This rare photo shows the trolley traveling westward having just passed St. Paul St. on its way to Coolidge Corner. It is approaching the house of Charles Dudley at 60 Longwood Ave. Dudley, who had recently purchased the property, would soon move his house to the west and sell the expanded corner property, vacant in the photo, to Jacob Bates who constructed his house there.

This trolley line would soon be eliminated and the tracks, which only ran on the north side of Longwood Ave., removed.
[Source: Leo Sullivan]

Traveling inbound in the area of Chestnut Hill Ave.

Boylston St. looking west from Hammond St. Louis Henry Graves opened his drug store at 1186 Boylston St. circa 1907 after working at the Young and Brown drug store in Coolidge Corner. He sold the business circa 1924.

[Source: Brookline Preservation Department]

Washington St. heading toward Rt. 9 and Boston. This is a Type Four car, in use in Boston from 1911-1950. The two brick buildings still stand.

While nominally just a photo of a subway car this photo actually contains a number of interesting details of Village life in the late 1930s. To the right is the front end of what appears to be a 1935 Chevrolet Master Deluxe Coupe. And there are glimpses of the following businesses:

• Earl Colvin, dentist, is the clearest. He was at that location (221 Washington Street) as early as 1922 and as late as 1940. In 1944 he had moved to 1 Harvard Street.
• Moore's, up the street, is Moore's Grille at 6-9 Harvard Square.
• A.J. Grennan, Chiropodist.
• Wolf & Smith, Meats. They are beneath Colvin and the name is only partly visible. They were there as early as the 1920s through at least 1944.
• Elisabeth Cleansing Shop. The name is on the corner above the back of the trolley.
• Daniel Goldberg. His name is on the window next to Grennan, but we don't find him in the city directories.

Corner Cypress and Franklin, demolished 1934. The trolleys ran along Boylston to Cypress
[Source: Joel Shield]