1365 Westbrook Street. The Francis Waldo / Daniel Dole house.

Much has been said and written about General Samuel Waldo. War hero. Scoundrel. Promoter of colonial settlement. Opportunist. Above all of these, for our purposes, he was a powerful force in the early settlement of Portland and the area.

Waldo came to the area with Thomas Westbrook somewhere around 1720. Over the next 40 years he would amass large holdings of land in the area and throughout what would become the State of Maine. His name would live on in Waldo County where many of his land holdings were located.


When Waldo died in 1759, his holdings in Stroudwater passed to his son Francis. Francis was a Harvard graduate and the first collector of customs for Falmouth along with being named to the General Court in 1762 & 1763. It was around this time that he built his home overlooking the Fore River and Stroudwater Landing.

I wonder when the Victorian era bay on the left was removed.

Francis Waldo died on April 16, 1770. In June of 1770, Daniel Dole purchased the property from Waldo’s estate.


The Francis Waldo – Daniel Dole house from Myrtle K Lovejoy’s “This Was Stroudwater”

The house is a pretty common, if a bit compressed, gambrel roofed Georgian form. Any sort of flourishes often seen in contemporary examples seen on the coast of New England are limited and very low key. The aisle on the left is unique. It seems to be original given the details. The current form is probably original. The bay seen in the 1924 tax photo and the small vestibule on the street side seen in the photo above from the 50’s having been removed. Pity the white paint.


A classic Georgian entry motif

The home remained in the Dole family for the next 154 years before being sold in August of 1924 to the Maxfield brothers. They sold it to the Andrew family in 1953 and the Andrew family sold it to the current owner in 2009. This means through it’s 254 year life, the home has had only 5 owners. An amazing example of stability.

1.15.17 Update: I received a comment from the current owner of the property, John Ellingsworth

2 thoughts on “1365 Westbrook Street. The Francis Waldo / Daniel Dole house.

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