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 February 7, 2023
20
Listed
50
Avg. DOM
$768.49
Avg. $ / Sq.Ft.
$1,449,950
Med. List Price
20 Properties
Page 1 of 2
$1,459,000
Condo: Flagship Wharf
2
Beds
2F11/2
Baths
1,860
Sq.Ft.
1990
Year Built
6
Days on Site
73075637
MLS
Located at Flagship Wharf in the historic Charlestown Navy Yard, this sun-filled, freshly painted corner Penthouse has one of the most desirable floor plans with harbor views in the entire building:...
$1,159,000
Condo: 340 Medford Street Condominium
3
Beds
2
Baths
1,717
Sq.Ft.
2002
Year Built
13
Days on Site
73074003
MLS
Welcome to 340 Medford St, Unit 2. This sun-drenched Penthouse 3+ BR, 2 BA duplex boasting over 1,700 sf w/1-Car Parking right outside your door + 2 Private Roof decks checks off every box. Beyond...
3
Beds
3
Baths
1,960
Sq.Ft.
2021
Year Built
16
Days on Site
73072858
MLS
Welcome to Charlestown's luxury boutique condo at the top of the hill, where the views are above all. Unit 201 is sure to check all of your boxes, from the deeded garage parking to the open floor...
2
Beds
1
Baths
810
Sq.Ft.
1885
Year Built
21
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...
2
Beds
1
Baths
810
Sq.Ft.
1884
Year Built
21
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...
$1,459,000
Condo: Wiley House Condominium
4
Beds
3
Baths
1,700
Sq.Ft.
1865
Year Built
28
Days on Site
73069970
MLS
Sun filled Townhouse Condo on quiet side street in Charlestown, Great Privacy with the feel of a single family home, four levels of living with four bedrooms and three full baths, Great Fireplaced...
4
Beds
3
Baths
1,700
Sq.Ft.
1865
Year Built
28
Days on Site
73070040
MLS
Sun filled Townhouse that feels like a single family home, on a quiet side street in Charlestown, great privacy, four levels of living with four bedrooms and three full baths, Great Fireplaced...
5
Beds
4F11/2
Baths
3,506
Sq.Ft.
1860
Year Built
30
Days on Site
73069102
MLS
Sophisticated 5+ bedroom single family home on charming tree lined street in Charlestown. Renovated in 2012 to the highest standards. This 3,506 sq foot home features a spacious and open fireplaced...
3
Beds
3F11/2
Baths
1,889
Sq.Ft.
2022
Year Built
30
Days on Site
73069279
MLS
Stunning New Construction 3 bedroom 3.5 bath located in a charming Charlestown enclave. The homes features unmatched outdoor space with rare sprawling private grass yard and enormous private Patio!!!...
2
Beds
1F11/2
Baths
1,064
Sq.Ft.
1890
Year Built
33
Days on Site
73068673
MLS
Gorgeous, modern updated condo with everything you're looking for and more! Features an ideal open floorplan living/kitchen/dining, with 9 ft. ceilings, hardwood throughout, 1.5 baths, central A/C,...
$1,450,000
Condo: Constellation Wharf
3
Beds
3F11/2
Baths
2,564
Sq.Ft.
1987
Year Built
35
Days on Site
73067837
MLS
This spectacular sun-filled condo at Constellation Wharf has been lovingly maintained by the same family for 25 years & awaiting your personal touch! Offering 3 spacious bedrooms, open dining/living...
3
Beds
1F11/2
Baths
1,381
Sq.Ft.
1806
Year Built
37
Days on Site
73029470
MLS
Located in the Gaslight District, this exquisite, authentically restored 1806 Federal is known as the David Stetson Double House. This beautiful historic home has three fireplaces, lovely historic...