South Boston Luxury Homes

South Boston, Massachusetts, more commonly known as Southie, is full of history and character. South Boston was once mostly a working-class community, but today is one of the most desirable neighborhoods in Boston. In recent years South Boston has seen several revitalization projects, adding to the beauty of the neighborhood. From quaint shops, great food, and waterfront views you can't beat South Boston. You will find a mix of housing styles for sale in South Boston from historic homes to newly constructed condos. Learn more about South Boston. 

Browse Luxury Real Estate for Sale in South Boston

Scroll to view the most luxurious real estate and homes for sale in South Boston and surrounding Massachusets towns. Search through a variety of listings which offer all the exclusivity and luxury expected by the discerning buyer. If you're looking for a specific property type or town use the criteria on the right-hand side to narrow down the results.

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161 West Brookline Street Boston MA 02118

MLS Number 72828747

  • Single Family Attached
  • Bathroom 4
  • Rooms 9
  • Bedrooms 3
  • Acreage 0.03

Outstanding new construction single family home with one of the best addresses in the South End! With three outdoor spaces overlooking the extra-wide and tree-filled West Brookline/West Canton alley, two parking spaces and an amazing floor plan designed for casual entertaining. With three bedrooms and an open study/media room on the top floor that can double as a guest suite/fourth bedroom with a full bath. The eat-in kitchen opens directly onto a porch with a gas hookup for outdoor grilling. The kitchen has two Wolf wall ovens, a gas Wolf cooktop and a Wolf induction cooktop. The living room/family room has a gas fireplace, a bar with refrigerator, and a wall of glass opening out to a large deck. The master suite has ample closet space and a gorgeous bath with a double vanity and walk-in shower. The top floor office/media room has high ceilings, a gas fireplace, bar area with refrigerator, and a walk-out deck with skyline views. With every amenity, this one checks every box!

Listed by John Neale & Bradford Sprogis of Sprogis & Neale Real Estate

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Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

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197 North Street Hingham MA 02043

Hingham, MA197 North Street

Price$2,750,000

Est. Mortgage: $/month

MLS Number 72827460

  • Single Family Detached
  • Village DOWNTOWN
  • Bathroom 3
  • Rooms 14
  • Bedrooms 5

MORE PIX COMING SOON. Words cannot describe this SPECIAL property located in heart of downtown Hingham. Walk through the doors and you will be amazed at this 1.55 acre estate that consists of 3 separate buildings and a gorgeous yard with mature lush plantings. The MAIN house boasts charm of yesteryear, high ceilings, updated chef's kitchen, updated baths & 3 levels of living. The Kitchen in the heart of it all has a large family room adjacent w/ a heated sunroom off that. Formal living room w/ floor to ceiling windows, coffered ceiling, dining room, mudroom & half bath complete the 1st floor. There are 4 bedrooms, the primary is oversized w/ a walk-in closet and office area, 5th bedroom is on the third floor. Out the backdoor is the BUNKER, the most iconic MAN CAVE in town with a fire pit on a pebble terrace. Walk the lawn further back to a 2-story finished barn that is finished with heat & electricity use imagination for a pool/guest house or home gym.Truly a landmark property.

Listed by Kerrin Rowley Team and Kerrin Rowley of Coldwell Banker Realty - Hingham

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$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

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30 Black Horse Lane Cohasset MA 02025

Cohasset, MA30 Black Horse Lane

Price$6,495,000

Est. Mortgage: $/month

MLS Number 72826354

  • Single Family Detached
  • Bathroom 6
  • Rooms 18
  • Bedrooms 6
  • Acreage 6.5

One of the most iconic and coveted estate properties on Boston's South Shore, 30 Black Horse Lane boasts spectacular water views from nearly 7 acres of exceptionally private and meticulously landscaped grounds. Ideally located within strolling distance to Cohasset Harbor and the shops, restaurants and galleries of the charming village, this legacy property has been owned and cared for by just a few fortunate families. A handsome Main House features well-proportioned rooms perfect for grand entertaining, family celebrations and casual everyday living alike. Walls of glass highlight a stunning and protected view and open onto a large veranda overlooking the gardens and resort-like amenities including pool, tennis court, cabana, dock, boat house and separate guest house. This rare offering is a convenient weekend and summer house alternative to the Cape & Islands, or a special year round family compound easily commutable by car, train or ferry to downtown Boston and Logan airport.

