Charlestown


The oldest community in Boston, Charlestown is positioned along the banks of Boston Harbor and the Mystic River on the north side of the city, and is essentially a 19th century village with historic 16th century heritage. Home to the U.S.S. Constitution, the Bunker Hill Monument and the Navy Yard, the historic yet vibrant ambiance of Charlestown continues to draw both new residents and visitors.


Read More

Real Estate Statistics

Average Price $1.2M
Lowest Price $380K
Highest Price $2.7M
Total Listings 33
Avg. Price/SQFT $802

Property Types (active listings)

Browse Charlestown Real Estate Listings

Click the links below to sort results by price range.

Sort by:
New
5 Monument Sq #1&2, Boston

$2,650,000

5 Monument Sq #1&2, Boston

3 Beds 4 Baths 2,752 SqFt Condominium MLS® # 73022815

Eve Dougherty Compass

16 Auburn Street, Boston

$2,650,000

16 Auburn Street, Boston

4 Beds 3 Baths 2,632 SqFt Single Family MLS® # 73004371

Grace Bloodwell Coldwell Banker Realty - Charlestown

58 Baldwin St, Boston

$2,399,999

58 Baldwin St, Boston

4 Beds 3 Baths 3,520 SqFt Single Family MLS® # 73011718

The Charles King Group Compass

22 Elm Street, Boston

$2,300,000

22 Elm Street, Boston

4 Beds 4 Baths 2,952 SqFt Single Family MLS® # 73009916

Grace Bloodwell Coldwell Banker Realty - Charlestown

22 Elm Street, Boston

$2,300,000

22 Elm Street, Boston

4 Beds 4 Baths 2,952 SqFt Multi-Family MLS® # 73009325

Grace Bloodwell Coldwell Banker Realty - Charlestown

32 High St, Boston

$1,799,000

32 High St, Boston

5 Beds 2 Baths 2,613 SqFt Single Family MLS® # 73011973

Joseph Bean Joe Bean Real Estate

397 Bunker Hill St, Boston

$1,750,000

397 Bunker Hill St, Boston

3 Beds 3 Baths 2,383 SqFt Single Family MLS® # 73017429

Fine Homes Group Keller Williams Realty Boston-Metro | Back Bay

324 Bunker Hill Street #203, Boston

$1,749,000

↓ $50,000

324 Bunker Hill Street #203, Boston

3 Beds 3 Baths 1,892 SqFt Condominium MLS® # 72961531

The Sarkis Team Douglas Elliman Real Estate

New
24-26 Elm St #1, Boston

$1,699,000

24-26 Elm St #1, Boston

3 Beds 4 Baths 2,028 SqFt Condominium MLS® # 73024086

Hans Nagrath Compass

New
39 Constellation Wharf #39, Boston

$1,699,000

39 Constellation Wharf #39, Boston

3 Beds 4 Baths 2,564 SqFt Condominium MLS® # 73023824

Karen Colombosian Coldwell Banker Realty - Back Bay

197 8th Street #617, Boston

$1,499,900

↓ $75,000

197 8th Street #617, Boston

2 Beds 2 Baths 1,714 SqFt Condominium MLS® # 72994926

Chubb Homes Team eXp Realty

15 Charles Street, Boston

$1,479,000

↓ $16,000

15 Charles Street, Boston

3 Beds 4 Baths 2,200 SqFt Single Family MLS® # 72969139

Frank Celeste Gibson Sotheby's International Realty

Can't find the right listing for you? Register with the site to receive personalized Charlestown real estate listings right in your mail box!

Learn More About the Charlestown Real Estate Market

Like many of the oldest neighborhoods of Boston, Charlestown real estate has experienced a pretty dramatic shift in the last few decades. Similar in style to nearby neighborhoods like Back Bay and Beacon Hill, there’s plenty of red-brick facades and colonial-era architecture. Many of these historic homes have been renovated so that they feature more modern amenities while still maintaining the historic charm of the exterior.

Unlike Back Bay and Beacon Hill, home prices tend to trend a bit lower - available Charlestown real estate is still highly sought after, so available homes don’t tend to stay on the market long. If this is the neighborhood you’re interested in, it’s beneficial to prepare yourself to be make a quick offer.

As Boston’s oldest neighborhood, it doesn’t get much more Boston than Charlestown. The community is positioned on a peninsula at the confluence of Boston Harbor and the Mystic and Charles Rivers. The neighborhood’s position just across the harbor from Boston’s downtown core makes it an especially popular choice for working professionals and younger families. The downtown area of the city is easily accessible via ferry from the Charlestown Navy Yard.

Charleston Neighborhood Highlights

The Charlestown neighborhood was originally its own town, founded as the first capital of the Massachusetts Bay Colony back in 1629. The community is centered around the Bunker Hill monument that also serves as the end point of the popular “Freedom Trail” through the city of Boston.

The neighborhood's most popular shops, bars and restaurants are all clustered around Main Street and City Square. Much like Back Bay and Beacon Hill, Charlestown is a popular choice for pedestrians, both local and tourists, for its gas-lit streets laid with brick. There’s also stunning harbor or river views from the waterfront. Boston’s National Historical Park provides scenic green spaces as well as historic buildings and the Naval Yard is usually home to the U.S.S. Constitution, the oldest commissioned ship in the US Navy.

Notably also, Charleston stakes a claim at being the home of the oldest bar in Massachusetts - Warren Tavern, named for a revolutionary war patriot.

With so much variety to offer, it’s easy to see why many homebuyers choose to make this lovely neighborhood their home. To start your real estate search in Charlestown, contact Terrier Real Estate today! Their Boston REALTORS® are here to help.