North of Boston, Charlestown is a waterfront neighborhood steeped in history — Revolutionary War history, to be more specific. The Freedom Trail passes streets lined with brick townhouses and triple-decker homes to the site of a key Revolutionary War battle at Bunker Hill Monument. However, growing beyond it’s historical roots, the neighborhood has turned into a busy, modern-day community.

Neighborhood Specialists


Charlestown is truly a “best of both worlds” neighborhood located on a peninsula north of downtown Boston.

In the Navy Yard area luxurious waterfront homes with beautiful views sit atop the Boston Harbor. As you venture toward the middle of “The Town,” historic brick and wood-frame rowhouses along gas-lit streets frame a cultural identity for the neighborhood.

With so much history to absorb, leisurely strolls around town feel like a requirement for Charlestown residents. The Bunker Hill Monument, Charlestown Navy Yard, and the U.S.S. Constitution are all within minutes of each other while an expanding food and drink scene caters to the gentrifying population.

Explore the Neighborhood:

Kerry D’Ambroise is a resident of Charlestown and loves walking the Navy Yard with her dog Ellie.

Hear more about Kerry’s experience living in Charelstown and why she loves to call this neighborhood home!


Why I love living here:

Lisa Ha found her way to Charlestown after living in Boston for several years. She loves the sense of community, outdoor space, shops and restaurants in the neighborhood.

Learn more about why Lisa loves Charlestown and her personal story!


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


Casual, modern neighborhood venue offering a menu of casual bites & 34 rotating craft beers.

 1 Chelsea St, Charlestown, MA 02129

Craft draft beers, cider, cocktails & wood-fired chow is served at this rustic, atmospheric hangout.

7 Moulton St, Charlestown, MA 02129

Casual, industrial-style venue with a raw bar for seafood, plus a brunch menu, pasta & steaks.

1 6th St, Charlestown, MA 02129

Stalwart featuring thin-crust pizza with gourmet toppings plus Italian entrees in intimate quarters.

67 Main St, Charlestown, MA 02129

Wood-fired pizzas & more gastropub grub in a comfortable setting of brick & weathered woods.

251 Main St, Boston, MA 02129

This casual seafood spot on the waterfront boasts a roof deck & a post-dinner singles scene.

 1 8th St, Charlestown, MA 02129

Claiming to be the oldest bar in Massachusetts, this legendary circa-1780 tavern draws locals & tourists for beer, varied pub food & Colonial charm.

2 Pleasant St, Charlestown, MA 02129