Listed by Brian Dougherty, Kevin Lewis and Nicholas Robert of Compass

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$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

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445 Marlborough Street Boston MA 02115

MLS Number 72825447

  • Single Family Attached
  • Village Back Bay
  • Bathroom 6
  • Rooms 12
  • Bedrooms 4

445 Marlborough is an exquisite single-family townhome on the sunny side of one of Back Bay's most desirable streets. Enter the 1885 building to find a surprisingly warm contemporary aesthetic masterfully renovated by famed Boston Architect, Hacin & Associates. Access 6,200+/- sq.ft. on five levels of living via a striking staircase or an interior elevator that services all five levels. The open concept living, dining & kitchen encompass an entire level, offering an expansive feel to the spaces you will use most often. Four private bedrooms all offer en-suite baths. There are separate suites for in-laws and au-pairs. The living space also features three fireplaces, two offices, a playroom, gym & two half-baths. Enjoy two inviting roof decks with incredible city views and gas grill hookups. Modern conveniences include Smart-Home technology and an upgraded HVAC system. There is an attached two-car garage and two additional parking spaces.

Listed by Ashley Perkins of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

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1 Fairfield Street Boston MA 02116

Boston, MA1 Fairfield Street, Back Bay

Price$6,900,000

Est. Mortgage: $/month

MLS Number 72826351

  • Single Family Attached
  • Bathroom 4
  • Rooms 18
  • Bedrooms 5
  • Acreage 0.05

Rare 30 foot wide corner single-family residence with traditional 19th century integrity. This home is located in the heart of Back Bay in one of Boston's most convenient coveted neighborhoods between Beacon and Marlborough Street. Detail can be found throughout the home which features 5+ bedrooms 4 full bathrooms , elevator and multiple living spaces complete with in-law apartment. This unique property awaits a complete renovation to modern specifications and comes with 2 deeded parking spaces.

Listed by Michael Carucci of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

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146 W Newton Street Boston MA 02118

MLS Number 72824309

  • Single Family Attached
  • Bathroom 4
  • Rooms 16
  • Bedrooms 5
  • Acreage 0.04

One of Boston's most outstanding single family renovations. This elegant modernist residence has five floors, three terraces and a garden, four large bedrooms (potential for five), three and a half baths and two full parking spaces. Three of the house's five floors are extended at the rear, making a larger set of rooms than normally possible. The house has every amenity, from whole house water filtration and sound/video and alarm systems to custom made mahogany windows, in addition to beautifully detailed custom cabinetry and hardware throughout. The living room and library have ceilings of over 10 feet with floor to ceiling windows, a walk-out terrace, a wood-burning fireplace and a wet bar. The eat-in kitchen has a wall of French doors that open out to a terrace, ideal for outdoor dining, as well as direct access to the parking. The full-floor primary suite has a private terrace and the garden level has a guest suite with a full kitchen, a custom wine cellar and ample storage.

Listed by John Neale & Bradford Sprogis of Sprogis & Neale Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

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20 Maryknoll Drive Hingham MA 02043

Hingham, MA20 Maryknoll Drive

Price$2,250,000

Est. Mortgage: $/month

MLS Number 72823567

  • Single Family Detached
  • Village Maryknoll
  • Bathroom 6
  • Rooms 11
  • Bedrooms 5

Fabulous Shingle style home with over 5600 SF of living space AND 4 acres of land in MUCH DESIRED Maryknoll neighborhood. This home is on one of the coveted OUTSIDE lots with a level, EXPANSIVE lawn abutting a natural tree line for privacy. The spacious kitchen is the heart of this home with a sunny breakfast nook, large sit- at island, and high end appliances, OPEN to the 25' Family room with stone fireplace and 10' ceilings. Gracious Dining room flows nicely to the pretty living room with another fireplace. Upstairs there are 5 Bedrooms and 4 Bathrooms, Three of the bedrooms are EN-SUITE with their own private bath. Second floor laundry room. The lower level with nice natural light, offers 1000 SF of living space including a play room, gym, half bath and plenty of storage. The Back Yard is truly AMAZING! Plenty of room for a pool and sport court or just lots of room to play!

