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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67A Chestnut Boston MA 02108

Price$6,200,000

Est. Mortgage: $/month

MLS Number 72518326

  • Single Family
  • Garage 1
  • Parking Spaces 1
  • Year Built 1890
  • Full Bath 4

Beautifully appointed Single Family home on the coveted "flat of the hill". This home boasts 3 exposures, offering an abundance of natural light throughout. Chef's kitchen with light grey painted cabinets, Carrara marble countertops, professional Viking stove, Subzero refrigerator, and pantry. Spacious living room with high ceilings, stone mantel fireplace, and built-in bookshelves. Large master bedroom with en-suite bathroom with sunk in tub and, glass tiled walls and custom walk-in closet. Lowest level provides a laundry room, cedar closet, and ample storage. Additional washer dryer on the 4th floor. Roof-deck with stunning views of Beacon Hill. All new Lutron, Sonos, and lighting systems. One Garage Parking Space included at the Brimmer Street Garage.

Listed by John Corcoran of Coldwell Banker Residential Brokerage - Boston - Back Bay

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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6 Olmsted Drive Hingham MA 02043

Price$2,650,000

Est. Mortgage: $/month

MLS Number 72518730

  • Single Family
  • Garage 3
  • Parking Spaces 6
  • Village Brewer Estates
  • Year Built 1996

Welcoming and gracious custom built Colonial. Rarely does one see a home of this impeccable condition and elegance. Property is located in Brewer Estates. Renovated and expanded to include a magnificent "Great Room" and "Chef's Kitchen". Two story Great Room is stunning with stone-fireplace, built-ins, and floor to ceiling windows. Kitchen is finely detailed with custom cabinetry, over-sized island; Wolf 8 burner range; 54 inch frig/freezer; Miele Coffee Maker; butler's pantry; two dishwashers and radiant heat. The over-sized windows and skylights insure this home has constant light. Home has four fireplaces, two gas-fired. Second floor has five lovely bedrooms and three full baths. Master suite is beautiful with pretty architectural features; dual over-sized custom-closets; elegant soaking tub and walk-in shower.Adjacent beds have en-suite and a Jack and Jill. Lower level is fabulous for in-law and a fabulous movie theater. Perfect home for entertaining and gatherings

Listed by Maureen Doran and Molly Hall of Coldwell Banker Residential Brokerage - Hingham

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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264A North Main Street Cohasset MA 02025

Price$2,195,000

Est. Mortgage: $/month

MLS Number 72518242

  • Single Family
  • Garage 3
  • Parking Spaces 10
  • Year Built 2019
  • Full Bath 3

A winding private drive opens to magnificent natural stone pillars that anchor the entrance to this stately home. Enter through the grand foyer with its sweeping staircase and you are immediately drawn into an expansive first floor layout that is ideal for family entertaining. The top of the line chefs kitchen is clad with premium finishes and fixtures including custom cabinets and select appliances, an inviting island with prep sink, a double oven and striking granite counter tops.The adjacent great room with its wall of windows. Two French doors provide access to the outside deck from both the kitchen area and the great room. The second floor offers 4 spacious bedrooms.Magnificent master suite with soaring ceilings, a luxurious bathroom with soaking tub and rain shower. A walk up 3rd floor provides you with a a large space and 1/2 bath. This home is walking distance to Cohasset village, ball fields and town Pool. Close to the commuter rail and 10 minutes to the Ferry.

Listed by Lorraine Tarpey of William Raveis R.E. & Home Services

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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208 Beacon Boston MA 02116

Price$11,995,000

Est. Mortgage: $/month

MLS Number 72516562

  • Single Family
  • Garage 2
  • Year Built 1863
  • Full Bath 5
  • Bathroom 8

ARCHITECTURAL SHOWCASE. This luxurious and grand residence on coveted waterside side Beacon has been meticulously restored to its original grandeur by award winning contractors, MF Reynolds, combined with modern amenities including an ELEVATOR , custom cabinetry and stonework. Grand entry foyer with bridal staircase leading to a spectacular, yet warm and elegant reception room with 14' ceilings, formal dining room with floor-to-ceiling windows. Family room opening to a large terrace with views of Charles River. Eat-in chef's kitchen with custom cabinetry. Master bedroom suite with large marble master bath and dressing area and adjacent office/study. Many additional oversized bedrooms that are cleverly designed to be either interconnected or used separately. Gorgeous roof decks with river views as well as a fabulous enclosed garden with loggia. and 2 garage parking complete this one-of-kind residence.

Listed by Lili Banani of Coldwell Banker Residential Brokerage - Boston - Back Bay

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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56 West CEDAR Boston MA 02114

Price$3,450,000

Est. Mortgage: $/month

MLS Number 72515741

  • Single Family
  • Year Built 1840
  • Full Bath 4
  • Bathroom 5
  • Half Bath 1

This five bedroom townhouse, situated on a quiet tree lined street near the conveniences of Charles Street, is a wonderful family house. There are two bay windows for added light and an attractive, private deck. The living room, dining room and south facing chef's kitchen are all on one floor. This house has lots of storage, central a/c in the bedrooms and a au pair apartment with a separate entrance.

Listed by Sally T. Brewster of Brewster & Berkowitz R. E.

