South Boston Luxury Homes

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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194 W 9Th Street, Boston, MA

Price$2,100,000

Est. Mortgage: $/month

MLS Number 72260321

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 3
  • Year Built 1900

Attention all developers and investors. This tear down SF sits on an oversized lot in South Boston, approximately 3951SF, and is conveniently located near the T, Carson Beach and all of the great shops and restaurants that Southie has to offer. Property incl Does curb cut and driveway. Zoning subdistrict MFR multi family residential. Buyers to perform all due diligence. This property is selling “As Is’. Please do not walk the property or disturb the tenant.

Listed by William Laferriere of Coldwell Banker Residential Brokerage - Boston - South End

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Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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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29 High Street, Boston, MA

Price$2,695,000

Est. Mortgage: $/month

MLS Number 72259824

  • Single Family
  • Bathroom 4
  • Full Bath 3
  • Bedrooms 4
  • Year Built 1863

Majestic Italianate Victorian Brick Townhouse! Parking at Your Door! Rare South Facing Corner with Glorious Sunshine throughout & Windows on 3 Sides! Circa 1863! Over 4000+SF of Luxurious living! Awe Inspiring Views of the entire Boston Skyline & Harbor from your 350Sf Roof deck will leave you breathless! Prime Location 1 Block from Monument Square! Impressive Original Detail! Elaborate raised panel Mahogany wainscoting, Cornice Moldings, Picture rails, Plaster Medallions & 6 Marble Mantels! Refined Elegance! Sweeping Entrance Foyer & Grand Staircase! Elegant Frml Diningroom! Dream Chef's Gourmet Kitchen with abundant Cherry Cabinetry, Gas fireplace, Granite Breakfast Bar & Countertops! Viking Professional Series appliances & Butlers Pantry! Private Brick Courtyard directly off 1st floor for intimate outside enjoyment! Exquisite Second Floor Drawingroom with Piano Alcove! Tranquil Library & Media Room! 4/5 Bedrooms, 3.5 Full Baths! Towering 11Ft Ceilings! Stunning features! Investment!

Listed by Frank Celeste and Craig Bennett of Gibson Sotheby's International Realty

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Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 Garden Street, Boston, MA

MLS Number 72259529

  • Single Family
  • Bathroom 3
  • Full Bath 3
  • Bedrooms 4
  • Year Built 1827

This charming townhouse is a Beacon Hill gem, located on a quiet street. Built in the 1820s, its original historical features include wide pine floors, brick and beam architecture and six fireplaces. A flexible floor plan accommodates multiple bedrooms on five levels. The renovated kitchen features high-end appliances and refined cabinetry. The adjoining family room leads to an exquisite patio, ideal for family living and entertaining. The formal dining room is enhanced by a fireplace and a bay window overlooking the tree-lined street. Also on the main floor is an en-suite bedroom. The sun-filled, fireplaced living room adjoins a handsome wood-paneled study. The master suite is expansive, with a dressing room, bathroom, and two fireplaces. At the top level is a bedroom and a generous storage space. Imagine all this in proximity to Massachusetts General Hospital, Logan airport, the Financial District, public transportation and major roadways. This splendid residence is a must-see!

Listed by Amy Donovan of LandVest, Inc.

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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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93 Charter Street, Boston, MA

MLS Number 72259063

  • Single Family
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 5
  • Year Built 1899

One-of-a-kind palatial home located in the Copp’s Hill section of Boston’s Waterfront. This 3 unit building features a stunning owner’s residence accompanied by two impeccably renovated income producing units. Unparalled level of detail, craftsmanship and ambiance throughout. Overlooking Copp’s Hill, the owner’s suite offers a floor through entertaining size living and dining room with stunning wood burning fireplace and an ornate stripped antique oak mantel, private balcony, and 10’ soaring ceilings. Corner location with lines-of-windows offers historic views, red birch hardwood floors, custom moldings and finishes. Large master bedroom flows seamlessly into the master bath with antique zinc soaking tub and custom walk-in shower. Original joists from the building were salvaged during construction and incorporated into shelving, cabinetry and built-in book cases. Enjoy breathtaking views of the Skyline and Harbor from the private roof deck complete with irrigation and exotic gardens.

Listed by Carmela Laurella, Scott Accorsini and Travis Sachs of CL Waterfront Properties

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 Chestnut Street, Boston, MA

MLS Number 72256608

  • Single Family
  • Bathroom 6
  • Full Bath 4
  • Bedrooms 8
  • Year Built 1899

Spectacular owner's triplex plus two 2 bedroom apartments. Main living area has a grand living room, dining room and paneled library. There are two decks and a garden. This is a magnificent house with beautiful architectural details.This wonderful property is a must see

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

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Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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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360 Arborway, Boston, MA

Price$2,295,000

Est. Mortgage: $/month

MLS Number 72255674

  • Single Family
  • Bathroom 4
  • Full Bath 3
  • Bedrooms 5
  • Year Built 1925

Perched high up in a prime Jamaica Plain location overlooking the Arnold Arboretum, this stunning Colonial Revival w/ direct access 2 car garage was comprehensively renovated & expanded by a renowned builder. Historic character blends seamlessly w/ modern finishes throughout. Flexible open floor plan is wonderful for entertaining and offers an oversized chef’s kitchen complete w/ high end Thermador appliances and a spacious island to gather around. Magnificent custom bar adorns the gas fireplaced living room. Handsome custom mudroom w/ ship lap walls & reclaimed wood bench. One of a kind, spacious master bedroom with spa-like marble master bath & separate soaking Jacuzzi tub. 3 other good-sized bedrooms, a guest bath, office and laundry room round out the 2nd floor. Top level is an expansive media / family room / 5th bedroom plus full bath. 4 large decks off the front of the home face towards the Arboretum for tranquil mornings w/ coffee. This grand dame is a beauty not to be missed!

