Mr. and Mrs. Arthur C. Rockwood and son, formerly of Purchase
Street, Milford, have moved into their new home in the Norman S. Henry development, off Dutcher Street. They are the first to occupy a house in the development, though other homes are nearing completion close by. This area is entered by a roadway referred to in
Adin Ballou's book, History of Milford, as Driftway. In the early days the road crossed the present P. E. Casey farm on West Street, continued through to what is now Dutcher Street and entering what is now the development. The road then crossed a bridge on the Mill River below the present Rustic Bridge that was known as Cutler Bridge. The road continued on through the woods through the present Clark estate on Overdale Parkway and the Harvey Trask farm to Mendon. The new road has not been named, but due to its early history, might well be called Driftway. Milford Daily News, August 1950

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It's hard to believe there was ever a bridge that crossed the upper end of Hopedale Pond below the Rustic Bridge. Until you get well below that point, the pond is too wide to think that that's where it was. It looks to me as though the road on the map crosses the pond just about where the bridge is now. The date I have for the map above is the 1890s. The red town line was added after the map was printed. The road referred to in the newspaper article must have been the one that leaves West Street just to the left of the word, "Milford."  After a short distance, it turned into a dirt road and eventually crossed Hopedale Pond. And there it ended. If it continued on through the Overdale Parkway area and on into Mendon, it's not shown here. Freedom Street can be seen winding through the lower part of the map.

                              
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