South Boston Luxury Homes

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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2 Surfside Road, Scituate, MA

Price$2,100,000

Est. Mortgage: $/month

Open House

MLS Number 72189462

  • Single Family
  • Next Open House: Fri 30th 11:00 am - 1:00 pm
  • Bathroom 4
  • Bedrooms 4
  • Year Built 1976

There is location, and then there is this exclusive MINOT location! Combining majestic views, quiet privacy, and quality finishes, this showpiece has a simple elegance that will enchant even the most selective buyer. A perfect size to entertain your most important guests with an open flow capturing the gorgeous ocean views, yet also offering quiet spaces to enjoy the more private moments of peace. This home was completely transformed by the current owner with a brand new master suite, soaring ceilings, roaring gas fireplaces, a chef's kitchen, new bathrooms, and a professional landscape with stone walls, curved fences, and plantings to quench your thirst of natural beauty and privacy. The unobstructed corner lot is the perfect setting to relax on the expansive deck (complete with retractable awning) overlooking the Atlantic ocean. A true New England feel - with monthly neighborhood gatherings from clambakes to luminary celebrations - this quaint town setting is convenient to Boston.

Listed by Michelle Larnard Team and Michelle Larnard of William Raveis R.E. & Home Services

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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300 Highland Street, Milton, MA

Price$3,400,000

Est. Mortgage: $/month

MLS Number 72187872

  • Single Family
  • Bathroom 7
  • Bedrooms 5
  • Year Built 1917
  • Parking Spaces 8

Timeless elegance effortlessly applauds this 1917 built colonial master piece. Upon entering the visual display begins with a quarter sawn oak staircase accented by a picturesque Swarovski chandelier. This meticulously cared for home enjoyed the ownership of one family for over 35 years, residing on 2.98 agricultural acres of floral mastery. The architectural intelligence offers a comfortable 7,500 square feet of living space, 14 rooms, 5 en-suite BR's, 7 full baths, 2 half baths, 8 fire places,17 heating/ cooling zones, a 4 car attached garage, a guest home, a butlers kitchen, sub zero, Wolf and Meile appliances, custom cabinets, new roof, newly painted interior & exterior, completely redone oak flooring, several patios & decks accentuated by an abundance of floor to ceiling glass paneled windows and doors accenting to the blissful exterior, new stone work, and an acoustically attenuated media room culminate this rare beauty. Own in one of Milton's most prestigious neighborhoods.

Listed by Manuel Davis & Kristy Ganong, Kristy Ganong and Manuel Davis of Advisors Living - Back Bay

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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 Middle Street, Hingham, MA

MLS Number 72187410

  • Single Family
  • Bathroom 6
  • Bedrooms 5
  • Year Built 1920
  • Parking Spaces 7

Middle Street Perfection! This stunning home has been impeccably updated with custom details and built-ins throughout. First floor has large living room with fireplace, open dining room, family room with coffered ceilings and fireplace and wood-paneled home office. Spacious mudroom with new herringbone tile floor, custom lockers and new half bath. Kitchen remodeled in 2016 with marble countertops, tile backsplash, and updated island. Kitchen has coffered ceilings, Viking/Sub Zero appliances, fireplace, walk-in pantry and butler’s pantry with drink drawers and wine fridge. Upstairs has 5 bedrooms and 3 full baths. Master bed has walk-in closet with custom shelving and bath with steam shower. Third floor bonus room and full bath are perfect for guests. Basement has a playroom, full bath, gym with rubber flooring and ample storage. Radiant heat in kitchen, mudroom, master and hall baths and basement. Landscaped backyard with brick patio, firepit and stone wall seating. Enjoy the Parade!

Listed by Nancy McVay of William Raveis R.E. & Home Services

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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28 Melrose Street, Boston, MA

Price$2,695,000

Est. Mortgage: $/month

MLS Number 72187547

  • Single Family
  • Bathroom 3
  • Bedrooms 3
  • Year Built 1890
  • Parking Spaces 1

Much sought after Bay Village neighborhood. This spectacular, centrally located, architecturally designed, modern 2,590 sq ft single family home features a complete gut rehab , beyond the studs, leaving only the 4 brick walls. Custom finishes throughout. Full floor master suite with amazing bath and tub, two additional good size bedrooms with full and half baths, state of the art kitchen with island and induction cooktop, dining area off the kitchen opens to a bluestone patio via an accordion style glass wall, creating seamless indoor/outdoor living experience! Living room with gas fireplace, marble surround , wet bar and deck, plus bonus room with balcony skylight system. This home includes 1 leased garage space in the neighborhood for 1 year. Walk score of 98, rider's score of 100 & bike score of 70.

Listed by Angelique Kouris and Julie Holenport of Coldwell Banker Residential Brokerage - Boston - South End

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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248 South Street, Hingham, MA

Price$2,195,000

Est. Mortgage: $/month

MLS Number 72185267

  • Single Family
  • Bathroom 5
  • Bedrooms 5
  • Year Built 1812
  • Parking Spaces 10

Located on an ESTATE like setting in the heart of Downtown Hingham in the sought after South Shore Country Club Neighborhood.This CLASSIC and SOPHISTICATED Antique Colonial has been beautifully UPDATED and remodeled. STUNNING Chef's kitchen w/marble counters,Thermador appliances,a gas f/p, wet bar, a sun filled Dining Area, lg Mudroom w/custom built ins,ELEGANT formal dining room w/f/p, formal Living Room with state-of-the-art wine system, Family room w/a beautiful lg fireplace and a sun filled Media Room overlooking the SPECTACULAR landscaped lot.The second floor features a LUXURIOUS Master Suite w/f/p,a private balcony and a spa-like bathroom, Laundry area, an Ensuite Bedroom and 3 additional Bedrooms w/ lots of natural light.The home also offers an Office w/ Private Entrance,3-car Carriage House w/ a partially finished Bonus Room.A Commuter's Dream: a 3 minute walk to the Train to Boston ,Downtown Hingham and Plymouth River,one of the Top elementary schools in Massachusetts.

