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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80 N Main Street Cohasset MA 02025

Price$3,950,000

Est. Mortgage: $/month

MLS Number 72453170

  • Single Family
  • Parking Spaces 8
  • Year Built 1977
  • Full Bath 3
  • Bathroom 4

Extraordinary direct waterfront property. This stunning, newly renovated, sun-filled waterfront contemporary is directly on Little Harbor offering spectacular views, and an incredible waterfront lifestyle. Located in a premier walk to village location this home is luxurious inside and out with brand new high-end appliances and sophisticated finishes throughout. Several upgrades including new hardwood floors throughout, new electrical, gas heating & AC, new kitchen, all new bathrooms. 1.44 acres with 125 feet of water frontage and direct water access. Enjoy the fragrance of the sea as you sit poolside on a hot summer day. Bring your boat, there is a mooring right out front!

Listed by Frank Neer of Coldwell Banker Residential Brokerage - Cohasset

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 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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85 Jerusalem Road Cohasset MA 02025

Price$2,095,000

Est. Mortgage: $/month

MLS Number 72450566

  • Single Family
  • Parking Spaces 6
  • Year Built 1985
  • Full Bath 3
  • Bathroom 4

You will fall in love with this waterfront home the minute you walk through the door. This pristine home over looks Little Harbor with water views from almost every room. Prime location close to the Village, ball fields, library and train station. Completely updated and move in ready. This home has the perfect floor plan for today's living and entertaining. Many updates to the interior and exterior of the home. Sit on the back deck, by the fire table and watch the sunrises and sunsets. Walk to the waters edge and launch your kayak and paddle around Little Harbor.

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

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 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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1A Love Lane Hingham MA 02043

Price$2,099,900

Est. Mortgage: $/month

MLS Number 72450917

  • Single Family
  • Parking Spaces 8
  • Year Built 2019
  • Full Bath 3
  • Bathroom 4

Introducing One Love Lane, an exquisite custom home to be built on a 1.3 acre retreat lot by a well known local builder. Privately nestled at the end of a cul-de-sac to take advantage of wonderful views over a pastoral setting, this new construction offers an exciting opportunity to build your dream home. This incredibly crafted home will have over 5,000 sq.ft. of finished space and will showcase today's open concept living. A dream kitchen with large island, walk-in pantry, mud room, spacious family room, master suite with sumptuous bath, finished walk out lower level and walk up attic are but a few of the highlights. This home will have architectural detail and design surpassing every expectation. Surrounded by specimen trees, the expansive, level lot has room for a pool. The choices are yours to build the home you have always dreamed of...

Listed by Rosemary Sullivan of William Raveis R.E. & Home Services

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 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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98 Crescent Avenue Scituate MA 02066

Price$3,199,000

Est. Mortgage: $/month

MLS Number 72450422

  • Single Family
  • Parking Spaces 6
  • Year Built 2008
  • Full Bath 3
  • Bathroom 4

This Shingle style oceanfront home is elegant, sophisticated, yet comfortably casual with an open floor plan that lends itself to serious entertaining. 1st rate appointments include heartwood pine flooring throughout, finely crafted detailed moldings and custom cabinetry, and hurricane rated Marvin windows. The kitchen is a cook's delight with a 6-burner Viking gas stove, convection oven, 2 dishwashers and a restaurant style refrigerator freezer. The huge wrap-around ocean-facing porch is perfect for dinner parties with friends and family while the 2nd level observation deck and widow's walk provide superb views of the coastline and all its activity. Central a/c, an outside shower, a back-up gas powered generator, and removable steps to a sandy beach make this home the best in its class. On town sewer, this is indeed, simply spectacular.

Listed by Darlene Hadfield of Coldwell Banker Residential Brokerage - Hingham

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 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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70-Lot-A2R Black Horse Lane Cohasset MA 02025

MLS Number 72449245

  • Single Family
  • Parking Spaces 25
  • Year Built 1742
  • Full Bath 5
  • Bathroom 6

This exclusive, private direct waterfront estate located on Cohasset Harbor boasts 4+ acres, including access and use of a private 7 acre island. This offering does not include the other two lots nor the swimming pool. This is now being Sold separately as a stand alone or could be still part of the entire Estate. The property currently features a 250 year old Sea Captain's House, a beautiful and a spacious barn/carriage house/boat house with green house. It also has a private boat dock. The home has six bedrooms and five and a half baths, including a Master Suite with his and her dressing rooms. The home is already hooked up to town sewer and is ready for renovations. The property is on town water and has a private well for irrigation. This property is a one of a kind estate setting and has only had three owners in the last 100 Years. The 7 acre property with the home and Barn is being sold separate from the other two lots.

