The Charles Realty logo

Your Boston Experts.

Sign Up Today!

Get fresh listings via email, save your favorite listings, match with similar properties, and unlock additional property info.

Create Your Account

Do not fill in this field:

Already have an account? Log in

and narrow your search. If you have fewer than 200 results, you can save your search.

South Boston Homes

 

Overview: South Boston (or “Southie”) is very popular among young professionals, graduate students and other people who need the ability to commute into downtown Boston on a regular basis.

Culture: South Boston has a historically prominent Irish-Catholic culture, but in recent years this neighborhood has become very diverse. There are several great bars and restaurants in the area, including Lincoln Tavern and Restaurant which is very popular at night and for brunch on weekends. The Seaport District is located on the east side of the South End and has several great entertainment options as well.

Transportation: MBTA Red Line services South Boston through Andrew Square and Broadway stations, as well as through the Silver Line at World Trade Center Station in the Seaport District.

Learn more about life in South Boston

Browse North End MLS Listings

Tip: Register to save your favorites and receive email notifications when similar properties hit the market.

Contact us for more information, questions and to schedule a showing.

141 Dorchester Avenue Boston MA 02117

MLS Number 72710336

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,886
  • Neighborhood South Boston

Perfect for social distancing or space for spreading out while staying home, enjoy 3 levels of living with Southern exposure plus a private terrace great for stepping out into the fresh air in this 9th floor, 1,880 + sf 2 bedroom, 2.5 bath home at the Macallen. This meticulously maintained home features high ceilings, an upper entry level with half bath, a chef's kitchen featuring custom cabinets, stone counters & stainless appliances with an island & dining area that opens to the 290 + sf deck w/ views towards Boston Harbor. The 2nd level offers views of Downtown Boston from the spacious living room with accent fireplace, custom built-in wet bar while the 3rd level offers privacy for the 2 bedrooms, each with baths on suite & a steam shower. 1 deeded self-garage parking space is included. LEED certified Macallen building features 24 hr concierge outdoor pool, gym, roof terrace, screening room & is steps to dining, the Red Line with easy access to The Seaport, Whole Foods, 93 & 90!

Listed by R. Wayne Lopez of RESIS

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

33 Story Street Boston MA 02127

MLS Number 72709822

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,228
  • Neighborhood South Boston

East side duplex with deeded yard! This spacious unit offers a open floor plan with stainless/granite kitchen and breakfast bar. Designated dining are and living room with gas fireplace. King size master suite with walk-in closet and stone bath with glass shower. Queen size guest bedroom, honed marble guest bath and large family room! Additional features include hardwood floors, central air, laundry, audio package and classic finish carpentry. Secluded deck and pet friendly deeded yard! 3rd party rental parking is reserved on same block.

Listed by Joyce Lebedew of Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

542 E 8th Street Boston MA 02127
Open House

MLS Number 72709883

  • Condo or Co-op
  • Next Open House: Sat 08/15 1:00 pm. to 2:00 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 760

Beautiful and perfect, meticulously renovated and maintained home with one of the most amazing private decks in all of South Boston! Just two blocks from the beach, this top floor stunner is the ultimate city oasis. You really can have it all with this one...two equally sized bedrooms, stunning renovated bathroom, gas fireplace, open concept kitchen, PARKING and outdoor space right off your living room! And oh, what an outdoor space it is...The over sized 20 x 25 ft deck has been completely refurbished with composite decking and railings and provides a seamless extension of the living area (and roof rights should one wish to expand) for the ultimate place to relax and entertain. The whole home was curated with laser sharp attention to detail and beautifully appointed with designer finishes, fixtures and tile work. Worth mentioning again is the deeded parking spot directly accessed from back stairs off the deck. Other features include new HVAC system, Nest thermostats and extra storage.

Listed by Elizabeth Crowley of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

5 Grimes Street Boston MA 02127
Open House

MLS Number 72709070

  • Condo or Co-op
  • Next Open House: Sat 08/15 12:00 pm. to 2:00 pm.
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 630

Spectacular Penthouse 1 Bed, 1 Bath with direct access to an amazing Private Roof Deck! Nestled on a quiet street, this beautiful home is close to South Boston's hottest restaurants, shops, and public transportation. This condo features and open floor plan with white oak hardwood flooring, gorgeous carpentry detail, a high-end kitchen with stainless steel appliances, quartz counter tops, and generous cabinet space, surround sound, gas fireplace, central air conditioning, in-unit laundry, basement storage, and a custom staircase to your private roof deck with sweeping city views! Low condo fee and taxes, and great condo reserves. Private showings by appointment Friday afternoon/evening, and Open Houses Saturday & Sunday 12-2pm. All offers if any due by Tuesday, 8/18/2020 at 5pm. Please see video tour as well.

Listed by Terrier Team, Kathryn Jacobi and Michael Sylvia of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

321 West Broadway Boston MA 02127

MLS Number 72709255

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 922
  • Neighborhood South Boston

Fantastic opportunity to own a brand new THREE bedroom with GARAGE PARKING under $1M in South Boston! 321 On Broadway is a newly constructed boutique elevator building located in the heart of South Boston's West Side. Each luxury home offers three bedrooms, private outdoor space and exceptional finishes, including wide plank engineered oak flooring, Boshe stainless steel appliances, Calcatta Quartz countertops and backsplash, and ample storage. The incredibly efficient floor plans offer three queen-sized bedrooms and master suites with floating vanities and beautifully tiled en-suite baths. Elevator, garage parking and additional storage. This luxurious building is located steps to the Broadway T stop, CVS pharmacy, Foodies Supermarket, Caffe Nero, and many other local restaurants including Lincoln Tavern, Capo, and Loco Taqueria. Easy access to I-93, multiple bus lines and the Broadway T Stop. Model units are finished and ready for tours!

