Charlestown

Charlestown, MA real estate offers some of Boston's most sought-after historic homes for sale, in one of the city's most well-preserved neighborhoods. Known for its charming Federal and Victorian row houses, brick sidewalks, and tight-knit, tree-lined streets, Charlestown is a walkable, close-knit community where neighbors still greet each other by name — a rare quality among Boston neighborhoods.
As one of the oldest residential areas in the region, Charlestown was settled in 1629 as the Massachusetts Bay Colony's first capital, a year before Boston itself was founded. This deep history is part of what makes Charlestown condos and single-family homes so desirable to buyers seeking character and authenticity alongside modern city living.
Rich in Revolutionary War history, the neighborhood is home to landmarks like City Square Park, where Paul Revere's Midnight Ride to Lexington began; the iconic Bunker Hill Monument; and the historic Charlestown Navy Yard, home to the U.S.S. Constitution, America's oldest commissioned naval warship. For buyers, this translates into waterfront properties, historic district homes, and streets with genuine architectural pedigree — a strong draw for investment properties and owner-occupants alike.
Families relocating to Charlestown will also find excellent local schools, a major factor in home values and long-term property appreciation: Charlestown High School, The Holden School, Bunker Hill Community College, several public elementary schools, and the Charlestown branch of the Boston Public Library.
Whether you're searching for homes for sale in Charlestown MA, Charlestown condos for sale, townhouses in Charlestown Boston, or exploring Charlestown MA real estate listings, this historic waterfront neighborhood delivers small-town charm just minutes from downtown Boston — making it one of the most competitive Boston real estate markets for buyers and sellers alike.

Real Estate Statistics

Average Price $1.5M
Lowest Price $300K
Highest Price $22M
Total Listings 74
Avg. Price/SQFT $848

Property Types (active listings)

Charlestown

Sort by:
New Open House
25 Allston St, Boston

$1,499,000

25 Allston St, Boston

5 Beds 3 Baths 2,413 SqFt Residential Income
Thu, Oct 15th, 2026 @ 11:30am - 12:30pm
MLS® # 73589871

The Goodrich Team Compass

New
1 Pier 8 13th St #b, Boston

$549,000

1 Pier 8 13th St #b, Boston

2 Beds 1 Bath 900 SqFt Residential MLS® # 73589722

Arlene Collado eXp Realty LLC - Corporate Office

New
429 Main St, Boston

$1,199,000

429 Main St, Boston

2 Beds 2.5 Baths 1,667 SqFt Residential MLS® # 73588861

Yukiko Oyama-morris Oyama Investments, Ltd.

New
254-6 Main Street #2, Boston

$749,000

254-6 Main Street #2, Boston

2 Beds 1.5 Baths 1,117 SqFt Residential MLS® # 73588558

Nancy Kueny Gibson Sotheby's International Realty

New
106 13th #312, Boston

$665,000

106 13th #312, Boston

2 Beds 1.5 Baths 949 SqFt Residential MLS® # 73588484

Tory Beauchamp Berkshire Hathaway HomeServices Verani Realty

New
45 1st Ave #101, Boston

$643,000

↓ $16,000

45 1st Ave #101, Boston

2 Beds 1 Bath 862 SqFt Residential MLS® # 73574987

Rachel Chang Century 21 Cityside

New
12 Auburn Street, Boston

$2,199,000

↓ $200,000

12 Auburn Street, Boston

3 Beds 3.5 Baths 3,360 SqFt Residential MLS® # 73574730

Tracy Shea Coldwell Banker Realty - Boston

New
12 Auburn Street, Boston

$2,199,000

↓ $200,000

12 Auburn Street, Boston

3 Beds 3.5 Baths 3,360 SqFt Residential Income MLS® # 73574728

Tracy Shea Coldwell Banker Realty - Boston

New
40 Mount Vernon Street #1, Boston

$1,775,000

40 Mount Vernon Street #1, Boston

3 Beds 3 Baths 2,192 SqFt Residential MLS® # 73587337

Nancy Roth Gibson Sotheby's International Realty

New
2 Monument Square #1, Boston

$799,000

↓ $50,000

2 Monument Square #1, Boston

2 Beds 1 Bath 946 SqFt Residential MLS® # 73578274

Nancy Roth Gibson Sotheby's International Realty

New
3 Dexter Row #3, Boston

$765,000

3 Dexter Row #3, Boston

1 Bed 1 Bath 797 SqFt Residential MLS® # 73584482

Shannon Mcnamara William Raveis R.E. & Home Services

New
126 Elm Street #2, Boston

$765,000

↓ $34,000

126 Elm Street #2, Boston

2 Beds 1.5 Baths 1,005 SqFt Residential MLS® # 73577307

Tracy Shea Coldwell Banker Realty - Boston

Start searching for your dream home now.

When it comes to convenience, our site is unparalleled. Whether you're in the comfort of your home, or on the go.
Our site works flawlessly on multiple devices so you can find the information you need.

Start Search