South Boston Real Estate

**Discover the Charm of South Boston: A Vibrant Community Awaits**

Nestled along the scenic shores of the Boston Harbor, South Boston, often affectionately known as “Southie,” is a dynamic neighborhood that beautifully blends rich history with modern urban living. This thriving area, located in Suffolk County, Massachusetts, is characterized by its stunning waterfront views, historic brick buildings, and a strong sense of community that makes it one of Boston's most sought-after locales.

South Boston is renowned for its vibrant cultural scene, offering an array of local eateries, trendy cafes, and lively pubs that reflect the neighborhood's unique character. From the iconic Castle Island, where residents enjoy sun-soaked picnics and picturesque strolls along the waterfront, to the bustling streets filled with art galleries and boutique shops, there’s always something to explore in this energetic community.

Families and young professionals alike are drawn to South Boston not only for its charming atmosphere but also for its accessibility. With convenient public transportation options and proximity to downtown Boston, residents can easily enjoy the city’s rich history, world-class dining, and diverse entertainment options.

Education is a cornerstone of South Boston, with several highly-rated schools and educational institutions nearby, making it an ideal place for families to settle down.

Whether you’re looking to buy your first home, invest in a rental property, or simply experience the local culture, South Boston offers a unique blend of urban convenience and coastal charm. Come discover why so many are proud to call Southie home!

Newest Listings in South Boston

$1,079,000

2 Beds ⋅ 2 Baths ⋅ 73595964 MLS ⋅ ['1-4 Leonard Place Condominium'] BLDG.

Tucked away on a quiet side street in the heart of South Boston, this beautifully appointed 2-bed, 2-bath residence offers 1,267 sqft of contemporary living space. Built in 2018, the thoughtfully designed home features an expansive open living/dining area w/ 9 oversized windows, abundant natural light, wide-plank hardwood floors, & exquisite custom lighting. A striking chef's kitchen offers abundant white/matte charcoal finish cabinetry, quartz countertops & backsplash, Wolf/Subzero/Bosch appliances, & oversized two-tone island w/ composite wood breakfast bar. Private covered walkout terrace offers a natural extension of living space, perfect for hosting! Spacious primary suite features a custom-designed walk-in closet w/ floor-to-ceiling cabinetry plus a spa-inspired, porcelain tile bath w/ shower. Generously appointed second bedroom equipped w/ large closet, perfect for guest suite or home office/den. Second full bathroom features contemporary finishes, a sleek stone vanity w/ full tile tub. Easy living conveniences include central air, in-unit laundry, storage & garage parking. Pet friendly, professionally managed, elevator building. Ideally situated moments from South Boston's vibrant restaurants, cafés, beaches & waterfront, w/ convenient access to the Seaport District & Downtown Boston.

1 Leonard Pl Unit 4, Boston

Listing courtesy of Listing Agent: CS Luxury Group from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$2,449,900

8 Beds ⋅ 5 Baths ⋅ 73595738 MLS

Exceptional investment opportunity in the heart of South Boston! Situated on highly desirable East Broadway, this fully leased four-family property generates an impressive $186,300 in annual rental income, offering investors an attractive opportunity with a cap rate approaching 6%! Renovated in 2020, the property features approximately 3,435 square feet of living space across four residential units, providing immediate rental income. Location is everything, and this property delivers! Just minutes from the Seaport District, Downtown Boston, Financial District, South Boston Waterfront, Castle Island, Carson Beach, and the South End. Enjoy easy access to some of Boston's most popular restaurants, cafés, shops, nightlife, and major employment hubs, along with convenient connections to I-93, I-90, and public transportation. Its proximity to Boston's thriving business districts, waterfront attractions, and neighborhood amenities makes it especially appealing in South Boston's competitive rental market. Combining a prime location, recent renovations, strong rental income, and long-term appreciation potential, 510 East Broadway presents a rare opportunity to acquire a turnkey, income-producing asset in one of Boston's most desirable neighborhoods!

510 E Broadway, Boston

Listing courtesy of Listing Agent: Cristofer Aguirre from Listing Office: EVO Real Estate Group, LLC.

$1,300,000

2 Beds ⋅ 1 Baths ⋅ 73595618 MLS

Charming City Point Single-Family: Well-maintained, free-standing single-family home in City Point near Pleasure Bay, set on a quiet, private way off E 4th Street. This 1,204 sq. ft. detached residence offers 2 bedrooms, 1 bathroom, and an open first-level floor plan. The bright kitchen features custom cabinetry and stainless steel appliances, while a private patio provides additional space to relax and enjoy. A rare two-car garage offers exceptional potential for future expansion above. Fantastic seaside neighborhood opportunity!The owner prefers to sell this property together with 918-920 E 4th Street ($3.5 million) for a total of $4,800,000.

4 Dean Way, Boston

Listing courtesy of Listing Agent: Jackie Rooney Team from Listing Office: Rooney Real Estate, LLC.

