Charlestown

Charlestown harbor views with the Bunker Hill Monument standing tall in the background.

In Charlestown, every block tells a story. It's historic in every sense of the word, from its cobblestone streets and classic architecture to its pivotal location between the Boston Harbor and Mystic River. But this neighborhood isn't stuck in time. Since its founding, Charlestown has evolved, blending its Revolutionary-era roots with 21st-century convenience and sophistication.

Cross the Charles River from downtown via the Bill Russell Bridge and you're in Charlestown. Bordered by the North End, Cambridge, and Somerville, this residential neighborhood offers walkable streets, skyline views, and a quieter pace than the rest of Beantown.

Around Bunker Hill and the Training Field is classic Charlestown: brick sidewalks, wrought-iron railings, and rowhouses that haven't changed much since Paul Revere's day. The Bunker Hill Monument towers over it all, reminding residents that they're living on hallowed ground. 

Down toward the harbor, the Navy Yard tells a different story. Once a shipbuilding powerhouse, the area now serves as Charlestown's more contemporary side: open and modern, with waterfront parks, repurposed industrial buildings, and high-end condos.

Where the revolution began

Founded in 1628, Charlestown predates Boston itself. Its prime position between the Mystic River and Boston Harbor made it a center of colonial trade, shipbuilding, and early political activity. In 1775, the Battle of Bunker Hill took place here (technically Breed's Hill), cementing the neighborhood's role in American history. 

Charlestown grew into a major naval and industrial hub, home to the Charlestown Navy Yard for nearly 175 years. The Yard built and repaired ships through every major war from 1800 to 1974. The USS Constitution, the oldest commissioned warship afloat, remains docked here.

By the time Charlestown was annexed to Boston in 1874, it had become a dense, working-class neighborhood, defined by narrow streets, brick townhomes, and a distinct Irish-Italian heritage. Today's layout, housing stock, and even lot sizes still reflect that 19th-century urban plan.

Flags from different eras of America can be found hanging throughout Charlestown.

Charlestown covers less than a square mile, but it packs a lot into this compact footprint. Historic townhomes, modern waterfront condos, and everything in between share the same tight-knit community. This variety is exactly what makes Charlestown, MA real estate so appealing.

Local housing options reflect the neighborhood's layered history. Near Monument Square, you'll find brick rowhouses, Federal-style townhomes, and classic triple-deckers. Meanwhile, condos for sale in Charlestown, MA—from historic conversions to modern, full-service buildings—span the entire area. Medford Street is especially emerging as a hub for new development, adding sleek, contemporary options to Charlestown's classic streetscape.

Charlestown is also home to some of Boston's few true waterfront properties. Real estate at Flagship Wharf, Pier 5, and along the Harborwalk feature private balconies, harbor views, and proximity to green space. These homes are scarce and move fast.

Small in size, rich in personality—Charlestown is one of those rare neighborhoods that manages to feel both deeply historic and effortlessly livable.

1. History with a pulse

   Charlestown’s past is part of its present. The towering Bunker Hill Monument, the historic Charlestown Navy Yard, and slops along the Freedom Trail aren't just for tourists; they're woven into daily life. And each June, locals celebrate the annual Bunker Hill Day Parade with marching bands and reenactments, honoring Charlestown’s Revolutionary roots.

   The past is always present here, but so is a lively, modern vibe. The arts and culinary scenes thrive, with long-time taverns blending seamlessly with new cafes, galleries, and boutiques.

2. Waterfront parks and harbor breezes

   Green space is everywhere. The Boston Harborwalk, Paul Revere Park, and Charlestown Navy Yard offer space to walk, bike, and unwind, as well as sweeping views of the Zakim Bridge, the harbor, and the downtown skyline. At Pier 4, you'll find splash pads, playgrounds, and even the occasional outdoor concert.

   In the summer, locals cool off at Clougherty Pool, a beloved city-run pool tucked along Bunker Hill Street. It's free, family-friendly, and one of the best-kept secrets in the neighborhood.



The Bill Russell Bridge not only connects Charlestown to the North End; it's also a favorite spot among runners.


3. A community that works for families

   The Charlestown Community Center has year-round programming, from youth basketball and swim lessons to after-school clubs. Meanwhile, the Boston Public Library hosts regular storytimes, book groups, and school vacation events.

   For younger kids, Monument Square is a popular gathering spot, often used for stroller walks, chalk art, and seasonal festivals. And for parents needing a break? Babysitting co-ops, pop-up kids yoga sessions, and community-organized playgroups make it easy to connect with other families.

4. Laidback local dining

   The neighborhood boasts a pub culture that rivals Boston's. Warren Tavern, one of the oldest bars in Massachusetts, still pours pints where Paul Revere once sat. Blackmoor Bar + Kitchen offers local brews and waterfront views, while Zume’s Coffee House delivers small-town charm with big-city espresso. Craving seafood? Head to Pier 6 for oysters and skyline sunsets.

5. City access without chaos

   Charlestown’s location is one of its biggest advantages. You're minutes to downtown Boston by car, bike, or the MBTA Orange Line at Community College Station. The Navy Yard ferry to Long Wharf is a scenic commute, and major routes like the Tobin Bridge and I-93 make getting around the reason easy.

   Thanks to the North Washington Street Bridge project—now known as the William Felton "Bill" Russell Bridge—walking or biking into the North End or Seaport is smoother than ever. And yet, Charlestown still feels self-contained. You've got a grocery store, post office, dry cleaner, neighborhood schools, and everything else you need, often within a few blocks.

A seasoned Charlestown, MA Realtor who knows the neighborhood block by block can help you find your dream home. You already know one: The Mazur team.

Led by industry veteran Hildy Mazur—with daughter Alyssa and son Andrew—this family-run team brings over 33 years of combined experience and local insight into one of Boston's most storied neighborhoods.

Discover Charlestown, MA real estate with confidence with the Mazur Team. Contact us today at 508.801.8872 or send us an email.