South Boston Homes for Sale

South Boston Homes for Sale

Welcome to South Boston, a vibrant and historic neighborhood nestled along the picturesque shores of Boston Harbor. Known affectionately as "Southie," this lively community boasts a rich maritime history, charming streets, and a welcoming atmosphere that draws residents and visitors alike. Situated in Suffolk County, South Boston is just a stone's throw away from downtown Boston, making it an ideal location for those who crave the excitement of city living while enjoying the warmth of a close-knit neighborhood.

South Boston is a tapestry of culture, featuring an array of local restaurants, boutiques, and parks. The waterfront area is perfect for leisurely strolls, while the iconic Castle Island offers stunning views and recreational opportunities. With a strong sense of community, Southie hosts numerous events throughout the year, from summer block parties to seasonal farmer's markets, fostering connections among residents.

If you're considering making South Boston your home, you're in luck! The housing market here is thriving, with an impressive selection of homes for sale. From modern condos with breathtaking harbor views to charming single-family homes that exude character, there’s something for everyone. Whether you're a first-time buyer, looking to downsize, or seeking a vibrant urban lifestyle, South Boston has a diverse range of properties to suit your needs.

Explore the possibilities in South Boston and discover why this neighborhood is not just a place to live, but a place to thrive. With its perfect blend of history, community, and modern conveniences, Southie is calling you home!

Newest South Boston Homes for Sale

$2,425,000
4 Beds ⋅ 4 Baths ⋅ 73581366 MLS
One year young and in a class of its own, this stunning South Boston townhome greets you with designer finishes at every turn. Marble foyer entry with coat & shoe closet leads you to the entertaining level; chef’s kitchen with superior inset custom cabinetry featuring the interior organization you dream of; Subzero and Wolf integrated appliances, Statuario Vagli marble countertops and backsplash & island with seating for four. Adjacent pantry and bar nook with Subzero wine fridge. Space for full formal dining and living room with fireplace and gorgeous built-in. Exquisite powder room with Calacatta Viola sink. All this and herringbone hardwood floors and custom railings with matching baby/pet gate. Second level features a primary suite with enviable walk-in closet and spa-like primary bath with Carrara marble, Robern medicine cabinets and soaking tub - front facing 2nd bedroom perfect for office or nursery. Upper level features two additional bedrooms, both with ensuite baths. Glorious private roof deck with panoramic cityscape views. Restoration Hardware lighting and custom window treatments throughout. Private, deeded dog run and direct access to private garage parking and parking for an additional TWO cars. All in the center of South Boston, minutes to South Boston’s best dining, Seaport, MBTA and freeways.

255 W Third, Boston

Listing courtesy of Listing Agent: Kyle Kaagan Team from Listing Office: Gibson Sotheby's International Realty.

$2,799,000
4 Beds ⋅ 4 Baths ⋅ 73580394 MLS
Set on a wide, tree-lined street in the coveted East Side neighborhood, this stately brick single-family townhouse offers nearly 2,800 square feet of beautifully finished living space, 4 bedrooms, 3.5 baths, and direct-access 2-car parking. Gut renovated in 2016 and meticulously maintained since, the home balances classic architecture with a thoughtful modern layout. The main level is defined by high ceilings, two bay windows, and generous living and dining areas that flow into a well-appointed cook’s kitchen with professional-grade appliances and an oversized island. A sunny rear deck with direct-piped gas for grilling creates a natural extension of the entertaining space. The full-floor primary suite features a gas fireplace, two walk-in closets, and a luxurious bath with soaking tub, separate shower, and the first of two laundry areas. Two additional spacious bedrooms, a skylit full bath with tub and linen closet, and a second laundry area occupy the upper level, while a private roof deck captures sweeping harbor and skyline views. The garden level adds a family room with gas fireplace, a comfortable fourth bedroom or home office, full bath with shower, and direct access to the home’s two parking spaces. Quiet yet centrally-located, the East Side neighborhood is known for its interesting and historic architecture, large parks and beach access, and also offers great proximity to popular schools, multiple acclaimed restaurants and coffee shops, and the Seaport.