Listed by Ellen, Janis and Josh Real Estate Team and Joshua Muncey of RE/MAX Destiny

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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 Melrose Street, Boston, MA

Price$2,175,000

Est. Mortgage: $/month

Open House

MLS Number 72250777

  • Single Family
  • Next Open House: Sun 17th 11:00 am - 12:30 pm
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 3

Picturesque Federalist Single Family home built in 1826 in a superb location with three+ beds, 4.5 baths & a lovely, sunny & spacious private rear patio. The beautiful 1st floor has a lovely foyer area with coat closet, a cozy dining room with handsome fireplace, cook's kitchen with fireplace, abundant cabinet space & windows overlooking quaint & quiet Melrose Street as well as access to the back patio & a half bathroom. 2nd flr features the full floor expansive living room with double fireplaces, high ceilings, overhead lighting & original wide-pine floors and a full bathroom. 3rd level houses a office/bedroom as well as a beautiful bedroom with an en-suite full bath. 4th flr features an oversized, cheery, full floor master bedroom w/ en-suite bath, walk-in closet & skylights. The lower level has a full bath, washer/dryer & flexible space that could be a bedroom/den/media room/playroom depending on a buyer's needs. The enclosed back patio is a wonderful extension of living space

Listed by Julie Harrison, Arianna Brown and Mary Conner of Gibson Sotheby's International Realty

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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

51 Highland Lane, Milton, MA

Price$2,500,000

Est. Mortgage: $/month

MLS Number 72248164

  • Single Family
  • Bathroom 4
  • Full Bath 3
  • Bedrooms 5
  • Year Built 1974

Welcome home to 51 Highland Lane. This custom built Royal Barry Wills home is situated on one of Milton's most coveted cul-de-sacs just ten miles from downtown Boston. This home prominently displays quality, richness and elegance. A gracious foyer greets you as you enter this lovely home. A generous front to back fireplaced living room, richly appointed den and formal dining room elegantly balance the main section of the first floor. A spacious kitchen, eating area and fireplaced family room balance the more casual side of this beautiful home. The second floor hosts a large master bedroom en suite, an additional four ample sized bedrooms and a full bath which complete this floor. The lower level has three finished rooms which could be used as playrooms, game rooms and work out space. An oversized deck leads to the private landscaped grounds which create a serene oasis. The design, setting and quality of this home places it in a class of its own.

Listed by Kathleen Huntington of William Raveis R.E. & Home Services

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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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159 Atlantic Avenue, Cohasset, MA

Price$7,650,000

Est. Mortgage: $/month

MLS Number 72246910

  • Single Family
  • Bathroom 6
  • Full Bath 5
  • Bedrooms 9
  • Year Built 1732

Cedar Ledges is a truly magnificent and historic landmark built in 1732 and owned by only 2 families over the last 275 years. With extraordinary privacy and serenity, the property includes 3.3 acres bordering Sandy Cove as well as deeded rights to Lothrop Beach and a potential buildable lot. Situated on high land overlooking the coast the house has been modified and improved over the years and includes 14 rooms, 5 fireplaces, a screened porch /conservatory, a tennis court, and grounds chosen as one of the "Notable Gardens of America”. Called in the Narrative History of Cohasset "A house that has History and Romance aplenty locked within its walls", this designated HT1 home has many fascinating interior details including a mantel made from a piece of old Minot Lighthouse washed ashore after the storm of 1851.Treasured generation after generation, this is a rare opportunity to start your own family legacy in one of the most beloved properties in Cohasset.

Listed by Frank Neer of Coldwell Banker Residential Brokerage - Cohasset

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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

70 Black Horse Lane, Cohasset, MA

Price$11,400,000

Est. Mortgage: $/month

MLS Number 72245245

  • Single Family
  • Bathroom 6
  • Full Bath 5
  • Bedrooms 6
  • Year Built 1742

This exclusive, private direct waterfront estate located on Cohasset Harbor boasts 14 acres, including a 7 acre island and 2500 feet of water frontage. 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 and an outdoor pool and pool house. 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. There are also two buildable lots approved for town sewer hookup. 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 14 acre property is being sold in its entirety. This is a Must See opportunity!

Listed by Frank Neer of Coldwell Banker Residential Brokerage - Cohasset

{$agent->Name}

Perry DiNatale Realty
91 N Street
South Boston MA, 02127
Office: 617.765.8747

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on May 25, 2017
* 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

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.