South Boston Homes for Sale

Welcome to South Boston, a vibrant and historic neighborhood nestled in the heart of Boston, Massachusetts. Known affectionately as "Southie," this area boasts a unique blend of rich history and modern charm, making it one of the most sought-after places to live in the city. With its stunning waterfront views, bustling community vibe, and proximity to downtown Boston, South Boston offers an unparalleled lifestyle.

As you explore South Boston, you'll find a diverse array of homes for sale that cater to various tastes and budgets. From beautifully restored brownstones and contemporary condos to spacious single-family homes, the real estate options here are as varied as the community itself. Many properties showcase stunning architectural details, modern amenities, and breathtaking views of the Boston skyline and harbor.

The neighborhood is also known for its thriving local scene, featuring an array of restaurants, cafes, and shops that reflect the eclectic spirit of Southie. Enjoy leisurely strolls along the iconic South Boston waterfront, where you can soak in the sun at the picturesque beaches or take part in community events throughout the year.

Families will appreciate the excellent schools and parks that South Boston offers, fostering a strong sense of community and connection. With easy access to public transportation, commuting to downtown or beyond is a breeze.

Whether you're a first-time homebuyer or looking to invest in a property that captures the essence of urban living, South Boston has something for everyone. Discover your dream home in this dynamic neighborhood today!

Newest South Boston Homes for Sale

$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..

$2,100,000

3 Beds ⋅ 4 Baths ⋅ 73566496 MLS

Relisted Stellar circa 1872 City Point Second Empire Brownstone at Independence Park. Superior classic detail, along with modern appointments. This nine room home also includes one car garage parking space steps from the residence. On the parade route !

91 N Street, Boston

Listing courtesy of Listing Agent: Perry DiNatale from Listing Office: Perry DiNatale Realty.

$1,199,000

5 Beds ⋅ 5 Baths ⋅ 73563435 MLS

Amazing opportunity to develop a single family to a 4 floor two family with approved plans included in the sale. The building currently features 3 floors of living space, 4 bedrooms, and a partially finished walk out basement delivered vacant. The plans have both units being coveted duplexes with generous square footage and the ability to extend the living area even further by maximizing the by right FAR of 2.0. Buyer has the ability to flip as condos or hold for great rental returns.

401 W 4th St, Boston

Listing courtesy of Listing Agent: Calder Billings from Listing Office: Keller Williams Realty.

$1,075,000

4 Beds ⋅ 2 Baths ⋅ 73561847 MLS

Great Opportunity for Investor/Developer ! Turnkey 4 bedroom, 2 full bath Single Family offering glistening hardwood floors, high ceilings, large rooms, 3 floors of living, massive deck with private fenced in yard. Tenants pay $6300 per month until August 31, 2027, potential development site with parking.

30 Jenkins St, Boston

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

$965,000

4 Beds ⋅ 2 Baths ⋅ 73560917 MLS

Welcome to 1 Bay View Place! A charming Single Family home tucked away on a quiet private way steps to the beach. This classic residence consists 1400+ SF with 4BR's, 2 Full BAs and available parking. Located steps to the beach, parks and neighborhood restaurants this home offers the best of city living while maintaining the charm of a peaceful residential enclave. Generous living and dining rooms offer an abundance of natural light and gleaming HW floors. Full eat in kitchen walks out onto your private yard and garden area. Upper level consists of 4 BR's and a 2nd full BA. Rarely does a Single family home become available in this location. Whether you are looking to preserve its timeless charm or renovate to suit your style this property presents EXTREME potential. Buyers to perform all due diligence, home sale "AS IS"

1 Bay View Place, Boston

Listing courtesy of Listing Agent: Lynn Hollenbeck from Listing Office: Seaport Realty Group.

$2,949,000

3 Beds ⋅ 4 Baths ⋅ 73545654 MLS

MASTERFULLY REIMAGINED HISTORIC BROWNSTONE OFFERING PRIVATE GARAGE FOR TWO CARS WITH DIRECT ACCESS TO HOME! THIS UNMATCHED NEW CONSTRUCTION HOME SPANS OVER 3100 SQUARE FEET DELIVERING CUSTOM COMMISSIONED FINISHES THROUGHOUT. SEAMLESS OPEN LIVING CONCEPT OFFERS TIMELESS FEATURES INCLUDING SUB ZERO KITCHEN EQUIPPED WITH TWO LARGE ISLANDS, MATTE CABINETRY, STONE COUNTER TOPS AND POLISHED FITTINGS. DESIGNATED FULL DINING AND LARGE LIVING ROOM WITH WALL OF GLASS EXTENDS TO PRIVATE DECK. UPPER LEVELS ARE DEDICATED TO PRIVACY DELIVERING 3 KING SIZE EN-SUITES. MASSIVE PRIMARY WITH TWO BOUTIQUE WALK-IN CLOSETS AND OVERSIZED BATH WITH SOAKING TUB, STEAM SHOWER, HEATED FLOORS AND TOWEL WARMER! ADDITIONAL FEATURES INCLUDE MUD ROOM, LAUNDRY ROOM, WIDE PLANK HARDWOOD FLOORS, CENTRAL AIR, IMPECCABLE MILLWORK, AUDIO PACKAGE AND A FULLY CRESTRON-INTEGRATED SMART HOME SYSTEM AND BESPOKE LIGHTING THROUGHOUT INCLUDING REFINED SQUARE RECESSED LIGHTING! ADDITIONAL PARKING AVAILABLE FOR PURCHASE.

