Welcome To


Charming, historic neighborhood with a small-town feel.

Welcome to Charlestown

Charming, historic neighborhood with a small-town feel
Located on the north side of Boston and overlooking the banks of both the Boston Harbor and Mystic River, Charlestown, which has been designated as the city’s oldest neighborhood, features a mix of modern waterfront townhomes and historic clapboard residences. Constituting only one square mile, this small community is revered for its quick commute into downtown Boston and smart purchasing power—you’ll get more space here for the same price.
Both lively and close-knit, Charlestown features a bustling main street filled with shops and four-star restaurants. Quiet and charming gas-lit streets surround this hub. The demographic here is young: recent census stats list the average age of residents between 25 and 39. A quick survey of the Charles River Esplanade and the Thompson Square Starbucks—both commonly crowded with joggers, baby strollers, and Wi-Fi-seeking creatives—confirms these findings. 
Deeply rooted in American history, Charlestown is perhaps best known as the site of the Battle of Bunker Hill, an important conflict during the Siege of Boston that took place during the early stages of the American Revolutionary War. A monument commemorates that battle, and Charlestown is also home to several other historical landmarks. The USS Constitution is on display at the Navy Yard, and Boston’s historic 2.5 mile Freedom Trail ends in front of the ship’s museum.  

What to Love

  • Historic architecture and antique-style homes
  • Home to several prestigious restaurants and boutiques
  • Within walking distance to the city’s culture and businesses
  • Quaint New England town within the confines of the city 

People & Lifestyle

Once considered a meeting place for many historical figures (many famous generals and their men convened in taverns here), Charlestown has also been home to several professional athletes, including Matt Grzelcyk, Jack O’Callahan, and Howie Long. John Harvard, the notable university’s, lived here, as did American inventor Samuel F.B. Morse. The Irish migrated here during the Famine of the 1840s, and an Irish-American population is still strong here today, now densely defined by an upper-middle-class.  

Dining, Entertainment & Shopping

Monument Restaurant & Tavern’s eclectic menu draws diners to Main Street, boasting a mix of wood-fired pizza, pad Thai, and Cuban sandwiches. Blackmoor Bar & Kitchen offers casual bites and 34 rotating craft beers, and Brewer’s Fork is a rustic hangout known for its wood-roasted Maine mussels, cacio e pepe pie, and a Bacon Jammy “lunch pizza.” If you’re hungry for something historical, Warren Tavern, one of the oldest and most iconic watering holes in the country, is a must-see.
Charlestown’s residents also frequent Zume’s Coffee House, an airy, laid-back hangout offering casual sandwiches and salads, plus breakfast and coffee drinks. The unique offerings at Monroe Home & Style—timelessly chic products, hand-selected to suit classic spaces and a modern lifestyle—also has locals talking.


Charlestown is home to a number of excellent schools. Top educational opportunities include:
  • Warren-Prescott K-8 School
  • Harvard-Kent Elementary School
  • Clarence R. Edwards Middle School
  • Charlestown High School

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