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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185 Downer Avenue Hingham MA 02043

MLS Number 72689404

  • Single Family
  • Garage 2
  • Parking Spaces 2
  • Total Parking Spaces 4
  • MLS Status New

Welcome to a WATERFRONT OASIS in Crow Point featuring impeccable views of the Hingham Harbor. This charming Nantucket style shingled three level home offers an open concept floor plan. Rooms are flooded with natural light and gleaming hardwood floors. Perfectly situated on the harbor with a generous 192 feet of waterfront property providing direct access to the beach allowing for water activities such as boating, kayaking, swimming, sailing and so much more! Newly installed floating dock and gangway. Detached 2 car garage. Located near Hingham yacht club, Shipyard, Boston commuter ferry and Hingham Square. Rare and remarkable Crow Point location with professional and lush landscaping provides for a tranquil oasis. You will love gardening in the beautiful yard while admiring the view and feeling the ocean air.

Listed by The Welch and LaBrecque Team, Catherine LaBrecque and Kristi Welch of Compass

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Federal 30-year interest rate: 3.03% last updated on Jul 9, 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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6 Deep Run Cohasset MA 02025

Cohasset, MA6 Deep Run

Price$3,775,000

Est. Mortgage: $/month

MLS Number 72686043

  • Single Family
  • Garage 3
  • Parking Spaces 10
  • Total Parking Spaces 13
  • MLS Status Active

Built around the water, designed around a view, this stunning shingle-style colonial exudes simple and uncomplicated living. Expertly designed and built, this 6-bedroom, 7 bath home showcases stunning details and expansive water views from almost every single room! Simply breathtaking, with a gracious soaring entry that opens into a gourmet kitchen with chef-grade appliances, dining room, sunroom, study, and a sun-filled living room overlooking the Gold Coast. The luxurious master suite features an exterior balcony - perfect for watching the sunset, fireplace, walk-in closet, and gracious bath. The immaculately finished lower level contains a movie theatre with stadium seating, game area for entertaining complete with handcrafted 10ft bar and plenty of seating, and fitness room. The third level offers a large, private home office that is perfect when working from home. The exterior features perfectly manicured privacy-enhancing landscaping, and a 3-car garage.

Listed by Kevin Lewis of Compass

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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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198 W Brookline Street Boston MA 02118

MLS Number 72686317

  • Single Family
  • Garage 2
  • Total Parking Spaces 2
  • MLS Status Active
  • Year Built 1865

Stylish elegance and resort-inspired luxuries define this sophisticated South End residence on a prime block of a quiet tree-canopied street just steps from vibrant dining, shopping and culture.Staying true to its historic character, this stately townhouse has been meticulously restored and renovated, highlighting 8 beautiful fireplaces and walnut millwork while giving a fresh take on tradition. Tall bow and bay windows maximize the natural light and leafy views. The impressive entertaining spaces are served by a butlers pantry and renovated gourmet kitchen. Up to 7 bedroom suites feature luxe full-floor master quarters with a vaulted mahogany dressing room and radiant- heated marble bath. Along with the rarity of 2-car covered parking, there are 3 outdoor living spaces- the bamboo garden, sunny garden terrace and fabulous roof deck with hot tub and panoramas of the skyline and glittering night lights giving the feel of resort living in this one-of-a-kind oasis in the heart of the city

Listed by Allison Mazer and Gina Morda of Compass

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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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4 W Hill Place Boston MA 02114

Boston, MA4 W Hill Place, Beacon Hill

Price$4,525,000

Est. Mortgage: $/month

MLS Number 72686406

  • Single Family
  • Parking Spaces 1
  • Total Parking Spaces 1
  • MLS Status Active
  • Year Built 1999

Stunning Condo with private entrance that lives like a Single Family located on The Flat of Beacon Hill with Deeded Parking right outside your door! This home combines old world charm with 21st century updates. This gorgeously renovated 4+bed, 3.5 bath home features a wrapping central staircase connecting three levels of living space. The top floor features an open kitchen, living, and dining area along with a large and cozy family room with a wood burning fireplace. Additional features include a luxurious en-suite master bedroom with walk-in closet, Carrara marble in both the kitchen and bathrooms, high-end appliances, wet bar, full laundry room and separate garden level entrance leading to a family room and additional bedroom. No details were overlooked as this home has 4 wood burning fire places, built-in speakers, and is pre-wired for complete smart home functionality. Perfect for a family situated on a private cul-de-sac steps from Charles Street.

Listed by Craig Lake of Compass

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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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10 Cumston Street Boston MA 02118

Boston, MA10 Cumston Street, South End

Price$2,650,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72685588

  • Single Family
  • Garage 1
  • Total Parking Spaces 1
  • MLS Status Contingent
  • Year Built 2000

This magnificent renovated 3 bed plus office townhome with natural light and fine appointments throughout was built new in 2000 and is centered on one of the most picturesque streets in the South End. Features include a gorgeous Viking Subzero Miele quartz kitchen w abundant new custom cabinetry open to versatile dining/family room, a lovely powder room and access to prof landscaped patio which completes the first level. There is a grand scale double parlor living room ideal for entertaining, with fireplace, high ceilings and separate office alcove with custom builtins. Also included are 2 generously proportioned guest beds, one with a window bay and guest bath with vanity. The king sized master suite has views of Back Bay, a luxurious new spa marble bath with Hansgrohe fixtures, walkin shower, double sinks, and enormous walkin closet. Add'l features include HW floors, 4 zones of htg/2 CA, Electrolux laundry and 1 garage parking included.2ND ADJACENT PARKING SP AVAIL FOR 100K.