$4,899,999

13 Beds ⋅ 15 Baths ⋅ 73595500 MLS

AMAZING HIGH END NEW RENOVATION FROM TOP TO BOTTOM! 909 E. Broadway has over 6,000 sq ft of pristine condominium quality living space situated just steps from the beach in South Boston’s premier waterfront neighborhood! This is a luxury turnkey property that is fully occupied with top tier lease agreements in each unit. There are thirteen generous bedrooms and fifteen designer baths divided over three separate units. Each unit has the most accommodating floorplan with sun filled open kitchen / dining / living areas leading to expansive decks. All kitchens have stainless steel appliances, custom cabinets, quartz countertops, recessed lighting, wine fridges, and dining areas. In suite laundry rooms, central air conditioning, gleaming hardwood floors, and separate state of the art high efficiency systems make each unit irresistible! Extensive construction upgrades allow for endless ideas for future use. You don’t want to miss this extraordinary property!

909 E Broadway, Boston

Listing courtesy of Listing Agent: Joseph Firicano from Listing Office: Boston Hub Real Estate.

$3,500,000

7 Beds ⋅ 7 Baths ⋅ 73595493 MLS

A rare offering, the Daniel Simpson House is an 1856 Greek Revival three-family home in a prime City Point location near Pleasure Bay. This expansive detached property offers 7 bedrooms, 5 full bathrooms, 2 half baths, and 6,437 square feet of living space across three units. Unit #1 spans the entire first level and part of the ground level, offering about 2,800 square feet and flexibility for a single-family buyer with two rental units. Updated systems include air conditioning in all units. Additional features include off-street parking for 7+ cars. The property needs minor cosmetic work.Investors/Developers: The house is historic, so you can change the interior layouts, but you can’t demolish it.The owner prefers to sell the building together with the single-family home at 4 Dean Way, which includes a two-car garage, for a total asking price of $4,800,000.

918-920 E 4th Street, Boston

Listing courtesy of Listing Agent: Jackie Rooney Team from Listing Office: Rooney Real Estate, LLC.

$2,549,000

6 Beds ⋅ 6 Baths ⋅ 73594923 MLS

Built in 2009, this free-standing three-family on the East Side is being offered for the first time. Unit 1 has an open-concept layout kitchen, dining and living 2 bedrooms, 2 baths, a family room, a laundry closet and direct garage access. Units 2 and 3 also have a generous open concept layout kitchen living dining each with 2 bedrooms, 2 baths and a laundry closet. Decks, a large yard and rare drive-in parking add to the appeal. The home offers 3,834 sq ft of living space on a 3,125 sq ft lot.The location is hard to beat: a 3-minute walk to Independence Park, 5 minutes to the beach, and a short stroll to Castle Island, with all bus lines one block away. Shopping, dining and amenities are within walking distance, and the Seaport, the Pike and the highway are easy to reach.Currently under-rented, the property will be delivered vacant and as-is at closing, making it a great choice for an owner-occupant or an investor. A newer build, a true free-standing structure and a convenient location in City Point

839 E Second St, Boston

Listing courtesy of Listing Agent: Mary McCarthy Collins from Listing Office: ERA Key Realty Services.

$939,000

2 Beds ⋅ 2 Baths ⋅ 73593803 MLS

Rare opportunity to own a true single-family home in the heart of South Boston. Opportunities like this are exceptionally limited, offering the privacy and flexibility of a standalone residence in one of Boston’s most desirable neighborhoods. This two-bedroom, 1.5-bath home spans three levels and features an open living and dining area, an updated kitchen, hardwood flooring, and renovated bathrooms. Central air conditioning, full-size laundry, and additional basement storage add everyday convenience. Step outside to a fenced yard with a deck and stone patio, an inviting setting for outdoor dining and relaxing. Enjoy access to neighborhood restaurants, shops, public transportation, Thomas Park, and South Boston’s beaches. Currently used as a short-term rental, the home offers an opportunity to make this South Boston address your own.

354 Athens St, Boston

Listing courtesy of Listing Agent: Melisa Sherifi Ymeri from Listing Office: Cameron Real Estate Group.

$2,475,000

4 Beds ⋅ 3 Baths ⋅ 73593761 MLS

Once in a lifetime opportunity to own this meticulously restored, Single Family Victorian Brownstone offering direct scenic park & monument views as well as seasonal harbor and beach views. State of the art kitchen with Wolf appliance suite package, including custom Wolf Hood & solid quartz backsplash with matching island.4 palatial bedrooms with additional private office, marble spa bath with floating vanity & 3 sided glass shower, towering ceilings, glistening hardwood floors with cherry inlay, custom walk-in designer closets, designer lighting throughout, cedar walled laundry with separate folding area, 2 zoned climate control, conservatory style sun lounge, sumptuous gardens with limestone water fountain perfect for curating herbs & flowers, stunning deck & patio area with privacy fencing. A Must See!

58 Thomas Park, Boston

Listing courtesy of Listing Agent: MT Fox from Listing Office: MT Fox Real Estate, Inc..

