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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8 Merrill Street Hingham MA 02043

Price$2,500,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72548905

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Year Built 1900
  • Full Bath 5

Beautifully renovated & expanded in 2015, this 5 Bedroom 5 & a half bath Bungalow style home sits high atop a hill in the highly sought after Crow Point neighborhood. Panoramic views from every room of the Islands, Hingham & Boston Harbors & the Boston Skyline. This home features 4 decks and a bluestone patio along w/beautifully landscaped yard w/irrigation. Large living room w/fireplace and custom built-ins and dining room both feature abundant views. Custom Chefs kitchen w/expansive island & top of the line appliances opens up to a sunny breakfast room and deck. The second floor is complete with 4 bedrooms (2 en-suite) 3 full bathrooms all w/ heated floors, & large laundry room. The private master spans the entire top floor with en-suite bath, large walk-in closet, coffee/wet bar and private deck. Finished lower level includes bonus room perfect or playroom or media room with exposed beams, full bath, wine cellar, cedar closet and tons of storage

Listed by Suzanne Troyer of Compass

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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3 Jerusalem Lane Cohasset MA 02025

Price$2,795,000

Est. Mortgage: $/month

MLS Number 72548023

  • Single Family
  • Garage 3
  • Parking Spaces 5
  • Year Built 2002
  • Full Bath 4

Set atop a hill, this magnificent property overlooks the Atlantic Ocean with breathtaking views of Minot's Light. An entertainers dream, featuring an open floor plan for large gatherings of family and friends, gourmet kitchen with high end appliances opens to the family room. Expansive dining room and living room which steps out to the generous deck. The second floor hosts a spacious master suite with double fireplace into the large spa like master bath and an amazing walk in dressing room/closet. Three other bedrooms, one en-suite, another full bath sitting area and laundry. The lower level boasts a media room, playroom and a full bath making this a dream space for kids or an adult rec room. Sip coffee or cocktails from the roof top deck or cool off in the pool surrounded by beautiful landscaping. Close to Boston by Commuter Rail or The Hingham Ferry. Highly rated schools, Sandy Beach and the quaint Village makes Cohasset a wonderful place to call home.

Listed by Frank Neer of Coldwell Banker Residential Brokerage - Cohasset

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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20 Pinckney Boston MA 02114

Price$3,350,000

Est. Mortgage: $/month

MLS Number 72547172

  • Single Family
  • Year Built 1827
  • Full Bath 3
  • Bathroom 4
  • Half Bath 1

The full renovation of this Beacon Hill townhouse is now complete! Finished with the utmost attention to quality, design and detail, this five-level home with a private patio offers three-plus bedrooms with three-and-a-half luxurious marble bathrooms. The generous floor plan incorporates an open-concept kitchen/family room with the private patio on the first floor and a grand formal living room plus study on the second floor. The third level is dedicated to the master suite featuring double closets & a total of five windows between the bedroom and bathroom with double vanity and oversized walk-in shower. There are additional bedroom suites on both the top & garden levels. Other features of this spectacular home include 3 stately fireplaces, hardwood flooring and historically sensitive millwork throughout, appliances by Sub Zero & Wolf, two separate laundries, all new systems & new roof, gutters and windows. A rare opportunity for new construction in Boston's most historic neighborhood.

Listed by Tracy Campion of Campion & Company Fine Homes Real Estate

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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21 Grasshopper Lane Scituate MA 02066
Open House

MLS Number 72547276

  • Single Family
  • Next Open House: Sun 25th 12:00 pm - 4:00 pm
  • Parking Spaces 6
  • Village Minot
  • Year Built 1910

Spacious century-old home fully updated with modern amenities within the sound of ocean waves and the smell of salt air. Ideal for multi-generational families. Wonderful, historic neighborhood.

Listed by Derek Greene of The Greene Realty Group

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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52 Piedmont Street Boston MA 02116

MLS Number 72541234

  • Single Family
  • Parking Spaces 1
  • Year Built 1910
  • Full Bath 3
  • Bathroom 4

Luxury Single-Family Home in Bay Village, Boston Surrounded by residences steeped in ambiance and historic charm, 52 Piedmont is a luxury townhome with a unique and storied past of its own. The structure, built as a carriage house in 1910, became a speakeasy in the 1920s before transforming into the Napoleon Club lounge in the 1950s, where it hosted numerous well-known names over the years. Turned into a private residence in the early 2000s, 52 Piedmont has become a home sought after as much for its rich history as it has for its sleek style and modern conveniences. We love how the exterior and interior - so different in their design schemes - nevertheless harmonize exceptionally well. Imagine living at this elegant property, where you will waken each morning to the sun illuminating your roof deck oasis looking over quiet, serene Piedmont Street.

Listed by James Harrison of Boston Bayside Properties, LLC

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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2 Merrill Street Hingham MA 02043

MLS Number 72541245

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 1875
  • Full Bath 4

WATER VIEWS! FROM EVERY ROOM! This 6,000 sq ft shingle style home is perched up on a hill & maximizes the views. Sit on the wrap around porch and enjoy the summer activity out on the water EVERYDAY! Cook in the gorgeous white kitchen that has 3 refrigerators, 2 dishwashers, high-end appliances and a marble island that seats 8. Entertain in the living room that has walls of windows, coffered ceiling, stone fireplace, custom built-ins & french doors that lead out to the wrap around porch. Office w/ gas fireplace, a den, mudroom and two half baths complete the 1st floor. Second floor hosts a master suite with stunning views, his & hers walk-in closets & large master bath, 4 other well proportioned bedrooms, one has a full bath en-suite, a large laundry room and a huge bonus room complete with a bar. The third floor has a 6th bedroom with views. The walk out lower level has excellent play space, fitness room & full bath. The outdoor space is fenced with a sport court & blue stone terrace.

