The South Cove extended from what is now Batterymarch Street to near the North Battery, at the foot of Fleet Street, curving inward as far as Kilby Street and near the old State House, with creeks extending towards Spring Lane, Milk and Federal Streets. Dearborn says, "Winthrop's Marsh, afterwards called Oliver's Dock, was near Kilby Street, and between the corner and Milk Street, a creek ran up to Spring Lane." An aged citizen once said he remembered hearing Dr. Chauncy say that he had taken smelts in Milk Street; and a Mr. Marshall remembered that when a boy they were caught in Federal Street, near the meeting-house, (Dr. Channing's). Another aged inhabitant is reported to have said, that, in the great storm of 1723, "we could sail in boats from the South Battery to the rise of ground in King Street," near the old State House. Dock Square was at the head of a small cove, the tide rising nearly to the pump, which was formerly there, at the foot of Cornhill. The statue of Sam Adams, recently erected, is directly over the well in which the pump stood.
A narrow point or tongue of land projected into the cove between the Town Dock (then near Faneuil Hall) and Mill Creek, and upon this land stood the celebrated triangular warehouse,--a remarkable building for the time. It stood opposite the Swing Bridge, and a little north of the dock, measuring forty-one feet on Roebuck Passage (named after the tavern near it), and fifty feet on the back side. Near this place, in the small square formed by the junction of Ann, Union, and Elm Streets, was the Flat Conduit, so called. Ann Street was originally Conduit Street as far as Cross Street; and Union Street, in 1732, lead from the conduit to the Mill Pond.
Around the South Cove, as has been said, in the early time the chiefest part of the town was built; and from thence it gradually expanded along the shore to the south and to the west. John Josselyn, in 1638, visited Boston, and wrote a volume entitled "New England Rarities," in which he says, "It was then rather a village than a town, there being not above twenty or thirty houses."
The Cove on the north side of the peninsula, Charles River, commenced near the Charlestown Ferry, curving inwardly nearly to Prince Street, Baldwin Place, Haymarket Square, nearly on the line of Leverett Street, to Barton's Point, where the almshouse formerly stood. "The Mill Pond," as it was afterwards called, says Shurtleff, "was bounded by portions of Prince and Endicott Streets on the east, and Leverett Street, Tucker's pasture, and Bowling Green on the west; and on the south it covered the whole space of Haymarket Square. Most of the estates on what is now Salem Street, ... and on the west on Hawkins Street and Green Street, extended to the Mill Pond Cove." The margin of the cove, it is said by another, "passed across Union, Friend, and Portland Streets, to the bottom of Hawkins Street; thence westerly, across Pitts and Gouch Streets, to Leverett Street, which at one time was called Mill Alley. The descent of the land here was very steep. A street was laid out on the line of Temple Street [Staniford] from Leverett Street to Beacon Hill, where steps led to the top of the hill, a hundred and thirty-eight feet above the sea."