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Thomas Drew Cook House, 85 Cottage St.
This is one of a pair of later photos of the house taken at the same time.

This unique house, which still stands, was built in 1827 by merchant captain Isaac Cook for his son, Thomas, but Thomas died before moving in. The elder Cooks instead moved in and spent the rest of their lives there. The house was purchased in 1878 by James Lovell Little and remained in that family for almost forty years. Isaac built a similar cottage in 1829 for his son Isaac Jr. which is still standing across the street at the corner of Cottage St. & Goddard Ave.

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