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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375 A Union Street, Marshfield, MA

MLS Number 72432426

  • Single Family
  • Parking Spaces 20
  • Year Built 2002
  • Full Bath 6
  • Bathroom 9

Exquisite 13 acre compound with magnificent North River views perched on lush manicured grounds. Very private retreat setting offers heated inground pool w/ spa & cabana for entertaining around the patio & outdoor grilling area. Separate guest house offers large open quarters, half bath & 3 car garage. Professional synthetic turf tennis court along with direct river access & use of dock set the stage to this custom built shingle style estate with the finest appointments. The rooms are grand yet warm and inviting. Main level flows from striking foyer to formal dining room w/ custom built ins or to the strong character of the solid wood fireplaced study overlooking the river. The f/p living room leads to screened porch & gourmet chef's kitchen, butler's pantry, granite center island & dining area. Second floor has 3 bedroom suites plus master suite w/ f/p including a sitting room, luxury bath w/ soaking tub, steam shower & dressing room. LL great room,f/p,billiards & bar,gym,bed/bath

Listed by Janet Koelsch and Bert Koelsch of Coldwell Banker Residential Brokerage - Scituate

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Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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8 Parkwood Drive, Milton, MA

Price$2,599,000

Est. Mortgage: $/month

Open House

MLS Number 72432171

  • Single Family
  • Next Open House: Sun 16th 1:00 pm - 2:00 pm
  • Parking Spaces 5
  • Village Scott Woods
  • Year Built 2018

Come see this beautiful NEWLY CONSTRUCTED center-entrance colonial in Milton's historic and sought-after Scott Woods neighborhood. Located on a corner lot at the foot of the Blue Hills, you'll have easy access to major roadways and nearby biking trails, riding stables, skiing and much more. This home features an open floor plan with high ceilings and crown molding throughout, gleaming walnut hardwood floors, Thermador stainless steel appliances, granite countertops, gas fireplaces, amongst other luxurious details like heated towel warmers and instant hot water for your tea. Cathedral ceilings in the cheerful sunroom and a generous backyard deck for those summer nights! Master suite has large his & hers walk-in closets, heated bathroom floors and a private balcony where you can sip your morning coffee. Full, walkout basement to a stone patio and a large finished walk-up attic. Come see your new home!

Listed by Peter Kelly and Kathleen Blair of Kelly Group Properties, Inc.

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Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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515f Harland Street, Milton, MA

Price$3,000,000

Est. Mortgage: $/month

MLS Number 72431829

  • Single Family
  • Parking Spaces 6
  • Year Built 2019
  • Full Bath 4
  • Bathroom 6

We have teamed up with a locally recognized Custom Home Builder, who specializes in building homes with authentic New England design, to bring you this unique opportunity to build on one of Milton's most desirable streets. This level lot is nestled alongside other multi-million dollar homes and can easily accommodate your plan for a home ranging from $3 - 6 million. Consult with our expert builder to decide on the size and design of home you would like built or bring your own plans! Let's set up a design consultation and make your dreams a reality. This builders package includes land.

Listed by Isobel Wilson and Stephanie Thompson of Keller Williams Realty

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Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 Gardner Terrace, Hingham, MA

Price$2,099,000

Est. Mortgage: $/month

MLS Number 72430944

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

This impeccable,9-year young custom colonial with nearly 7000SF of living space at the end of a cul-de-sac is filled with style and panache! Entertainment-friendly floor plan offers a gourmet white kitchen with large island, custom cabinetry and chef's appliances which opens to the spacious cathedral ceiling family room with fireplace.Elegant foyer with curved staircase, gracious dining room with butler's pantry and coffered ceiling, sophisticated living room, and a study with wet bar complete the first floor. Upstairs there are 4 bedrooms with gleaming hardwood floors and 3 full baths including a spacious master suite. Walk up attic offers additional 1000SF opportunity for storage/to be finished.The lower level offers 9' ceilings, a second family/media room, game room, half bath and a gym. Level one acre+ lot with mature trees and plenty of room for a pool and/or tennis court. Step outside to the lovely landscaped yard with blue stone walk ways, patio w/firepit, and lovely stone walls

Listed by Kate Johnson of Compass

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Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 Marlborough Street, Boston, MA

MLS Number 72429651

  • Single Family
  • Parking Spaces 2
  • Year Built 2011
  • Full Bath 5
  • Bathroom 7

Meticulously restored townhouse located on sunny-side 2nd block of Marlborough Street now available on market as a single family home for the 1st time in almost a century. Spanning 7 floors, this home offers approx. 7,607SF of living, 5 beds, 5 baths & 2 half baths including a master suite floor-through with classic 4-piece master bath in white Carrara marble, approx. 13' to 16' ceilings in most rooms, sunny corner exposure, elevator, oversized kitchen w/ custom shaker-style cabinetry, granite countertops & top-of-the-line appliances, formal reception room, 6 fireplaces, library with built-in bookshelves, family room featuring a full bar in exquisite millwork, laundry room, smart home controls, au pair suite w/ private entrance & patio, multiple outdoor spaces throughout including an oversized roofdeck with 360-degrees views of the city, a fully finished basement housing an in-home fitness facility & family playroom plus direct access to a heated driveway for 2 full parking spaces.

