Charlestown

About 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.

Real Estate Statistics
Total Listings 59
Average Price $1,123,508
Highest Price $1,999,000
Lowest Price $399,000

Browse Charlestown Real Estate Listings

All Listings $300,000 - $400,000 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000

Browse Charlestown Real Estate Listings

59 Properties Found. Page 1 of 5.
Photo of Listing #72630765

89-91 Main Street, Boston

$1,999,000 - 4 Beds, 4 Baths, 3,591 Sf

MLS® # 72630765

Carlos Suarez Coldwell Banker Residential Brokerage - Boston - Back Bay
Photo of Listing #72642803

3 Hilary Street, Boston

$1,995,000 - 3 Beds, 4 Baths, 2,337 Sf

MLS® # 72642803

Frank Celeste Gibson Sotheby's International Realty
Photo of Listing #72625725

18 Chestnut Street, Boston

$1,850,000 - 3 Beds, 2 Baths, 3,379 Sf

MLS® # 72625725

Frank Celeste Gibson Sotheby's International Realty
Photo of Listing #72625691

18 Chestnut Street, Boston

$1,850,000 - 3 Beds, 2 Baths, 3,379 Sf

MLS® # 72625691

Frank Celeste Gibson Sotheby's International Realty
Photo of Listing #72662344

137 Main Street, Boston

$1,750,000 - 3 Beds, 4 Baths, 2,540 Sf

MLS® # 72662344

Reig & Losordo Compass
Photo of Listing #72661461

137 Main Street #137, Boston

$1,750,000 - 3 Beds, 4 Baths, 2,540 Sf

MLS® # 72661461

Reig & Losordo Compass
Photo of Listing #72675075

42 Ninth Street, Boston

$1,699,000 - 3 Beds, 4 Baths, 2,518 Sf

MLS® # 72675075

The Colombo Group Douglas Elliman Real Estate
Photo of Listing #72663351

4 Mount Vernon Street, Boston

$1,699,000 - 3 Beds, 4 Baths, 2,294 Sf

MLS® # 72663351

Joanna Hochman Gibson Sotheby's International Realty
Photo of Listing #72683524

20 Lexington Street, Boston

$1,645,000 - 4 Beds, 3 Baths, 2,386 Sf

MLS® # 72683524

Adam Geragosian Compass
Photo of Listing #72672574

20 Chappie, Boston

$1,600,000 - 3 Beds, 3 Baths, 1,941 Sf

MLS® # 72672574

Maureen Tringale Century 21 CELLI
Photo of Listing #72673737

8 Bolton Pl, Boston

$1,599,900 - 3 Beds, 1 Baths, 884 Sf

MLS® # 72673737

John Fallon Pine Shores Real Estate
Photo of Listing #72671507

45 Rutherford Ave, Boston

$1,589,000 - 4 Beds, 3 Baths, 1,700 Sf

MLS® # 72671507

Candice Macoul RE/MAX Luxury Living RE

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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.