From right to left:
:: First building: #97/99 Washington at the intersection with Pearl St.
:: Second building: #101/103 Washington
:: Third building (narrow brick): #105 Washington; living quarters with a small storefront
:: Fourth building (draped in bunting):
#107 rear (probably an outhouse down the alley): home of James H. Maher
#109: The logo used by the Lyceum Café (1905-1910) is visible on the windows
#111 (single door, in the middle): James H. Maher, Carriage Maker
#113: Lyceum Hall Pharmacy
:: Fifth building (billboard on top) #115 Washington
Hosts the billboard for “Boyle & O’Neil Honeybrook Whiskey, Roxbury Crossing” that was also present in a 1914 photo

[Courtesy of the Digital Commonwealth (CC BY-NC-ND). From the Brookline Photograph Collection published by the Public Library of Brookline]