Listed by Tara Coveney of Coldwell Banker Realty - Hingham

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

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5 Worcester Square Boston MA 02118

MLS Number 72823745

  • Single Family Attached
  • Bathroom 8
  • Rooms 15
  • Bedrooms 6
  • Acreage 0.05

Be prepared to be AWED. Brokers OH Thursday 4-6 pm! Welcome to historic Worcester Square. The quintessential Boston neighborhood. Beautiful brick townhouses line the streets and 5 Worcester Square is the iconic urban design that epitomizes the South End. This SF home boasts six levels of living space, 24 feet in width, with ceiling heights up to 11 1/2 feet. Featuring five large bedrooms, three full baths, 5 half-baths, 7 marble fireplace mantels, 3 offices, hardwood floors, central air and generous sized rooms throughout. Greek revival moldings and detail adorn the living room, dining room and the elegant library. Kitchen is suited for a professional chef! This awe inspiring kitchen features professional appliances, period cabinet work, soapstone counter tops, a marble topped island and pantries for ample storage. Ideally close to boutique shops, great restaurants, bars and the SoWa art district. Minutes walk to your favorite sites.

Listed by Sandra T. Mendez of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

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10 Maryknoll Drive Hingham MA 02043
Active With Contract

MLS Number 72823494

  • Single Family Detached
  • Village Brandon Woods
  • Bathroom 5
  • Rooms 9
  • Bedrooms 5

Located on the highly desirable Maryknoll Drive, this exceptional light-filled private home has it all.The entry foyer opens to lge open concept living & dining room w/ vaulted ceilings.Custom bookshelves surround the central fireplace & beautiful windows overlooking treetops from every angle.Glass doors open to a bright eat-in kitchen with lge island, stainless appliances & granite countertops.Adjacent to kitchen is an integrated home office leading to a mudroom & an oversized three car garage.Completing the first floor is a spacious primary suite w/ French doors accessing a large mahogany deck that spans the entire length of the home, overlooking the pool & bluestone terrace & fire pit.Upstairs has 4 add'l bdrms & 2 full bths.The walkout lower level offers a bdrm or home office, full bth, workroom/gym space and lge family room opens directly to pool and lge yard.New roof w/ copper downspouts, professionally landscaped grounds & raised beds complete this meticulously maintained home.

Listed by Christie O'Connor and Jeff Alexander of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

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129 Pinckney Street Boston MA 02114

MLS Number 72823302

  • Single Family Attached
  • Bathroom 4
  • Rooms 10
  • Bedrooms 5
  • Acreage 0.03

A gracious example of fine period architecture in the most desirable neighborhood. This handsome brick and granite five-story, 4,188sqft single-family townhouse is located on the most desirable Beacon Hill, Boston's most prized residential neighborhood. Within easy walking distance of Back Bay and downtown attractions, it is just around the corner from Charles St, the Charles River and The Esplanade, in a quiet, sun-filled location on the “Flat Of The Hill”. Built in 1878 and beautifully maintained, it shows off the fine materials and craftsmanship of that time. 12-foot ceilings crown spacious rooms, 8 fireplaces of which many have their original white marble mantles. Configured for four bedrooms, it can easily become a five or six-bedroom home. There is a vast amount of storage in original built-ins. Updated systems include air conditioning on the upper floors. The property includes one of Beacon Hill's legendary hidden gardens and lower level living space with its own separate access

Listed by Robert Cohen, Norma Cohen and Scott Paskerian of Engel & Volkers Boston

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$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

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