Listed by Darleen Lannon of Coldwell Banker Residential Brokerage - Hingham

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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 Marlborough Street, Boston, MA

MLS Number 72184676

  • Single Family
  • Bathroom 7
  • Bedrooms 5
  • Year Built 1891
  • Parking Spaces 3

Showcase townhouse in the heart of Back Bay. Newly renovated and professionally designed, this exquisite single-family home on sunny-side Marlborough Street offers every 21st century comfort, including private elevator to all six levels, smart home technology and 2-car garage with 3 additional outdoor parking. The elegantly appointed parlor level offers the very best formal living, dining and entertaining while the more casual heart of the home is the open-concept family room, chef’s kitchen and informal dining room on the second level. Its 5+ bedrooms and 5-full and 2-half bathrooms include the luxurious master suite on a private level plus separate garden suite. Additional features of this exceptional opportunity include mudroom, home office and suburban sized laundry room. It is complete with a private roof deck directly off the sky-lit media room with wet bar that offers a hot tub, gas grill and wonderful city views.

Listed by Tracy Campion and Fiona Romeri of Campion & Company Fine Homes Real Estate

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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

MLS Number 72182185

  • Single Family
  • Bathroom 8
  • Bedrooms 5
  • Year Built 1859
  • Parking Spaces 3

Magnificent townhouse overlooking the fountain of historic Worcester Square. With six levels and a width of 24 feet, this Union Park-size home is filled with beautifully restored original detail throughout. High ceilings up to 11 1/2 feet, seven marble fireplace mantels, hardwood floors and spacious rooms make this the perfect home for entertaining. Five large bedrooms, three offices, three full baths and 5 half-baths can accommodate almost any family and guests as well. Greek Revival moldings and detail set off the living and dining rooms as well as the elegant library. The huge kitchen, with it's period cabinet work, soapstone counters and professional appliances was created by the owners for the television program America's Test Kitchen. A dumbwaiter connects the kitchen to the wonderful dining room above, and the kitchen itself can also accommodate a full family for dinner. Loads of storage, central AC and three full brick-paved parking spaces complete this remarkable home.

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

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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89 Beacon Street, Boston, MA

Price$18,000,000

Est. Mortgage: $/month

MLS Number 72183770

  • Single Family
  • Bathroom 11
  • Bedrooms 6
  • Year Built 1852
  • Parking Spaces 4

Prestige Location overlooking the iconic Boston Public Garden. Pre-Construction Offering of 5 story Architecturally Significant Mansion.Oversized Bow & Bay windows front & rear. Opulent Entry. Fifteen Gorgeous Grand Scale Entertaining Rooms. Spectacular Views of Park. Beautiful Natural Light. Thoughtful Design by Payne Collins Architects. 2 Sun-Filled Light & Airy Living Rooms with impressive ceiling height. Christopher Peacock custom "modern classic" kitchen with hammered nickel hood. Bespoke Butler's Pantry. Six Sumptuous Bedrooms with 6 en-suite marble baths outfitted in Waterworks polished nickel fixtures. Au-pair suite.His & Her w-i-closets & dressing room. Handsome Mahogany paneled Library. Penthouse Study with skylights.Home Gym. Solarium with wonderful light leading to huge deck. State of the art systems and Crestron integrated AV system.Elevator servicing all floors.2 Coveted Garage & 4 Gated & enclosed parking spaces. Balcony, Terrace & Wine Cellar.The utmost in luxe living!

Listed by Shelagh Brennan of Cabot & Company

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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 Collier Road, Scituate, MA

MLS Number 72179542

  • Single Family
  • Bathroom 3
  • Bedrooms 4
  • Year Built 2018
  • Parking Spaces 6

Once in a lifetime opportunity to be able to custom design and build on one of the last remaining oceanfront lots on Third Cliff. Breathtakingly stunning views of the wide open ocean, short walk to the "The Spit". Picturesque neighborhood. Local builder to sit with you and create the house of your dreams while fitting your exact needs. Property comes with land across the street and a private set of steps leading to the cliff walk. Customization of construction allows you to increase and decrease both the house size and cost accordingly. Home will offer high end upgraded items inside and out, full basement, town sewer, gas. ALL existing structures on the lot will be removed.

Listed by Kerri Johnson of New Home Network

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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26 Garden Street, Boston, MA

MLS Number 72177767

  • Single Family
  • Bathroom 4
  • Bedrooms 4
  • Year Built 1900
  • Parking Spaces 1

Exceptionally renovated and ideally located, this four-bedroom, three and a half bath, single family home maximizes five floors of living space with its thoughtful layout. The parlor level of the home is ideal for entertaining with formal living and dining spaces. An over sized bay window overlooks the traditional Beacon Hill gas lanterns on picturesque, tree lined, Garden Street. The custom kitchen is well appointed with Sub Zero and Thermador appliances and has direct access to the private patio. The expansive master suite, features a full marble bathroom, waterworks fixtures, radiant heated flooring and generous glass enclosed shower. The additional bedrooms and guest suite are each adorned with en-suite bathrooms. This perfectly located home is only steps from Charles Street, MGH, Financial District, the Public Garden and the Charles River. This significant home is the embodiment of remarkable architectural design and exceptional craftsmanship.

Listed by Benjamin Levin of Acquire Realty Ventures, LLC

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.