated parts of the old Pierce Grammar School, accessible today around the right side, and still stands today as the Pierce Historical Building.

Facing School St. Opened in 1901 as a replacement for the much smaller school located behind it on Prospect St. No longer standing.

Facing School St. Opened in 1901 as a replacement for the much smaller school located behind it on Prospect St. No longer standing.

Page 14, plate 7288. From an album of fifty photographs of Brookline schools, classrooms, and examples of clay modeling, wood-working, and cooking. Produced for the 1893 World's Columbian Exposition.
[Source: Brookline Preservation Department]

Page 15, plate 7289. From an album of fifty photographs of Brookline schools, classrooms, and examples of clay modeling, wood-working, and cooking. Produced for the 1893 World's Columbian Exposition.
[Source: Brookline Preservation Department]

Page 16, plate 7290. From an album of fifty photographs of Brookline schools, classrooms, and examples of clay modeling, wood-working, and cooking. Produced for the 1893 World's Columbian Exposition.
[Source: Brookline Preservation Department]

Page 17, plate 7291. From an album of fifty photographs of Brookline schools, classrooms, and examples of clay modeling, wood-working, and cooking. Produced for the 1893 World's Columbian Exposition.
[Source: Brookline Preservation Department]

Page 18, plate 7292. From an album of fifty photographs of Brookline schools, classrooms, and examples of clay modeling, wood-working, and cooking. Produced for the 1893 World's Columbian Exposition.
[Source: Brookline Preservation Department]

Page 19, plate 7293. From an album of fifty photographs of Brookline schools, classrooms, and examples of clay modeling, wood-working, and cooking. Produced for the 1893 World's Columbian Exposition.
[Source: Brookline Preservation Department]

Pictured in front of the Newton Street School (formerly Putterham) is the carriage known as “the barge”. It initially provided transportation for area students who were past the grade-three limit of the school and now attended the Heath School. It followed a three-mile route which began at the corner of Heath St. and Hammond St., the property of driver James Fegan, and proceeded along Hammond St., Newton St., Clyde St., Warren St., and back to Heath St.

Sign in the front says Newton St. and lists mileages to various locations

“The almshouse was constructed in 1883 on Newton Street, near the Putterham School. The almshouse provided Brookline poor with shelter, food, and work, and produced and sold items such as wood, potatoes, and hay. The almshouse was converted to an infirmary in 1931. On the site of the almshouse, the Town built various hospitals including the first hospital in 1894, later named the Contagious Disease Hospital. In 1901, a complex of six buildings were constructed to house patients with diptheria and scarlet fever. In 1916, a new tuberculosis hospital was opened. All of the hospitals and the old almshouse were demolished in 1954.” [source: brooklinema.gov]