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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381 Jerusalem Road Cohasset MA 02025

Cohasset, MA381 Jerusalem Road

Price$2,900,000

Est. Mortgage: $/month

MLS Number 72764135

  • Single Family Detached
  • Bathroom 3
  • Rooms 6
  • Bedrooms 3
  • Square Feet 1,888

This direct waterfront home is situated on a picturesque lot along the coveted Gold Coast of Cohasset, with views of Minot Light to the Boston Skyline, this location is truly one of a kind. A magnificent private stone staircase leads you to your very own jumping off place into the Atlantic. Completely renovated in 2014, this 3 bedroom, 2 and half bath home boasts a tranquil master bedroom which features a cozy working fireplace, an open living, dining space, a gorgeous floor to ceiling stone fireplace, custom kitchen cabinets with Wolfe Range and oven, and custom mahogany woodwork throughout make this home a unique treasure. The garage is weather proofed and heated making for a great work space. Enjoy everything coastal living has to offer, smell the salt air and welcome home.

Listed by Abigail Korman of Coldwell Banker Realty - Hingham

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$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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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945 Brush Hill Road Milton MA 02186

Milton, MA945 Brush Hill Road

Price$2,700,000

Est. Mortgage: $/month

MLS Number 72762189

  • Single Family Detached
  • Bathroom 8
  • Rooms 12
  • Bedrooms 6
  • Square Feet 7,194

Stately 5+ bedroom Georgian Colonial in the Brush Hill estate area. With over 7000 sq ft of executive living space, this home was constructed by premier builders. Enter the elegant home into the exquisite foyer w/ soaring ceiling & curved staircase. The home has generous rooms, floor to ceiling windows overlooking the lush yard, and home offices needed in 2020! 1st floor boasts a circular floor plan perfect for holidays and major entertaining that will sure to happen in 2021! The chef's kitchen has custom cabinetry, walk-in pantry, and a fireplace adjacent to the family rm. An elegant formal dining room w/ French doors leads to the pergola shaded patio. 2nd level has 4 bedrooms including master suite w/ a marble bath, balcony, fireplace & 2 other full baths. 3rd floor offers a bedroom, bonus room and full bath. Extras that make this a superlative home are: an au pair/In-law suite, a gym, generator, sauna, 5 car garage, private well for the irrigation & more. Easy access to Boston.

Listed by Baker Realty Group and Patricia Baker of Keller Williams Realty

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$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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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377 Shawmut Avenue Boston MA 02118

MLS Number 72760531

  • Single Family Attached
  • Village South End
  • Bathroom 4
  • Rooms 7
  • Bedrooms 4

Charming and updated two-family row house with a fabulous and spacious private fenced-in back yard. The house has a total of 1,842 sqft, with 4 bedrooms and 3.5 baths, including a large main house and a one-bedroom garden level unit with walk-out access to the back yard. The main house offers 3 bedrooms and 2.5 baths, with an open concept living/dining/kitchen, allowing direct access to the back balcony and yard through sliding glass doors, plus a half bath and laundry area. The first-floor fireplace with custom iridescent tile surround is flanked by beautiful built-in cabinets and shelves. The second floor features two bedrooms and a family bath, and the entire top floor consists of a grand master suite bathed in sunlight, with skylight and many closets and windows on both sides. Replacement windows throughout, updated systems, nest thermostats, multi-floor intercom, central air, and a great layout. The discerning buyer could combine the two units to create a large single family home.