561 E Broadway Unit 561, Boston

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

$1,749,000

3 Beds ⋅ 4 Baths ⋅ 73543975 MLS

PREMIER SOUTH BOSTON GUT RENOVATION IN THE HEART OF THE EASTSIDE! TRANSITIONAL FLOOR PLAN OFFERS DRAMATIC MAIN LEVEL LIVING WITH A DESIGNER CHEF'S KITCHEN FEATURING STAINLESS STEEL APPLIANCES, CUSTOM LUCAS CABINETRY, DOUBLE WALL OVEN, AND A CALACATTA MARBLE ISLAND WITH SEATING FOR FOUR. A SLAT WOOD ACCENT WALL WITH WINDOW SEAT LEADS TO THE REAR DECK. LARGE LIVING ROOM FEATURES AN ENTERTAINMENT CENTER, FLOOR-TO-CEILING OAK BUILT-INS, AND A CALACATTA MARBLE GAS FIREPLACE. TWO KING SIZED BEDROOMS ON THE SECOND LEVEL. PRIMARY SUITE OCCUPIES THE THIRD LEVEL WITH THREE SKYLIGHTS, CITY VIEWS, AND GREAT LIGHT. DESIGNER BATHS FEATURE CALACATTA MARBLE, GROHE AND DELTA FIXTURES, TOTO TOILETS, AND LUCAS LIGHT-UP CABINETRY WITH CLOSETS. FEATURES: OAK STAIRCASE WITH BLACK METAL BALUSTERS, HARDWOOD FLOORS, CENTRAL AIR, LAUNDRY, LANDSCAPED YARD, AND WALK-OUT LOWER LEVEL FAMILY ROOM WITH POTENTIAL FOR AN ADDITIONAL BEDROOM SUITE. THIRD PARTY LONG TERM RENTAL PARKING AVAILABLE WITHIN HALF BLOCK, PRE-PAID FOR ONE YEAR.

39 G St, Boston

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

$2,499,000

4 Beds ⋅ 4 Baths ⋅ 73539558 MLS

Every so often, a home comes along that resets the bar for city living. 469 E 3rd Street is that home, a spectacular, newly constructed single-family residence spanning 3 levels & over 2,500 square feet of thoughtful design.The ground level offers ultimate convenience w/ 4 full-size garage parking spaces & a potential versatile bonus room. Upstairs, the main level opens into a massive, sun-drenched space where the kitchen, living, and dining areas flow seamlessly. This floor is a host's dream, featuring a walk-in pantry, a dedicated office, and an ensuite bedroom that opens to a private deck.The top floor serves as a true retreat with three bedrooms on one level, including a primary suite with a soaking tub and oversized shower. The real showstopper, however, is the 350-square-foot roof deck. This incredible outdoor oasis offers sweeping views that must be seen to be believed. With custom millwork and designer lighting throughout, this home is as functional as it is beautiful.

469 E 3rd Street, Boston

Listing courtesy of Listing Agent: Aranson Maguire Group from Listing Office: Compass.

$3,097,000

5 Beds ⋅ 4 Baths ⋅ 73538258 MLS

This is a rare South Boston home offering single-family scale, private garage parking for three cars, Best in Class outdoor space with ocean views and premium yard space on a premier Columbia Road address. The top-floor living and entertainment room is the showpiece of the home, with expansive, unobstructed ocean views and a bar counter with seating for eight. On this level, you will be able to host unforgettable sporting, political, children or fundraising events. Your events will be the talk of the town. With nearly 3,000 square feet of thoughtfully designed living space, this home lives large and offers exceptional flexibility for today’s lifestyle. The layout can easily function as a true five-bedroom, four-bath residence, with room for family, guests, home office space, entertaining, and future growth.

1674 Columbia, Boston

Listing courtesy of Listing Agent: Jim Fitzgerald from Listing Office: RE/MAX Realty Plus.

$784,900

3 Beds ⋅ 2 Baths ⋅ 73530683 MLS

PRICE DROP!! Priced Under Assessed value!! Telegraph Hill Location! Lovingly lived in by the same family for more than 60 years, this home is ready for a new chapter. This is the first time that this property is being offered for sale since being built in 1962. GREAT BONES!! Three bedrooms and 1.5 bathrooms with a large living room and kitchen/dining area and 2 large rooms (540 sq. ft) in the dry basement that are waiting to be finished. This home has nice front yard and a private fenced in rear yard. Gas heat and hot water, some newer windows, sump pumps, basement laundry, hardwood floors and 7 year old roof. Great option for someone looking to renovate this and and make it their own or a possible developer flip or maybe an investment rental. The property is being sold "as is"

445 E 5th St, Boston

Listing courtesy of Listing Agent: Douglas Bosse from Listing Office: Olde Towne Real Estate Co..

$3,049,000

3 Beds ⋅ 4 Baths ⋅ 73514849 MLS

Proudly offering the pinnacle of luxury living in this extraordinary, one-of-a-kind brownstone on the highly sought after East Side of South Boston. Spanning three impeccably designed floors, this ARCHITECTURAL GEM seamlessly fuses timeless historic character with cutting-edge modern sophistication. No detail has been overlooked—from the exquisite CUSTOM MILLWORK to the flawless DESIGNER FINISHES throughout. With a show-stopping, STATE-OF-THE ART kitchen equipped with dual oversized islands, ideal for grand entertaining and the entire second floor dedicated to a lavish primary suite, this brownstone offers unmatched privacy, comfort, and sophistication. The convenience of a private, two-car HEATED garage and a fully Crestron-integrated smart home system further elevates this home's prestige. With the potential to transform the rooftop into a breathtaking urban oasis, this residence offers a once-in-a-lifetime opportunity to own an ICONIC piece of Boston real estate.

559 East Broadway, Boston

Listing courtesy of Listing Agent: Andrea Arcari from Listing Office: Monarc Properties.

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