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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582 Blue Hill Avenue Milton MA 02186

MLS Number 72515804

  • Single Family
  • Garage 5
  • Parking Spaces 10
  • Year Built 1925
  • Full Bath 8

Designed by famous architects, Henry Forbes Bigelow and Philip Wadsworth, The McGinley Mansion is a sophisticated escape that reflects the merging of traditional Georgian design with modern luxury. The striking features throughout the home include a winding cortisone oak staircase that appears to turn directly into the elaborate cupola above, an expansive dining room with a Moroccan inspired ceiling which opens up to the famous Lord and Burnham designed greenhouse, as well as the historic gardens created by the famous Ellen Biddle Shipman are just a few of the many awe inspiring aspects of this magnificent home. The gardens are adjacent to the patio which features a heated in-ground pool and Jacuzzi which openly invites friends and family for hours of entertainment. An au-pair suite and 5 bay 2 bedroom 2 Bath carriage house create a multi-dimensional living environment.The McGinley Mansion invites you to enjoy a cultivated lifestyle close to downtown Boston that can only be imagine.

Listed by The Moving Greater Boston Team and Joshua Stephens of Berkshire Hathaway HomeServices Warren Residential

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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100 Beach Street Cohasset MA 02025

Price$4,495,000

Est. Mortgage: $/month

MLS Number 72514813

  • Single Family
  • Garage 3
  • Parking Spaces 6
  • Year Built 1920
  • Full Bath 6

"Harbourstead" Direct waterfront, Victorian estate on Cohasset's Little Harbor. Classic elegance and architectural detail are evident in this exceptional offering. Totally renovated and updated home features substantial and well proportioned entertaining rooms, library, office, siting room, sun room, luxurious master suite, three additional bedroom suites and lovely two bedroom, in law apartment. All rooms have exceptional water views. The foyer opens to formal living room and dining room, each access large deck. Chef's kitchen with large work island three subzero fridges, Wolf double oven range, Shaw farmer sinks, dining area, additional siting area, corner library and covered porch. Master suite features; spa bath, dressing room with wet bar and large sitting room. Three more bedroom suites and laundry on this level. Private office, sunroom, mud room, full bath, exercise room on lower level. Heated pool, sun deck, patio, new pier and private dock, 3 car garage and generator system.

Listed by Fred Alibrandi and Stephen Kraunelis of Douglas Elliman Real Estate

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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41 Chestnut Street Boston MA 02129
Active With Contract

MLS Number 72513634

  • Single Family
  • Garage 1
  • Parking Spaces 1
  • Village Charlestown
  • Year Built 1860

Rare offering,The Charles & John B. Wilson House, ca.1857.You'll be amazed at this stunning corner brick single family, with deeded GARAGE PARKING prominently located on gas lit Chestnut Street in historic Charlestown. This beautiful home is rich in architectural detail and offers 4+ bedrooms and 3.5 baths. Three exposures provide wonderful sunlit rooms though out the day, Features a double parlor w/ white marble gas fireplace and formal dining space with exquisite chandelier. The Professional Chef's, masterfully designed kitchen opens to large, lovely garden. Plus, a wine cellar and 2nd fl deck. The master suite occupies the entire third floor, boasts tremendous views of the city and harbor from a delightful Juliet balcony, custom window seats, plantation shutters, fireplace and luxurious walk-in closet. Enjoy views all year long from your cupola (large enough for a workspace) or step out on to your truly awe inspiring wrap around roof deck w/panoramic views and picturesque sunsets.

Listed by Candice Macoul of RE/MAX Luxury Living RE

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$
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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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40 Lake Street Boston MA 02135

MLS Number 72513556

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Village Brighton
  • Year Built 1930

Stately Mansion in one of Boston's finest neighborhoods with access to many amenities. First time on market after 60+ years in the same family. Rare opportunity to keep it as a single family home or do a condo conversion project. The 10,900+sf land provides many possibilities. Construction consists of dense hand made Norwegian brick with Black Monson slate roof (arguably the finest roofing material there is), with copper gutters and downspouts; Entire house electrical system was rewired and separated by panel(s) into three living areas; Most windows were replaced with insulated windows; heating system has been replaced; 20" thick poured concrete foundation (NOT 12"), 10 foot ceilings with 10" Walnut Crown Moldings; Heavy all wood Christian doors and maple "five foot pocket" doors; "Rare" white oak stair treads; the maintenance cost for years to come is very economical. Awaiting the right buyer to add this to their portfolios. Buyer is encouraged to do their own due diligence.

Listed by Susie Hsu and Rita Tsay of Move2Boston Group, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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11 Blaisdell Road Hingham MA 02043

Price$2,295,000

Est. Mortgage: $/month

MLS Number 72513574

  • Single Family
  • Garage 3
  • Parking Spaces 6
  • Year Built 2009
  • Full Bath 5

Luxury, versatility, convenience and comfort awaits you in this Kennedy architectural designed home. From the dramatic foyer with marble flooring to an exquisite chandelier, to the elegant and gracious living and dinning room with crown molding and a gas fireplace, to the detailed tin ceiling in the music room, to the open design kitchen with granite counter tops, granite kitchen island, a kitchen nook and pantry, connecting to the family room offering spacious entertaining space, a sun room, that opens to the outside patio, fire pit and hot tub, a master bedroom suite with a grand walk in closet/changing room, office and master bathroom, 3 additional bedrooms with adjoining bathrooms, and an over sized grand/playroom, to a home theater, temperature controlled wine cellar, bar, exercise room, a total of 5.5 bathrooms and a putting green. What more would you need? Also located closely to highways, fine dining, schools including Wilder Nursery School and shopping. Welcome Home!

Listed by Kris Smith and Michelle Smith of Conway - Mattapoisett

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 2019
* 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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