Dorchester & South Boston

The two neighborhoods are different but still have some similarities and certainly have buyers that would consider both.  With prices continuing to increase in South Boston (aka Southie), Dorchester is a great alternative.  Both neighborhoods are largely influenced by the convenience to downtown, some neighborhoods of Southie are even walkable to the financial district.  The Red Line also has stops in both areas for those that aren’t.

These two neighborhoods are often the subject of the “true Boston” characterizations.  Heavy accents play out on the silver screen with a rough and tumble attitude, but you’ll find a wide variety of neighbors including some that will pronounce the R in car.


These areas are covered by the Boston Public School system, with several elementary schools in the area.  There are also several private schools and charter schools in the neighborhood as well. Link to school scores, school district websites or national education sites like or

Parks and Recreation

Even though it is close to Boston there are some incredible open spaces.  Pope John Paul park offers an estuary setting with interconnecting paths and bike lanes through all the way to the Blue Hills.  Southie has beaches perfect for volleyball or sunbathing, like Carson Beach or Castle Island.  The shore walk along Day Boulevard is also a nice place to go for a jog or exercise the dog.


Short of living directly in the city, this is a super convenient area.  Getting in town is quick and easy, getting to points south, like the Cape is done by hopping on the Expressway.  Don’t let the name fool you though, the Expressway on a Friday afternoon heading to the Cape can be anything but express.  However, the ride into the city for work is short and quick and many of the evening  adventures are as well.


Dining and Shopping

Situated right in between these two neighborhoods on the northern border is South Bay, with shops and restaurants.  This complex ill be under going some major changes in the next few years and will offer an open air mall like area with interconnected shops.  It is currently home to Best Buy, Old Navy and Home Depot to name a few.  Many of the areas also offer local shops.  Restaurants throughout the area are among some of the cities finest, with casual fare being the predominant theme.  Places like Ashmont Grill, Trivolo, dbar, and Lucy’s American Tavern are easy to get to in Dorchester.  Dorset Hall is a new addition right on the cusp between the two areas.   In Southie there are some great eateries like Coppersmith, Armheins, and Lincoln Tavern.


Both neighborhoods are so close to everything Boston has to offer and just a short Red Line trip away.  Of course if you want to take in a great comedy show Laugh Boston is located right at the Convention Center in the Seaport District, and there are plenty of hip places to grab a meal or drink before the shows.  Boston is also home to several outstanding theaters and wonderful shows including the famed Nutcracker by the Boston Ballet Company.