795 East 4th St, Boston

Listing courtesy of Listing Agent: Hanneman + Gonzales from Listing Office: Compass.

$1,899,000
3 Beds ⋅ 4 Baths ⋅ 73576220 MLS
Welcome to 2 Leeds - A fully reimagined detached single-family in the heart of South Boston. Renovated down to the studs in 2025 and curated with an uncompromising eye for detail, this 3 bedroom, 4 bath home offers 2,100+ square feet of meticulously designed living space across four levels, complete with a private fenced backyard and two adjacent parking spaces with EV charging.The open-concept main floor welcomes you with natural light pouring through black-framed windows onto rich blonde hardwood floors. The gourmet kitchen impresses with two-toned cabinetry, quartz beveled-edge counters, a farmhouse sink, gas cooking, GE Café appliance suite, and a generous coffee bar with accent lighting and extra storage. A mudroom off the kitchen leads directly to the backyard and a half bath rounds out this floor. The entire second level is devoted to a primary suite sanctuary, featuring vaulted ceilings, a bright walk-in closet with custom built-ins, vanity nook, laundry, and spa-like bath with dual sinks, an oversized glass shower, towel warmer, and gold accents throughout. Two additional bedrooms on the third floor showcase vaulted ceilings and wood beam accents, serviced by a second full bath with skylights and ample storage. The finished lower level offers flexible space plus a second half bath — ideal for a home gym, office, or media room — plus multiple closets, wet bar area and second laundry hookup. Outside, the fenced backyard is a private retreat, thoughtfully landscaped with turf and pavers, lighting, and anchored by a spacious brick patio with a fire pit, perfect for entertaining or dining al fresco. A large storage shed adds flexibility for a workshop, bike storage, and more, while two tandem off-street parking spaces with personal EV charging complete the package. Set in one of Southie's hottest neighborhoods, this home is moments from PickleBos, Park City Southie, and the Red Line for an effortless commute. Seaport is 9 minutes away and nearby, Joe Moakley Park delivers baseball, softball, and little league fields, soccer, basketball, tennis, and pickleball courts, a track, and playgrounds. Moments to Carson Beach and M Street Beach with wide sidewalks leading to Castle Island. 2 Leeds is an address built around how you live — active days, easy commutes, and the best of Boston, all within reach.

2 Leeds Street, Boston

Listing courtesy of Listing Agent: The Collective from Listing Office: Compass.

$1,225,000
4 Beds ⋅ 3 Baths ⋅ 73574229 MLS
Welcome to this beautifully updated single-family home in the heart of South Boston, offering the space, flexibility, and location buyers are looking for. With 4 bedrooms, 2.5 bathrooms, and a walk-out basement ready to be finished, this townhouse-style home offers plenty of room to live, work, relax, and entertain. The main level features soaring ceilings, a spacious living room, and a bright, updated eat-in kitchen with a center island and stainless steel appliances. Just off the kitchen, the rear deck provides the perfect spot for morning coffee, summer dinners, or gathering with friends. Upstairs, the second floor offers two generously sized bedrooms, an updated full bathroom, and a dedicated laundry area for added convenience. The third floor includes two additional bedrooms, a fully updated full bathroom, and a separate half bath. Beautiful hardwood floors run throughout the home, adding warmth and character to the space. The walk-out basement offers an exciting opportunity to create even more living space, a home office, gym, playroom, or whatever best fits your needs. Newer furnace Enjoy all that South Boston has to offer, with the beach, public parks, Castle Island, and public transportation just blocks away. The Seaport, Logan Airport, and major highways including I-90 and I-93 are also easily accessible. A wonderful opportunity to own a spacious, updated single-family home in one of Boston’s most vibrant and sought-after neighborhoods.

519 E 5th Street, Boston

Listing courtesy of Listing Agent: Mary Kelly from Listing Office: Century 21 Property Central Inc..

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