Listed by Dana Desimone of Coldwell Banker Residential Brokerage - Boston - South End

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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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92-A Beach Street Cohasset MA 02025

Cohasset, MA92-A Beach Street

Price$4,995,000

Est. Mortgage: $/month

MLS Number 72684223

  • Single Family
  • Garage 2
  • Parking Spaces 8
  • Total Parking Spaces 10
  • MLS Status Active

Fabulous Nantucket style home sits on a quiet peninsula in Little Harbor offering panoramic water views from every room. Featuring 11 rooms with 6 bedrooms (4 ensuite bathrooms). Gorgeous master suite includes custom bathroom with spa and private deck. Lower level offers au pair/guest bedroom ensuite plus workout area with easy walkout to the fabulous pool and the new expansive dock ready to be used for all of your boating needs. This home was completely rebuilt and expanded with state of the art mechanical and electrical systems. Includes custom millwork and built-in cabinetry throughout, open floor plan with gourmet kitchen with top of the line appliances, and huge walk in pantry. Casual dining area includes a custom wet bar and wine cooler. Home offers 6 fireplaces, including a beautiful outdoor fireplace on an expansive deck overlooking in-ground heated pool. Huge roof deck offers 360 degree views of Little Harbor, the Atlantic, Minots Light and Marblehead beyond. A Must See!

Listed by Frank Neer of Coldwell Banker Residential Brokerage - Cohasset

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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 Atlantic Avenue Cohasset MA 02025

Cohasset, MA21 Atlantic Avenue

Price$2,495,000

Est. Mortgage: $/month

MLS Number 72684145

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Total Parking Spaces 6
  • MLS Status Active

Privately situated and centrally located, this new construction home offers quality living at an ideal location. Set high on Atlantic Avenue w/ landscaped gardens and custom stone walls sweeping the front and back of the property, this home is a gem. Enter into the spacious mudroom with built-in bench seat and cubbies for storage. Step into the stunning kitchen w/ custom cabinetry, butcher block island, quartz countertops, Thermador appliances, and wet bar. Open first floor is ideal for entertaining with the kitchen opening into the dining space, flanked by a family room and a sitting/social area. A secluded area off of the front entry is a private space to work from home. Two staircases take you upstairs to 5BD and 3BA. A master suite with private balcony, walk-in closet, and bright en-suite bath is perfect to relax and unwind. 4 additional bedrooms are all generous size - even as a kid's playroom. Steps to Cohasset Harbor, a mile to Sandy Beach and the Village. Welcome home.

Listed by Alison Sheerin of Conway - Scituate

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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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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185 Jerusalem Road Cohasset MA 02025

Cohasset, MA185 Jerusalem Road

Price$3,500,000

Est. Mortgage: $/month

MLS Number 72683195

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Total Parking Spaces 8
  • MLS Status Active

Iconic Cohasset gem in an estate setting on Little Harbor enjoys the best of all this bucolic town has to offer. Meticulously gut renovated and expanded in 2018 to enjoy the conveniences of modern living while maintaining the beauty and charm of the original home, 185 Jerusalem enjoys spectacular views and frontage on Little Harbor. The setting provides an amazing lifestyle - take a boat cruise from your mooring, launch your paddle board or kayak from the back yard, swim in the gunite pool or relax in one of the three covered porch living areas. Sandy beach is a short walk down the road, as is Holly Hill Farm and the acres of wooded walking trails it contains. Walking up the natural ledge face to enter the home, you find bright, open plan living spaces and water views throughout. A rare opportunity to experience the best of the South Shore.

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: 3.03% last updated on Jul 9, 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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399 Atlantic Avenue Cohasset MA 02025

Cohasset, MA399 Atlantic Avenue

Price$3,490,000

Est. Mortgage: $/month

MLS Number 72681393

  • Single Family
  • Garage 4
  • Parking Spaces 6
  • Total Parking Spaces 10
  • MLS Status Active

Sitting high above the ocean on Atlantic Avenue, this home offers oceanfront living unlike any other. This thoughtfully redesigned home provides breathtaking views throughout. The home comes with its own beach and deep water access which is perfect for boating and fishing. Inside you will find five bedrooms, highlighted by a beautiful first-floor master suite with its own private deck. The light pours in through the massive great room windows making it feel as if you are on the ocean while sitting on your couch. Two and a half baths, a second master suite and stunning space for an office complete the inside. The full wrap-around deck is perfect for hosting gatherings unlike anywhere else. This property also has a four-car detached garage. Watch the ships pass by from this one of a kind home.

Listed by Kevin Lewis of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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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9 Dartmouth Place Boston MA 02116

Boston, MA9 Dartmouth Place, South End

Price$2,975,000

Est. Mortgage: $/month

MLS Number 72681436

  • Single Family
  • Parking Spaces 1
  • Total Parking Spaces 1
  • MLS Status Active
  • Year Built 1900

This brilliantly designed single family with an oversize parking area was meticulously renovated and offers luxurious amenities on a coveted dead-end street in the heart of the South End. Walnut floors, designer finishes, custom built-ins, SubZero/Viking kitchen, three gas fireplaces, a bathroom on every level, walk-up roof deck with stunning views, garden patio, security system, well-considered storage, central air, and so much more. The lavish full floor master bedroom has a huge walk-in closet, dressing room with built-ins, and a enviable bathroom complete with heated floors, separate toilet room, big shower, soaking air bubble tub, full-height linen cabinet and two sinks. The top floor has two more ample-sized bedrooms and a bathroom, along with a laundry room (plumbed for a sink) and a "kitchenette" with fridge and sink. Whether you're in the open-concept kitchen/family/dining area, reading in the formal parlor, or working the large office, this is city living at its' finest.

Listed by Timothy Haynes of Keller Williams Realty Signature Properties

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$
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$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 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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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.