It's the current border with Highland Park, Woodland on the east side of Woodward, and Webb on the west side.
Below is a map of annexations to the City of Detroit over the years, which has been posted on this forum previously. This map contains a few minor errors, but, as you can see, there was a kind of a 'break' in annexations from 1891 to 1906. On the 1906 Detroit map that's the subject of this thread the city's west side still ends at Livernois [[then known as Artillery St. south of Dix - which later became Vernor Hwy. there), so it's drawn before the annexation of much of Springwells Township shown on the map below as having taken place in that year.
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