In March 1692 several Ipswich persons petitioned “to have liberty granted them to build shops upon ye bank by ye river side,” at what is now South Main Street. The Selectmen laid out this stretch of land in twenty-three small lots and granted them “to as many individuals with the conditions that they not encumber the highway, make provision for drainage under the buildings, that each person provide paving four-foot wide all along before ye said buildings for the convenience of foot travelers, and erect posts to keep horses from spoiling the same.” It was stipulated by the Town that the lots extend no farther into the river than “ye low water mark.” South Main Street in Ipswich was devastated by America’s love of the automobile. In the 20th Century, beautiful old houses here and at the other end of town on Lord’s Square were demolished and replaced by garages and service stations.

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The Ross Tavern abutted the Choate Bridge on the downstream side. It was built in 1690 in downtown Ipswich, but in 1735 it was moved to the south-east side of the Choate Bridge where it remained until 1940 when it was disassembled and moved to its present location on Jeffreys Neck Road at the former Wendel Estate, where the original timber frame was restored and reassembled. 17th Century fireplaces and 17th & 18th century woodwork are features inside the house.

The Ross Tavern on South Main St. Photo is from the late 1800′s
By the time the Ross Tavern was moved in the 1940’s it was in sad condition. Behind it is the building that an antiques dealer named Burnham put together from several small buildings, which later became a local grill known as “The King’s Rook”.
Set back a bit from where the Ross Tavern stood, Ralph Burnham assembled several old buildings into one building which he intended to use as an art gallery. It later became a music venue known as the Kings Rook and the Stonehenge Club. and finally as a restaurant before it was torn down and replaced by the similar-looking professional building at that location now.

The Sherborne Wilson House built in 1685 till stands near the Choate Bridge. The Ross Tavern beside it was moved to Jeffreys Neck Road, where it is now known as the Wendell Estate.

The photo below is the east side of South Main Street looking in the direction of the Old Town Hall, which is just out of the photo on the right. Note the electric poles, which indicate the photo was taken around the turn of the 20th Century. Of the houses shown here, only the Sherborne Wilson house, the corner of which is in on the left, still stands. The building on the far right with the Mansard roof was the Ipswich Savings Bank at the corner of South Main Street and Elm Street, and the bell tower on the Old Town Hall can be seen above and beyond that house. The second photo is the same view as seen today. The Birds Eye map of Ipswich below confirms Bill Varrell’s description in Images of Ipswich.

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Bill Varrell wrote in Images of Ipswich, “Baker’s Express wagon is parked on the west side of South Main Street in front of Baker’s Clothing Store (now Fiske and Freeman antiques), which was located in the Opera House building (later the Strand Theater) on Market Street. To the right of the photograph are several early houses, now destroyed or moved. The Old Town Hall is out of the photo but the bell tower that once graced its roof can be seen above the house with the Mansard roof.
This is a photograph taken recently from the same location. To the left of the Old Town Hall is the 1847 building that is home to JoAnne's Florist. It would be hidden behind other buildings in the old photo.
This is a photograph taken recently from the same location. To the left of the Old Town Hall is the 1847 building that is home to JoAnn’s Florist. It would be hidden behind other buildings in the old photo.
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South Main Street in the 1893 Birds Eye Map of Ipswich. The Choate Bridge is on the left, and the Old Town Hall is on the right. The west side of South Main Street was lined with houses as well, some of which survive, but several of which were demolished to build the town’s first auto store and garage, formerly the home of Jungle Printing.
The intersection of South Main and Elm Streets. The Ipswich Savings Bank was on the right. In the distance is the Choate Bridge, a line of small shops at the foot of North Main St., and the Ipswich Female Academy touring over them.
The intersection of South Main and Elm Streets. The Ipswich Savings Bank was on the right. In the distance is the Choate Bridge, a line of small shops at the foot of North Main St., and the Ipswich Female Seminary behind them. Photo provided by Bob Swan.
A view of the rear of the buildings on South Main Street, just below the dam was known as
A view of the rear of the buildings on South Main Street, just below the dam was known as “Little Venice.” Photo by George Dexter, circa 1890.
South Main Street, looking from the other direction. The houses in the first photo would be on the right but are obscured by trees and the turn in the road. Several of these houses still stand on South Main, including the Philomen Dean House (Old Lace Factory) in the foreground. In the distance is the approach to the Choate Bridge.
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This photo was provided by Eric Van Horn. Imagine these unpaved streets after it rains!
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The same view today. Several buildings on the left can be easily recognized, as well as the Hall Haskell house on the right.
6 South Main Sherborne Wilson 1685 Read more
17 South Main Fuller House 1738 IPS.692
30 South Main Old Town Hall 1833 Read more
31 South Main Manning-Souther 1726 Read more
36 South Main Hall Haskell 1795 Read more
37 South Main Baker’s Store 1828 Read more
51 South Main Jones-Caldwell 1728 IPS.695
59 South Main Philomen Dean 1716 Read more
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Auto dealer (and former bicycle mechanic) Ernest Currier built a garage to service Model T’s at this location. He removed the buildings in the center and on the left, and moved the Dr. Manning house on the right closer to the Choate Bridge, where it still stands.
Some buildings on South Main near the Choate Bridge were spared demolition.
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The same view of South Main St. today

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