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: 4.37% last updated on Feb 14, 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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88 Myrtle Street Boston MA 02114

MLS Number 72448731

  • Single Family
  • Year Built 1840
  • Full Bath 4
  • Bathroom 5
  • Bedrooms 5

Fabulous single family townhouse with 3-4 bedrooms and 3.5 baths plus a one bedroom in-law apartment. Five living levels plus a full unfinished basement. There is a one bedroom in-law/ au pair apt. on the first floor with a kitchen and living room. Gracious curved stair leads to the second floor which has a large sunny, eat-in kitchen with stainless steel appliances, two refrigerators, cherry cabinets, fireplace, butler's pantry and a deck with stair to charming brick patio. There is a formal dining room to the front with tall windows. The third floor has a front facing living room with fireplace and wood floors. Study/bedroom with half bath to the rear. Fourth floor has a master suite with the bedroom to the front, fireplace, a bath with two sinks and a shower stall. Large dressing room with built-ins to the rear. Fifth floor has two bedrooms each with full bath. W/D in hall closet. Stair to roof deck with far reaching views of the Charles River. Split system a/c; gas FHW heat.

Listed by Joseph Govern of Street & Company

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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 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 Deep Run Cohasset MA 02025

Price$2,399,999

Est. Mortgage: $/month

MLS Number 72447539

  • Single Family
  • Parking Spaces 6
  • Year Built 2005
  • Full Bath 4
  • Bathroom 5

Enjoy breathtaking ocean views from this home on the highly sought after Deep Run cul-de-sac, directly off of Jerusalem Rd. This custom designed shingled home truly maximizes the ocean views throughout. The great room consists of a family room, dining area and a gourmet kitchen with vaulted ceilings, oversized kitchen island, custom built wet bar, with luxury appliances. This home offers a great flow to numerous outdoor living areas with blue stone patios, and balconies throughout. The private master suite features a full bath, walk-in closet, fireplace and private balcony. The flex space over the garage offers space for a playroom, additional family room or guest suite. Rinse off in the outdoor shower after walking home from your deeded access to an ocean front lot on Jerusalem Rd.

Listed by Kevin Lewis of Compass

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$
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$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 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 Street Boston MA 02116

Price$14,900,000

Est. Mortgage: $/month

MLS Number 72447039

  • Single Family
  • Year Built 1863
  • Full Bath 5
  • Bathroom 8
  • Bedrooms 8

Introducing 208 Beacon Street, one of Back Bay's premier residences. This sunny side, river facing brownstone is the epitome of sublime city living. Renovated and restored with six floors of exceptional living and entertaining space. An architectural showcase, designed by the professionally trained owner with Miami-based CMA Architects and Contractors, MF Reynolds. No detail was overlooked to blend original features and custom finishes to curate a modern, sought-after aesthetic. The grand staircase leads to the stunning "piano nobile" entertaining level with formal dining and living rooms with 14' ceilings. Beyond the master suite and family bedroom floors lie two oversized rooms connected by a full bath and laundry, offering its owners private studies or guest quarters. Entertaining awaits on the river-facing deck, roof deck, and private, enclosed yard with loggia that leads to the 2-car garage. A private elevator and au-pair suite complete this luxurious yet livable legacy home.

Listed by Michael Carucci and Amy Rutkowski of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 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 Bradford Street Boston MA 02118

MLS Number 72447133

  • Single Family
  • Parking Spaces 1
  • Year Built 1890
  • Full Bath 3
  • Bathroom 4

Exquisitely designed by Divine Design Center & renovated w/ dedication to excellence throughout. Remarkably appointed w/ European finishes this 3+ bedroom is for the discerning city dweller.1st flr has sep entrance,1 bath & wet bar opening to pvt patio w/custom imported outdoor kitchen w/Wolf grill. 2nd flr features kitchen w/impressive Gaggenau appliances including cooktop, steam oven & fridge.The open layout is highlighted by a stunning floor to ceiling fireplace created to be functional & inviting. Master suite spans an entire upper floor. Epitomizing luxury at its best, it offers a decadent Italian walk-in wardrobe & ensuite bath w/ frameless glass shower, soaking tub, heated floors & double floating vanity. Top flr has 2 additional beds w/full bath. Adjacent alcoves on each flr are ideal for an office, library, playroom, or in-home gym. Linking each level is the showstopper custom glass staircase. Famed Restaurants, Peters Pk, Silverline, all at your doorstep. Garage Parking Avail

Listed by Melinda Sarkis of Coldwell Banker Residential Brokerage - Boston - South End

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$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 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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22 Braddock Park Boston MA 02116

Price$3,795,000

Est. Mortgage: $/month

MLS Number 72446199

  • Single Family
  • Parking Spaces 4
  • Year Built 1865
  • Full Bath 3
  • Bathroom 4

Stunning Victorian in one of the South End's finest locations. The house has great bones, including an oversized lot and great ceiling height on every floor. The house is is in need of a full renovation to create a spectacular home.

Listed by Jefrey Byrne DuBard of Byrne & Company Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.37% last updated on Feb 14, 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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