Pilot Block

South End


The Pilot Block claims to be the oldest neighborhood association in the South End. While we cannot verify that claim, we do know that the Pilot Block area is an underrated gem when it comes to high end properties in the broader city. The Pilot Block’s strategic location is idyllic for those who covet equal access to the Back Bay’s commercial offerings as well as the South End’s more eclectic culture and boutiques.




Pilot Block includes lower West Canton Street along with West Newton, Pembroke, West Brookline, and Warren Avenue. The neighborhood’s residents enjoy easy access to Dartmouth Square, James Hayes Park, and Harriet Tubman Square.

Three parallel streets within the Pilot Block control the majority of the housing inventory in this sub neighborhood. West Canton, West Brookline and Pembroke Streets all command premium pricing for real estate sales. A particularly enticing row of houses on West Canton Street backs up to a “secret garden” known as Montgomery Park.


Despite its smaller geographic area, the Pilot Block is 2021’s top South End sub-neighborhood measured by dollar volume, with sales at or above the $2 million price point totaling $105,644,343 Pilot Block represented approximately 20% percent of the South End’s $2M+ sales by count and over 22% of the $2M+ sales by volume in 2021.

We believe when real estate consumers are presented with a complete and robust spread of data, in conjunction with their personal preferences, decisions can be reached with the most confidence.

For more sales data and details on it’s sub-neighborhoods check out our Boston Luxury Real Estate Review >