The Driftway and Cutler Street
at the time (below) tells of the development. However, some sort of road existed there much earlier.
Mr. and Mrs. Arthur C. Rockwood and son, formerly of 469 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
houses 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 entered what is now the development. The road then crossed a bridge on Mill River below
the present Rustic Bridge, that was known as Cutler Bridge. [A 1913 map of the Parklands shows the location of the bridge,
gone by that time. It was about halfway between Freedom Street and the Rustic Bridge. The approach to Cutler Bridge is still
there, on the east side of the pond.] The road continued on through the woods though 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
The dictionary definition for driftway is, “A common way, road or path for driving cattle.”
discontinued "Drift-Way or Bridle-Road," that led from what is now Freedom St., north-eastwardly, over the Cutler Bridge,
towards the Dea. Rawson place. David Cutler was the most prominent early owner, and dwelt, in 1760, where the ruins now
are. Then said "Drift-Way" was laid. I have never been there to inspect the site, but am told that it is situated on a north-
easterly line from the Cutler Bridge, forty rods or more in the direction of the Rawson estate. I suppose the Cutler place
descended to his heirs, was sold out to different purchasers, and ere long passed out of the family name. The house is
said to have been tenanted last by one Pease, who had Indian blood in his veins. I have not been told the date of its final
abandonment." Adin Ballou, History of Milford. For more on this, use the link above to see the 1913 map, which shows the
location of Rawson's Bridge, and the former location of Cutler's Bridge, and also, Bridges of Hopedale Pond.
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Until I saw the 1913 Parklands map, (part of it shown below) I didn't know that there had once been a
bridge that crossed the upper end of Hopedale Pond roughly a quarter-mile downstream from the
Rustic Bridge. However, it looks to me as though the road on the map above crosses the pond just
about where the Rustic Bridge is now. The date I have for the map is the 1890s. The red town line was
obviously added after it was printed. The road referred to in the 1950 Milford Daily News 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 ends. If it continued on
through the Overdale Parkway area and on into Mendon, it's not shown here. Evidently it had been
abandoned by the time the map was drawn. Possibly the creation of Hopedale Pond by the dam built
by the Hopedale Community in the 1840s wiped out the old bridge and the road was rerouted to the
Rustic Bridge area. The first bridge there was called Rawson's Bridge. Freedom Street can be seen
winding through the lower part of the map, with a very short piece of North Avenue, Mendon showing
just a bit in the lower left corner. DM
and "Rawson's Bridge" a bit right of center.
Part of the area that is now known as Cutler Street was once
owned by the Grange and used as a picnic ground. Thanks to
Leigh Allen for the agreement on that piece of land, shown below.
property referred to here was Driftway, which is why it was named in
the sentence above.
The Hopedale street listing book for 1960 shows William Barlow, 25,
insurance agent, at 126 Greene Street.
At 56 Greene Street, the address given for Rapid Realty on the paper
to the left, were Michael P. Deloia, 21, baker, Michael W. Deloia, 48,
laborer, and Richard P. Deloia, 19, carpenter.