Charlestown  Homes & Real Estate

Included below are homes for sale and real estate in Charlestown.

Charlestown Massachusetts is a neighborhood of Boston, Massachusetts and is located on a peninsula north of downtown Boston. Charlestown was originally a separate town and the first capital of the Massachusetts Bay Colony. It became a city in 1847 and was annexed by Boston on January 5, 1874. While it has had a substantial Irish American population since the migration of Irish during the Irish famine of the 1840s.

Throughout the 1960s until the middle 1990s, Charlestown was infamous for its Irish Mob presence. Charlestown's McLaughlin Brothers were involved in a gang war with neighboring Somerville's Winter Hill Gang, during the Irish Mob Wars of the 1960s. In the late 1980s, however, Charlestown underwent a massive gentrification process similar to that of the South End. Drawn to its proximity to downtown and its colonial, red-brick, row-house housing stock, similar to that of Beacon Hill, many upper-middle class professionals moved to the neighborhood. In the late 1990s, additional gentrification took place, similar to that in neighboring Somerville.

Today the neighborhood is a mix of upper-middle and middle-class residences, housing projects, and a large working class Irish-American demographic and culture that is still predominant. Charlestown was the setting for the 2010 action thriller "The Town", directed by and starring Ben Affleck, which follows the lives of a group of Boston bank robbers and the law enforcement personnel attempting to stop them.

Charlestown October 2, 2022
43
Listed
39
Avg. DOM
$820.73
Avg. $ / Sq.Ft.
$889,000
Med. List Price
43 Properties
Page 1 of 4
2
Beds
1F11/2
Baths
1,075
Sq.Ft.
1908
Year Built
2
Days on Site
73043155
MLS
The School House on Monument Square is a historical and architectural award-winning property overlooking the Bunker Hill Monument Square. This 2 bed 1.5 bath renovated home is spaciously laid out...
Open 10/2
40 Pearl St #2 Boston, MA 02129
2
Beds
1
Baths
802
Sq.Ft.
1870
Year Built
4
Days on Site
73042679
MLS
Rare, sun splashed two bedroom floor through in prime location with all the key features you have on your list! Open plan kitchen, living and dining with soaring ceilings and wood burning fireplace....
Open 10/2
9R Salem St Boston, MA 02129
2
Beds
1F11/2
Baths
1,125
Sq.Ft.
1865
Year Built
4
Days on Site
73042711
MLS
Urban oasis. Meticulously maintained, distinct 2 bedroom, 1.5 bath single family brick gem is tucked away down a private garden path off a gas-lit street close to town center. This home offers a...
Open 10/2
1 Short Street Place #1 Boston, MA 02129
2
Beds
1
Baths
810
Sq.Ft.
1885
Year Built
4
Days on Site
73042722
MLS
Nestled On a private lane! Nantucket-like tri-level Two bedroom worker's cottage with a full drive-in Parking Space! Enjoy a front courtyard and new exclusive use landscaped rear patio with grass...
Open 10/2
2 Short Street Place #2 Boston, MA 02129
2
Beds
1
Baths
810
Sq.Ft.
1884
Year Built
4
Days on Site
73042725
MLS
Nestled On a private lane! Nantucket-like tri-level Two bedroom worker's cottage with a full drive-in Parking Space! Enjoy a front courtyard and new exclusive use landscaped rear patio with grass...
Open 10/2
32 Mead #2 Boston, MA 02129
2
Beds
1F11/2
Baths
868
Sq.Ft.
1920
Year Built
4
Days on Site
73042856
MLS
Beautiful 2 bedroom/1.5 bathroom floor through condo on a tree lined street. Distinctive features include a sought after open layout with elegant living space, tall ceilings, bay window, wood burning...
Open 10/2
391 Bunker Hill #2 Boston, MA 02129
2
Beds
2
Baths
945
Sq.Ft.
2022
Year Built
5
Days on Site
73042233
MLS
Stunning Charlestown New Construction 2 bedroom 2 bath with large private deck! Step outside each morning to truly a picture book setting, With beautiful turn of the century homes & churches lining...
1
Beds
1
Baths
485
Sq.Ft.
1988
Year Built
6
Days on Site
73041413
MLS
Brick building on T line. Close to mall, churches and parks. Common roof deck with majestic views. Unit in town under 400K doesn't happen often. Owner has residential tax exemption.
Open 10/2
18 Bartlett Street #2 Boston, MA 02129
2
Beds
1
Baths
930
Sq.Ft.
1880
Year Built
6
Days on Site
73041539
MLS
Prime Location just off Monument Square! Beautiful Style & Impeccable Design! This Outstanding condominium home offers 2 Bedrooms, 1 Full Bath, and a lovely deck! Bonus!-the association has a tandem...
Open 10/2
356 Main Street #12 Boston, MA 02129
$589,000
Condo: Essex Tower Condominium
2
Beds
1F11/2
Baths
933
Sq.Ft.
1900
Year Built
11
Days on Site
73039708
MLS
This urban condo offers a duplex design with high ceilings and is located in a professionally managed building. The open living space features a well-appointed kitchen with white cabinetry, stainless...
Open 10/2
17 Ellwood Street #3 Boston, MA 02129
2
Beds
2
Baths
892
Sq.Ft.
1875
Year Built
11
Days on Site
73039750
MLS
Teaming with history, this charming 2BR/2BA penthouse duplex features nearly 900sf of living space and is located just off Training Field Park in Charlestown's historic gaslight district. A...
2
Beds
1F11/2
Baths
1,136
Sq.Ft.
1908
Year Built
11
Days on Site
73039933
MLS
The Schoolhouse on Monument Square is in a highly sought-after location in the heart of Charlestown. This sun-drenched corner exposure penthouse has central air, elevator access to garage parking,...