South Boston Homes for Sale

Welcome to South Boston, a vibrant and historic neighborhood nestled along the shores of Boston Harbor. Known affectionately as "Southie," this dynamic area is a perfect blend of rich history and modern living, making it an ideal location for those seeking homes for sale in the heart of Boston.

South Boston boasts a unique charm with its cobblestone streets, iconic brick buildings, and stunning waterfront views. Residents enjoy a tight-knit community atmosphere while being just a stone’s throw away from the bustling downtown area. With a diverse array of restaurants, bars, and shops, Southie offers a lively social scene that caters to all tastes, from casual eateries to upscale dining experiences.

The housing market in South Boston is thriving, with a variety of options to suit different lifestyles. Whether you’re in search of a chic condo with panoramic harbor views, a historic brownstone full of character, or a modern townhouse with contemporary amenities, South Boston has something for everyone. The neighborhood’s real estate offers a perfect balance of urban convenience and suburban comfort, making it a sought-after destination for young professionals, families, and retirees alike.

Additionally, South Boston is home to beautiful parks, waterfront trails, and recreational areas, making it easy to enjoy the outdoors. With its rich cultural heritage and a strong sense of community, South Boston is not just a place to live, but a place to thrive. Explore the homes for sale in this remarkable neighborhood and discover the perfect spot to call your own in Southie!

Newest South Boston Homes for Sale

$2,100,000

4 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 with tenants in place until August 2026. 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.

$3,500,000

4 Beds ⋅ 4 Baths ⋅ 73563422 MLS

This thoughtfully designed single-family residence offers a level of functionality, craftsmanship and intentional design rarely found in Boston. Every space was carefully planned to deliver the comfort, organization and convenience of a custom home while embracing the walkability and energy of one of South Boston’s most sought-after neighborhoods. Bathed in natural light, the home showcases soaring ceilings, expansive walls of glass framing panoramic water views, custom millwork, wide-plank white oak flooring and meticulously curated finishes throughout. At the heart of the home, the chef’s kitchen features bespoke cabinetry, natural stone surfaces, premium integrated appliances and an oversized island that flows seamlessly into elegant living and dining spaces designed for both everyday living and effortless entertaining. What truly sets this home apart is how it lives. A private oversized attached underground garage with a heated driveway and direct interior access provides a level of convenience, privacy and security rarely found in South Boston. A thoughtfully designed mudroom, walk-in pantry, dedicated laundry room and abundant storage create the kind of functionality buyers rarely find in city homes, making everyday routines effortless while providing exceptional organization and flexibility. Multiple private outdoor living spaces, including an integrated outdoor kitchen, create a seamless extension of the home for entertaining, relaxing and enjoying harbor views. The primary suite is a private retreat featuring custom built-ins, a generous walk-in closet and a spa-inspired marble bath, while every room reflects timeless design, exceptional craftsmanship and thoughtful attention to detail. Perfectly positioned just moments from the beach, South Boston Yacht Club, the Seaport, acclaimed restaurants, neighborhood cafés, boutique fitness studios and downtown Boston, this home offers a rare opportunity to enjoy exceptional design, everyday functionality and an unparalleled lifestyle without compromise. Thoughtfully designed by acclaimed local firm Neatly Nested, this is more than a beautifully crafted residence. It is a home where every detail was intentionally designed to elevate the way you live.

847 E 5th St, Boston

Listing courtesy of Listing Agent: Kevin Lewis from Listing Office: Coldwell Banker Realty - Hingham.

$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..

$989,000

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.

$1,099,900

3 Beds ⋅ 2 Baths ⋅ 73542228 MLS

Great South Boston Location! Tastefully appointed City Point Single-family on a convenient private way with one car parking (Not Deeded). A great condo alternative this end unit is located in a nicely private corner in the court with patio. Featuring Open concept on the main level, Living room with tray ceiling, 3 bedrooms, Maple hardwood flooring throughout and two baths with marble and tile. Partially finished basement perfectly ready for your finishing touches. Nicely appointed kitchen and baths. Just minutes to the seaport. This home has been lovingly cared for by the same family for many years. A rare opportunity! Please see special showing instructions

4 Cutler Court, Boston

Listing courtesy of Listing Agent: Sonny Searles from Listing Office: Heritage Realty Associates.

$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.

$2,600,000

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/ 2 full-sized, side-by-side garage parking spaces & a 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.

$1,799,000

4 Beds ⋅ 4 Baths ⋅ 73533678 MLS

Spanning over 2,200 sq ft, this newly constructed residence offers exceptional space, luxury finishes and a versatile floor plan. Featuring 2 garage parking spaces, the home includes 3 bedrooms plus 2 separate living areas, with the flexibility to create a 4th bedroom if desired. The chef’s kitchen is the centerpiece of the home, showcasing imported Italian Scavolini cabinetry, quartz countertops, a full-height quartz backsplash and a pantry. The open-concept main level is designed for entertaining, offering expansive living and dining spaces along with a stylish powder room. The second level features a spacious bedroom, full bath, and additional family room, while the top floor offers a luxurious primary suite and a second en-suite bedroom. Custom closets and hardwood flooring enhance both style and functionality. An oversized private roof deck with full stair access, gas line and treetop views creates the perfect outdoor retreat. A rare new construction opportunity in South Boston!

209 Tudor Street, Boston

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

$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..

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