Listed by The Quirk Group, Sean Dacey, Jessica Quirk and Sean Quirk of Coldwell Banker Residential Brokerage - Boston - Back Bay

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

48 Marine Road Boston MA 02127

MLS Number 72709341

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,859
  • Neighborhood South Boston

Rare penthouse duplex one block from the ocean offers 1859 sq ft of luxury living, 2 garage parking spots and an exclusive roofdeck with stunning ocean views. On Marine Rd, steps from K st you will find this one of a kind gem that checks all the boxes. Plenty of outdoor space with three private, exclusive use decks. Sprawling rooms at every turn, from the eat in chefs kitchen to the massive living and dining area with gas fireplace to the two master suites, each with good sized full bathrooms and well appointed walk in closets. Hardwood floors and abundant natural sunlight throughout this south facing penthouse that feels like a single family home. Don't miss this one! They don't come around often. Showings by appointment only.

Listed by Scott Nelson of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

7 Gates Street Boston MA 02127
Open House

MLS Number 72709727

  • Condo or Co-op
  • Next Open House: Sat 08/15 12:00 pm. to 2:00 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 660

This BEAUTIFUL, sunlit 2 bed 1 bath is located in desirable Thomas Park. Parlour level with an open floor plan. Updated kitchen with marble backsplash and granite counter tops. Crown molding and high ceilings throughout the living and kitchen area gives this place a lot of charm! Bathroom features a new vanity and granite counter top. Master bedroom has two closets including a walk-in. Second bedroom is perfect for your home office or nursery! This unit has your very own deeded private backyard! Including a stone patio and deck. Perfect for entertaining and BBQ's! Close to beaches, redline train stations, and all of South Boston's finest restaurants. Private laundry and storage. This is a MUST see! (This is an entry only listing, Please contact the seller for private showings: Erica at 802-238-3558.)

Listed by Kathleen Benassi of Realty Plus

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

64 L Street Boston MA 02127

Boston, MA64 L Street, South Boston

Price$1,400,000

Est. Mortgage: $/month

Open House

MLS Number 72709634

  • Multi-Family 2 Family
  • Next Open House: Sat 08/15 12:30 pm. to 1:30 pm.
  • MLS Status New
  • Bathroom 4
  • Year Built 1890

This East Side 2 Family is well suited for an investor looking for rental income or a condo conversion, or an end user looking for additional income. This prime South Boston location has easy access to the Financial and Innovation Districts, Castle Island and the beach, and local shops and restaurants. The penthouse or owner's duplex has an open floor plan with a renovated kitchen with stainless appliances, room for dining or an office, a large living area, and beautiful hardwood floors. There is also a three season sunroom and a half bath on this level. The upper floor has two large sunny bedrooms both with plenty of storage and one full bath. Unit 1 is a parlor/garden duplex with an open living/dining/kitchen, a bedroom, full bath, and hardwood flooring on the main level. The lower level could be a second bedroom, family room, or office with a half bath and in-unit laundry. There is also a rear patio that could be shared by both apartments. Currently not rented and easy to show.

Listed by Bill Gehan and Benjamin Aiken of Campion & Company Fine Homes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

366 Dorchester Street Boston MA 02127

MLS Number 72709283

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,183
  • Neighborhood South Boston

Penthouse living with garage parking! Marvel at the city views from this top-floor 2-bedroom unit that comes with an expansive private back deck and deeded roof access. This well-maintained condo is conveniently located steps from Andrew T Station and provides easy access to the highway and Logan Airport. The inviting living space with built-in surround sound is ideal for entertaining and leads to a beautiful kitchen that features granite countertops & stainless steel appliances. This unique space boasts not one but two gas fireplaces along with in-unit laundry, Central AC/Heat, and hardwood floors throughout. Stare out at all the city has to offer from your oversized bedrooms that are complemented by an ample amount of closet space.

Listed by Aidan Flanagan and Kevin Lewis of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

99 Baxter Street Boston MA 02127
Open House

MLS Number 72708144

  • Condo or Co-op
  • Next Open House: Sat 08/15 12:00 pm. to 1:00 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 930

DISTINCTIVE WESTSIDE PENTHOUSE. Built in 2006, this very well kept 930 SQ FT, 2BR/2BA, brick front condominium includes 1 deeded parking space and boasts spectacular natural lighting and sea-breeze throughout the open floor-plan that is perfect for entertaining. Details include Brazilian cherry flooring, a chef's kitchen with breakfast bar, 2 Travertine marble bathrooms, jacuzzi tub, a recently replaced HVAC/central AC system, an en-suite master bathroom, spacious custom closets, in-unit laundry, custom light fixtures and deeded basement storage. Conveniently located less than 1 mile from the Andrew and Broadway T stations, I93/90, beaches, 5 blocks from the W Broadway shopping district and bus lines and 2 miles from the Seaport.

Listed by Aranson Lombardi Team and Jay Rooney of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on Aug 13, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details