Listed by Kerrin Rowley of Coldwell Banker Residential Brokerage - Hingham

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$
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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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39 Ames Avenue Marshfield MA 02050

Price$2,200,000

Est. Mortgage: $/month

MLS Number 72541693

  • Single Family
  • Garage 3
  • Parking Spaces 6
  • Village Old Rexhame
  • Year Built 1995

Spectacular OCEANFRONT property with breathtaking views! Located on private road, nestled in the dunes of “Old Rexhame” with direct path to sandy beach. Spacious 6 bedroom home with meticulous attention to detail, including plantation shutters & gleaming hardwood floors throughout. Open kitchen/living room with gas fireplace & French doors that open to ocean front deck. Updated kitchen features granite counters, custom cabinets, stainless steel, kitchen island and gorgeous porcelain floor. Library with custom built-in cabinets is perfect for a home office. Master bedroom includes 2 walk-in closets, reading nook and amazing ocean views. 2nd master bedroom, currently used as theater/media room includes full bath & walk-in closet/laundry room. Relax in your hot tub overlooking the beautifully landscaped yard.1 bedroom guest suite in lower level. Possible accessory/in-law apartment. Home generator. This home truly needs to be seen to appreciate all that it has to offer! NO FLOOD INSURANCE!

Listed by Nancy Metcalfe of Century 21 Abigail Adams

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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61 Rust Way Cohasset MA 02025

Price$2,260,000

Est. Mortgage: $/month

Open House

MLS Number 72540139

  • Single Family
  • Next Open House: Sun 25th 2:00 pm - 4:00 pm
  • Garage 2
  • Parking Spaces 4
  • Year Built 1956

FIRST SHOWINGS AT OPEN HOUSE This iconic home has been lovingly restored in 2013/14 to exemplify contemporary elegance with a superb location in the shadow of the Atlantic. Privately situated at the end of a cul-de-sac with expansive grounds, this 4 bed, 5 full bth, 1 half bth has been exquisitely designed to capture the lush, outdoor oasis, inviting the beauty of the outdoors in. A gracious, circular foyer with curved staircase sets the tone for this special home where each room naturally conveys itself to the next. The wrap-around kitchen boasts professional grade appliances w/a large, center island opening into a formal dining room & inviting living room. A wall of windows complimented by 2 sets of French doors open onto a 32x35 patio. A private wing provides for a first floor master suite. The oversized Great Room & Study feature fieldstone fireplaces & an abundance of windows for light & views. First floor laundry & mudroom, & 2-car attached garage complete this lovely offering

Listed by Karen Peters and Mary Beiche of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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69 Hancock Street Boston MA 02114

MLS Number 72539536

  • Single Family
  • Year Built 1890
  • Full Bath 5
  • Bathroom 6
  • Half Bath 1

Single family perfection on Beacon Hill. Totally renovated with attention paid to every detail. Grand living room entrance level with 10 foot ceilings and floor to ceiling windows, original crown moldings, marble mantels and pocket doors leading to the library with home theater. Walk out deck with garden views. Elegant half bath. Street level entrance with mud-room and great storage leads to the open kitchen with breakfast area; Wolf gas range and Sub-Zero. Large formal dining area with wall of glass folding doors seamlessly open to a landscaped garden with custom stainless spa-tub. Private office with full bath and additional patio access. Third floor master suite with double walk-in closets, all stone bathroom with glass enclosed shower and connected home office, also ideal as a nursery or dressing room. Guest room level with two en-suite bedrooms. Top floor great room with walk out deck and full bath, ideal as a play room and home theater. Custom designer finishes throughout.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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799 East THIRD Boston MA 02127

Price$3,500,000

Est. Mortgage: $/month

MLS Number 72536611

  • Single Family
  • Parking Spaces 6
  • Year Built 1890
  • Full Bath 3
  • Bathroom 5

5,000 SQFT LOT DEVELOPMENT OPPORTUNITY IN CITY POINT NEIGHBORHOOD between O & P Streets. Existing structure can be rented during permitting period and consists of TWO attached houses with existing 6-car parking and large rear yard. Front house: 2.5 bedroom, 1.5 bathroom Cape style home w/large open kitchen/dining room and living room on first floor and bedrooms upstairs. Rear apartment was build as an addition to the front house in 2014 and consists of first floor kitchen/dining, living room with 2 master suites upstairs, including 2 full baths and side-by-side washer and dryer. 2 separate basements. The 2 units have separate entrances and separate utilities and are separately tenanted. Front house rented 60-day TAW. Both units can be delivered EITHER vacant OR tenanted. No contingencies sale. Buyer to do own due diligence. Sellers are making no representations. Property sold AS IS with no contingencies.

Listed by Sara Walker and Erica Christensen of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 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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