$1,099,000

4 Beds ⋅ 2 Baths ⋅ 73592969 MLS

A RARE OPPORTUNITY IN THE HEART OF CITY POINT, ONE OF SOUTH BOSTON’S MOST SOUGHT AFTER NEIGHBORHOODS. THIS CLASSIC TWO FAMILY, MOST RECENTLY LIVED IN AS A SINGLE FAMILY, OFFERS 8 ROOMS, 4 BEDROOMS AND 2 BATHS, AND IS READY FOR ITS NEXT CHAPTER. CONTINUE ENJOYING IT AS ONE HOME, LIVE IN ONE UNIT AND RENT THE OTHER, OR RENOVATE AND MAKE IT YOUR OWN. ORIGINAL CHARACTER IS FOUND THROUGHOUT, INCLUDING HARDWOOD FLOORS, CLASSIC WOODWORK, AN ORIGINAL STAIRCASE AND A BLACK AND WHITE TILED FOYER. BOTH LEVELS OFFER A BRIGHT FRONT LIVING SPACE, A SECOND LIVING OR DINING ROOM AND AN EAT IN KITCHEN WITH WINDOWS OVERLOOKING THE REAR. THE FULL BASEMENT PROVIDES EXCEPTIONAL STORAGE EXCELLENT CEILING HEIGHT, AND POTENTIAL TO EXPAND, AND OUTSIDE, A PRIVATE FENCED PATIO IS READY FOR GARDENING, GRILLING OR RELAXING. ALL OF THIS IN AN UNBEATABLE LOCATION NEAR CASTLE ISLAND, PLEASURE BAY, M STREET BEACH, MARINE PARK AND THE SHOPS AND RESTAURANTS OF EAST BROADWAY. OPPORTUNITIES LIKE THIS IN CITY POINT ARE FEW AND FAR BETWEEN. BRING YOUR VISION!

801-1/2 E 3rd St, Boston

Listing courtesy of Listing Agent: Joyce Lebedew from Listing Office: Joyce Lebedew Real Estate.

$1,189,000

3 Beds ⋅ 2 Baths ⋅ 73592692 MLS

Rarely available end-unit townhome offering three exposures of natural light, dramatic floor-to-ceiling windows, and two direct-access garage parking spaces. This beautifully maintained and thoughtfully updated 3-bedroom, 2-bath triplex offers the privacy and feel of a full townhouse with exceptional modern conveniences. Extensive upgrades include a renovated primary bath, redesigned kitchen with new island, countertops and appliances, custom built-in bar, and timeless finishes throughout. Three generously sized bedrooms offer flexibility, with primary suite options on either the second or third floor. A private roof deck with custom turf and expansive views provides the perfect outdoor retreat. Ideally situated in the heart of South Boston, just steps from Publico and the vibrant restaurants, cafés, and shops along West Broadway, with convenient access to the Seaport District, waterfront paths, and downtown Boston.

3J Dorchester St, Boston

Listing courtesy of Listing Agent: The Morgan Franklin Group from Listing Office: Coldwell Banker Realty - Boston.

$1,189,000

3 Beds ⋅ 2 Baths ⋅ 73592691 MLS

Rarely available end-unit townhome offering three exposures of natural light, dramatic floor-to-ceiling windows, and two direct-access garage parking spaces. This beautifully maintained and thoughtfully updated 3-bedroom, 2-bath unit offers the privacy and feel of a full townhouse with exceptional modern conveniences. Extensive upgrades include a renovated primary bath, redesigned kitchen with new island, countertops and appliances, custom built-in bar, and timeless finishes throughout. Three generously sized bedrooms offer flexibility, with primary suite options on either the second or third floor. A private roof deck with custom turf and expansive views provides the perfect outdoor retreat. Ideally situated in the heart of South Boston, just steps from Publico and the vibrant restaurants, cafés, and shops along West Broadway, with convenient access to the Seaport District, waterfront paths, and downtown Boston.

3 Dorchester St Unit 3J, Boston

Listing courtesy of Listing Agent: The Morgan Franklin Group from Listing Office: Coldwell Banker Realty - Boston.

$2,499,000

11 Beds ⋅ 6 Baths ⋅ 73592213 MLS

Grove Property Group presents 633 East 6th Street, a fully renovated, turnkey three-family in City Point, South Boston. Every unit has been updated with new kitchens and baths, hardwood floors throughout, and all-new systems — electrical, plumbing, and HVAC with central air — so there's no deferred maintenance and minimal capital needs going forward. The unit mix is a 3-bed/2-bath and two 4-bed/2-baths, generating $16,600/month ($199,200/year) with anticipated NOI of $166,448 and room to push rents to market on turnover.PACKAGE OPPORTUNITY: 633 can also be sold together with the connecting 631 East 6th Street — a nearly identical, fully renovated three-family with the same rent roll — giving a buyer a freestanding 6-unit building, $33,200/month in rents, for $5,000,000.

633 E 6th St, Boston

Listing courtesy of Listing Agent: GPG Team from Listing Office: Grove Property Group.

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South Boston Real Estate

Newest Listings in South Boston

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