Grounded by its namesake park, Worcester Square offers easy access to numerous green spaces, and represents an attractive option for those seeking practical elegance. Worcester Square has a strong neighborhood group that advocates for the area and cares for the park in the middle of the 19th century square. Hosting events throughout the year, but particularly in the summer, it proves to be a very welcoming place to come together as friends and neighbors.

In 2025, the square recorded just four sales in the $2mil+, all trading right around the $2M mark. This follows five sales above $2M in 2023 and two in 2024, reinforcing Worcester Square’s reputation for price stability and long-term desirability rather than turnover.

Most newer South End residents fail to realize that, like neighboring Back Bay, the South End is made up of mostly landfill. Interestingly, the Worcester Square area, and this section of Washington Street in particular, was the section that connected greater Boston to the Shawmut Peninsula, originally “downtown” Boston. The oldest surviving structures in the South End are located at 1724 Washington Street and known as the Porter House. Turned into condominiums in 2002, the beautiful, Federalist style building can easily be conceived of in its original single family glory more than 150 years ago.