Listed by Brenda van der Merwe of Hammond Residential Real Estate

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$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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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78 Mount Vernon Street Boston MA 02108

MLS Number 72757749

  • Single Family Attached
  • Bathroom 4
  • Rooms 12
  • Bedrooms 5
  • Square Feet 4,186

Stunning, bespoke Beacon Hill single family on historic Mt. Vernon @ the intersection of Louisburg Square. Expansive home w/over 4,100 SF w/ 5 upper level BR's, 3.5 baths, 2 studies & an expansive enclosed patio & terrace. Low stoop parlor level entry to a double living room & custom wet-bar w/soaring ceilings, oversized windows & french doors that lead to a terrace. Sun filled designer kitchen w/an oversized marble island seating 6, professional S/S appliances, wine cooler & abundant storage. Kitchen pours into a dramatic dining room that accommodates dining for 10. Direct access from kitchen to huge bluestone, sunny, landscaped patio. Garden level has patio access & boasts a custom mudroom, Sub Zero fridge, extensive storage & laundry room. Floor through master suite features 2 studies, a walk in closet & en-suite 5 piece bath. 4th + 5th floor offers 4 BR's & 2 full baths. Multiple spaces for home office & outdoor space. Extensive renovations to building envelope, systems & interiors

Listed by Megan Kopman and Jillian Adler of Compass

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$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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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14 Walnut Street Boston MA 02108

Boston, MA14 Walnut Street, Beacon Hill

Price$15,000,000

Est. Mortgage: $/month

MLS Number 72757820

  • Single Family Attached
  • Village Beacon Hill
  • Bathroom 9
  • Rooms 18
  • Bedrooms 6

One of the most iconic homes on all of Beacon Hill, and with the only garden of its size in Boston, 14 Walnut Street is extraordinary. This home offers luxury on the grandest scale, yet allows for ease of living w/ recent renovations, updated modern conveniences and an elevator. Perfectly positioned at the corner of picturesque Mount Vernon & Walnut Streets w/ 3 exposures & 60+ windows, this is an incredible 6 bedroom, 7 full, 2 half bathroom home. SieMatic kitchen w/ informal dining area adjacent to family room w/ fireplace, radiant heat flooring. Dramatic parlor level w/ gracious formal living and dining rooms, an inviting study, handsome bar & caterer's kitchen - 2 gas fireplaces. Four French doors open to a Juliet balcony and brick terrace-all overlook the beautifully landscaped, fenced in private stone garden/yard. Sumptuous master suite w/ luxurious bath, 2 walk-in closets, gas fireplace. 4 addt'l bdrms w/ en suite baths. 2 laundry areas, 19x30 storage, cedar closet, home office.

Listed by Rebecca Davis Tulman of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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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81 Revere Street Boston MA 02114

MLS Number 72757934

  • Single Family Attached
  • Bathroom 4
  • Rooms 9
  • Bedrooms 4
  • Square Feet 3,107

Absolutely charming single family home exudes elegance and seamlessly blends modern finishes with historic character. Lovingly maintained since 1840, abundant recent upgrades by LDA Architecture and FH Perry are not limited to multiple HVAC zones, a Control 4 smart home system, custom refrigerated wine cellar, and a lower level family room with high ceilings. Enter on the parlor level to find a gorgeous custom kitchen (recently featured in New England Home magazine) and a delightful walk-out terrace. There is a formal dining room adjacent to the kitchen as well. Up one flight of stairs is a gracious south facing living room with floor-to-ceiling windows. Three bedrooms plus a home office are located on the top two floors. Bathrooms on each floor. Large laundry room. Extensive improvements list, floor-plans and a virtual tour are all available.

Listed by Eliott Levine of Marston Beacon Hill, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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 Saint Botolph Street Boston MA 02116
Open House

MLS Number 72756103

  • Single Family Attached
  • Next Open House: Sun 12/6 1:00 pm. to 2:00 pm.
  • Bathroom 3
  • Rooms 6
  • Bedrooms 3

This is what you have been waiting for! A duplex with private grand entryway, off a brick sidewalk on a quite tree lined street. The expansive living room has an elegant fireplace, large windows and soaring ceilings, formal dining area opens to a modern redesigned chefs kitchen with Wolf oven/stove and SubZero refridgerator. This gracious floorplan incorporates the best for grand living and entertaining. Large master bedroom suite with walkin closet and updated 5-piece spa-like designer bathroom. Two additional large bedrooms. Washer Dryer and lots of storage. Direct access to a deeded parking space, off a private brick patio. This location boasts easy access to the Prudential Shops, Copley Place, Back Bay and South End restaurants. We will follow the Covid showing instructions. One group allowed in property at a time. Masks are required.

