3 Pleasant Street was historically referred to as Brick Market, the namesake of Market Square, and located in the heart of downtown Portsmouth, New Hampshire.

Originally constructed in 1794 as a one-story public market, a second story was added in 1802 to serve as a town hall.  As with many wood structures of its day, the building burned down in 1802 and was rebuilt in 1804 with arched openings for 10 street level stalls and continued as an auditorium for town and public meetings.  In 1864, Jefferson Hall, as it had been referred was subdivided into “city rooms” and became City Hall.  Subsequent renovations included an 1873 new façade and in 1875 the market stalls were abolished.  With plans to relocate City Hall to close by Daniel Street in 1910 New Hampshire National Bank purchased and demolished the original structure; with a $20,000 purchase price, the sale was then considered the most valuable piece of property in the City of Portsmouth.

The most recent restoration and redevelopment of the building and its site included restoration of original copper windows, unique lighting from gas lanterns at each entry to catenary lighting throughout the site, and LED accent lighting along the newly added fourth floor ellipse.  This prominent structure not only presents a great view while walking through Market Square but also provides them from inside its structure.  With roof top decks facing toward all navigational points, views of the North Church Steeple are spectacular. 

With construction complete during the Winter of 2020/21, the street and lower levels have been home to Toscana Chop House and Wine Bar, a fine dining restaruant with on-site aged meats, a lively bar scene and multiple private function areas featuring architecturally preserved features, such as the "bank" vault doors,  high ceilings and a gas fireplace.   Other occupants inclued The 1871 Group (a division of Kennebunk Savings Bank a new generation of financial services),  Ravensburger NA, a German based puzzle and game company (housing its product development and customer service team) as well as the crowning glory within the new fourth floor ellipse occupied by McNabb Properties, Ltd.