Click the map to display the version with modern town lines, and you can see that some parts of Cambridge’s wandering boundary line, now colored blue, are still doing duty. The line between Brookline and its neighbors Allston-Brighton and Newton is unchanged except that now the top end doesn't quite reach the Charles, leaving a narrow strip along the river that connects Allston and Brighton with the rest of Boston.
The straight line that runs northwest from Cambridge through the middle of Belmont originally separated it from Watertown. It is still Lexington’s boundary with Waltham (formerly part of Watertown), though the later creation of Belmont from parts of Watertown and Arlington took that part of the line out of service.
The boundary makes a 90° northward turn in Lincoln, following the “Concord line” where Cambridge abutted that town after being enlarged in 1644. Lexington’s boundary ran the same way until a triangular section of Lexington was transferred to the newer town of Lincoln in the mid-1700s. A small part of Cambridge’s old “Concord line” still separates Lexington from Bedford.
The huge Shawsheen grant that turned into Billerica now also contains most of Bedford and all of Tewksbury, not to mention small bits of Lowell and Wilmington.
The Billerica-Burlington town line has a funny little jog in it that may have been a result of the two towns’ efforts to obey the General Court's instructions. The order that made the Shawsheen grant forbade the town of Woburn (containing the future Burlington) to extend its bounds closer to the Shawsheen River than one mile. As you can see on the map (and would have expected anyway), the river doesn’t run in a straight line, and the Court’s confusing prohibition generated a fair amount of contention between Woburn and Billerica. (This was probably based less on geographic purism than on the desire of both towns to possess as much taxable property as possible.) I don’t know how the little jog in the line settled this issue, but that’s how the map was drawn in 1659. It survived several attempts to get the General Court to change it, and there it is today.
The boundary line makes its final turn back toward Cambridge at a point once called “the pine at Cambridge,” where an impressive tree marked the end of the boundary line that Cambridge and Charlestown had originally agreed on. As the map shows, the line seems to have moved in various small ways, and it may never have been followed as strictly as the towns and the surveyors intended.
Nevertheless, I do think the line as first laid out between Cambridge and Charlestown, back before Woburn was settled, was a straight one . At the northwest end, the line between Burlington and Lexington is still straight, and still in business. It can be roughly traced all the way back to the point in Cambridge where that town's boundary with Somerville begins its run toward the northwest. The creation of new towns has blotted it out in some places, and in others it seems that the line may have been altered to go around farms that accidentally straddled it. (It couldn't have been easy for incoming settlers to know the exact location of this mostly unmarked boundary.) I thought I’d be able to find surviving segments that are perfectly consistent with the Burlington-Lexington town line, but I couldn't, although some came close. Nevertheless, surviving documents make it clear that people in the 17th century thought of this long boundary as a single straight line, and that's how I drew it on the map.