Listed by Jack Enright of William Raveis R. E. & Home Services

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$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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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59 Mount Vernon Street Boston MA 02108

MLS Number 72755273

  • Single Family Detached
  • Bathroom 5
  • Rooms 22
  • Bedrooms 6
  • Square Feet 6,860

A paragon of timeless beauty with a rich heritage, this admired landmark residence built in 1837 presides atop picturesque Mount Vernon Street on the crest of Beacon Hill, benefitting from the southerly sunlight and large, lush garden that graces its grand Greek Revival frontispiece. Designed by architect Edward Shaw for prominent merchant Adam W. Thaxter, Jr., this rare jewel has been carefully restored and enhanced as a comfortably refined home of extraordinary character, notable for its splendid details and graceful ensemble of living/entertaining rooms. Striking Ionic pilasters adorn the bow-front sitting room. Other highlights include 14 fireplaces, double parlors, a dramatic curvilinear staircase, and top-floor octagonal observatory room commanding 360-degree city vistas. Opening to a captivating garden terrace, the dine-in gourmet kitchen is bright and airy below a peaked skylight. Served by an elevator, the home offers a versatile layout with the bedrooms on various levels.

Listed by George Ballantyne of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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 Gammons Road Cohasset MA 02025

Cohasset, MA21 Gammons Road

Price$6,100,000

Est. Mortgage: $/month

MLS Number 72754650

  • Single Family Detached
  • Bathroom 6
  • Rooms 10
  • Bedrooms 5
  • Square Feet 8,184

Spectacular waterfront estate property with 8100 sq ft of living space on a 2.3 acre setting complete with an in ground pool with cabana, Jacuzzi, fire pit, sport court, additional barn, three car garage and waterfront dock to Little Harbor which is great for kayaking, water skiing, paddle boarding and fishing. The home features 5 bedrooms 3 large family rooms and an office. The open floor plan offers a state of the art kitchen with gourmet cooktop and double ovens, warming drawer and two dishwashers. This home is great for entertaining and family living. Just finished new wing to the home which features new entrance, large family room with wet bar, new patios front and back with spectacular outdoor kitchen and extensive new landscaping. Inside the remodel also includes a grand new staircase leading to a new master suite, two new bathrooms and laundry. The home is located a short walk to town and to Sandy Beach.

Listed by Frank Neer of Coldwell Banker Realty - Cohasset

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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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123 Atlantic Avenue Cohasset MA 02025

Cohasset, MA123 Atlantic Avenue

Price$7,350,000

Est. Mortgage: $/month

MLS Number 72753931

  • Single Family Detached
  • Bathroom 7
  • Rooms 14
  • Bedrooms 6
  • Square Feet 6,979

Direct Oceanfront on exclusive private Sandy Cove, this spectacular custom built home designed by prestigious LDA Architects with entertaining and family living in mind. Built in 2008 and recently completely renovated, this exquisite home boasts an open floor plan with walls of windows which frame the stunning ocean views. An amazing state of the art kitchen includes copper cabinets, bar, a 6 burner Miele range, 2 dishwashers and adjoining butler's pantry w/temp cooled wine storage. Sitting and living room areas, dining room, and music room complete first floor. A floating stairway, it's own work of art, leads to the second and third floors with 5/6 bedrooms, a fabulous Master suite, 5 1/2 baths,& breathtaking office space. Above the 3 plus garage is a finished in-law suite with full kitchen. A new state of the art 25 yard lap pool,built-in grill,fire pit,expansive deck and beautiful landscaping makes for a wonderful outdoor entertaining play space.Come see this year round paradise!

Listed by Frank Neer of Coldwell Banker Realty - Cohasset

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 2020
* 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 TourAsk A QuestionMore Details

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