Listed by Ricardo Rodriguez and Josh Carr of Coldwell Banker Residential Brokerage - Boston - Back Bay

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Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 Peggotty Beach Road, Scituate, MA

MLS Number 72429458

  • Single Family
  • Parking Spaces 10
  • Year Built 1999
  • Full Bath 4
  • Bathroom 5

Luxury Ocean Front property was originally featured on HGTV's "DREAM HOUSE". Sited on a little more than a half acre, this 4BR, 4.5 Bath estate has seaside views & wrap around mahogany decks from essentially every room. Chef's Kitchen adorns fir Cabinetry and granite counter-tops, Viking cooktop that highlights Winslow Homer's reproduction painting "Fog Warning", Thermador double oven, sub zero fridge, extra prep sink, full pantry and plenty of entertaining space leading to your very own butler's pantry. Open Floor plan formal dining, sunken living room, to a one of a kind Oak & Cherry Sunroom with wet bar and an Italian mosaic. Extra features include 3 gas fireplaces, 2 wood burning, 40KW generator, central vac, central A/C, radiant heat throughout, surprise pull down finished attic can be used as a play room/craft room. 2 Master En Suites include Jacuzzi tubs & fireplaces, 2nd floor laundry with soap stone sink, 2 additional bedroom's & full bath. Perfect entertaining oasis!

Listed by Kimberly Dawes of Keller Williams Realty Colonial Partners

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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9 Chestnut Street, Boston, MA

MLS Number 72428404

  • Single Family
  • Year Built 1824
  • Full Bath 3
  • Bathroom 5
  • Bedrooms 4

This grand "picture perfect" townhouse has been totally renovated and restored by its current owners. There are large gracious entertaining rooms, a state-of-the-art kitchen, a wonderful family room overlooking the garden, a front and rear staircase and beautiful architectural details. There is a new roof, central a/c, a "Nest" system, Lutron lighting and much more.

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

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 Ocean Ledge Drive, Cohasset, MA

Price$2,395,000

Est. Mortgage: $/month

MLS Number 72426025

  • Single Family
  • Parking Spaces 6
  • Year Built 2018
  • Full Bath 4
  • Bathroom 5

Fabulous new construction in private setting. Go to 792 Jerusalem Rd for location. Move right in to this eleven room masterpiecebuilt in 2016 in a great new neighborhood! Offering over 5700 sq ft of living areathat includes 4 bedrooms, great room, family room, home office, dining room, amazingmud room with built-ins for all of the "stuff". Gourmet Chef's Kitchen with butler'spantry, bonus room, four full marble baths, one half baths, three car attached garage!Attention to detail and quality mill work throughout! Turnkey! Additional detachedtwo car garage. A private walking trail to Cohasset Golf Club!

Listed by Frank Neer of Coldwell Banker Residential Brokerage - Cohasset

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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45 Ocean Ledge Drive, Cohasset, MA

Price$2,395,000

Est. Mortgage: $/month

MLS Number 72426043

  • Single Family
  • Parking Spaces 10
  • Year Built 2016
  • Full Bath 4
  • Bathroom 5

Fabulous home in private setting built in 2016. Go to 792 Jerusalem for location. Located on Cul-de-sac! Offering over 5700 sq ft of living area that includes 4 bedrooms, great room, family room, home office, dining room, Amazing mud room for all of the "stuff". Gourmet Chef's Kitchen with butler's pantry, bonus room, four full baths, one half baths, marble Master bath, three car attached garage and walk out basement.. Come see this amazing home.

Listed by Frank Neer of Coldwell Banker Residential Brokerage - Cohasset

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$
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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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Lot 7 Little Harbor Road, Cohasset, MA

Price$3,100,000

Est. Mortgage: $/month

MLS Number 72424870

  • Single Family
  • Parking Spaces 4
  • Year Built 2019
  • Full Bath 5
  • Bathroom 6

Listed by Thomas Hamilton of Dean & Hamilton REALTORS®

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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

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