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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70 Black Horse Lane, Cohasset, MA

Price$11,400,000

Est. Mortgage: $/month

MLS Number 72245245

  • Single Family
  • Full Bath 5
  • Bathroom 6
  • 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. 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

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

Do not fill in this field:

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$
$
%
$/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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5 Charles River Square, Boston, MA
Open House

MLS Number 72245130

  • Single Family
  • Next Open House: Wed 25th 12:00 pm - 1:00 pm
  • Full Bath 3
  • Bathroom 4
  • Bedrooms 4

This totally renovated four bedroom townhouse is located in a prestigious Neo-Georgian square built in 1909 on the flat of Beacon Hill. There is an open kitchen with a breakfast nook and family room and a lavish master suite including a steam shower. The traditional formal rooms are perfect for entertaining. This house has it all with many upgrades including high efficiency windows, a large garden, a spacious roof deck, central a/c, great light and parking at the front door

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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29 W Cedar Street, Boston, MA
Open House

MLS Number 72243318

  • Single Family
  • Next Open House: Sat 21st 11:00 am - 1:00 pm
  • Full Bath 3
  • Bathroom 4
  • Bedrooms 5

In a prime setting on the rise of historic Beacon Hill, this classic 19th-century townhouse on peaceful tree-lined West Cedar Street sits on the block right between Louisburg Square and Charles Street, near fine boutiques and restaurants and the Charles River Esplanade. Giving lovely tree-framed views of West Cedar Street and the Louisburg Square rooftops, this four-story mansard-roof residence has five bedrooms and three and a-half baths, and offers the perfect opportunity for a custom renovation. One of the five fireplaces is highlighted by an exquisite hand-painted scenic mural done in 1930 by renowned English landscape painter Rex Vicat Cole, a member of the Royal Society of British Artists. Outdoors, there is a private courtyard plus two potential deck spaces, one on the rooftop where picturesque panoramic scenes sweep over Beacon Hill and the Back Bay skyline all the way to the Charles River and Cambridge. The basement level has outside access. Rental parking is available nearby.

Listed by George Ballantyne 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.

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36 Joy Court, Boston, MA

Price$2,100,000

Est. Mortgage: $/month

MLS Number 72243454

  • Single Family
  • Full Bath 2
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1850

Amazing and Unique opportunity to own what lives like a Single Family on a gorgeous private courtyard that feels like you are in Europe. This condo is coming to the market for the first time in almost 25 years, but the home has been beautifully maintained. The current owners raised their 2 children in the home which is perfect for a family or a couple. It has so much charm and details with gorgeous original pine flooring, 4 fireplaces, cathedral ceilings in the bathroom with original beams, private outdoor space as well as a common outdoor deck. There is a private entrance into this home with the kitchen and living area just one flight up. There is an abundance of windows in the unit which makes it feel open and airy. This is a completely original and unique condo in Beacon Hill and Boston. Although it lives like a single family - it is part of a 12 unit condo association located on it's own private courtyard. Easy walk to Whole Foods, Restaurants and bars, T stops and Boston Common

Listed by Craig Lake of Luxury Residential Group, LLC

{$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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33 Beaver Place, Boston, MA

Price$8,995,000

Est. Mortgage: $/month

MLS Number 72240541

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

Spectacular Carriage House unlike anything else on the market! This beautifully renovated home on quiet Beaver Place, incredibly close to Beacon Street and the Common and on the border between Beacon Hill and Back Bay. Walk in through a spacious foyer into an extra wide, open layout living and dining room with gas fireplace and an abundance of windows and a skylight that runs up the entire house give the room plenty of natural light. Kitchen has been thoughtfully configured with adjacent bar, large pantry and modern appliances including gas stove. All four bedrooms have en suite bathrooms. Second floor Master bedroom with walk in closet, master bathroom with large shower, jacuzzi tub, and gas fireplace. Second bedroom has great size closet and alcove desk space. Library with custom wooden built ins and gas fireplace. Top floor has two similar sized bedrooms and access to INCREDIBLE PRIVATE DECK. Huge garage fits 2 cars comfortably plus storage space. Two extra parking right out front.

Listed by Beth Dickerson 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.

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38 Atlantic Avenue, Cohasset, MA

Price$2,289,000

Est. Mortgage: $/month

MLS Number 72239613

  • Single Family
  • Full Bath 3
  • Bathroom 4
  • Bedrooms 5
  • Year Built 1904

A home with European style and a rare beauty of antiquity has been invigorated with modern conveniences, technology & design. You will love your lifestyle in this stunning, five bedroom landmark villa - with privacy & wide open views of the gardens, Treat's Pond, the Atlantic Ocean & Minot's Light. A landscaped forecourt & foyer with a barrel vaulted ceiling are uniquely welcoming. A sun-lit kitchen with stainless appliances & granite counters & a multi level garden offer one-of-a-kind entertaining options. Deeded beach rights to Sandy Cove delight family summers. Exquisitely renovated with contemporary upgrades including: multi- zone HVAC, recessed lighting, a central station security & CO2 alarm, central vac & Brazilian walnut flooring. An expansive master suite/spa bath, walk-in closets, wet bar, breathtaking terrace views join the tower room & look-out. Professionally landscaped. Separate multi-purpose garage. See video; ask for brochure

Listed by Frank Neer of Coldwell Banker Residential Brokerage - Cohasset

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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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392 Main Street, Hingham, MA

Price$2,799,000

Est. Mortgage: $/month

MLS Number 72239188

  • Single Family
  • Full Bath 6
  • Bathroom 6
  • Bedrooms 5
  • Year Built 2015

EXQUISITE home on a beautiful, 1.3 acre level lot in the heart of sought-after Hingham Center with all the benefits of newer construction in an area of classic, historic homes. The existing home was extensively and masterfully renovated and expanded in 2015 to accommodate today's living. Lovely details of the original Italianate Victorian have been retained, while the home now offers a modern, top of the line infrastructure. This 5 bed/6 bath home has an OPEN floor plan with exceptional millwork. Expansive chef’s kitchen with high-end appliances, butler's pantry and double islands open to the spacious family room with coffered ceilings and custom built-ins. The first floor also offers a living room, formal dining room, guest suite/office w/private bath, 2 mud rooms and a sun filled breakfast room. The master suite is simply LUXURIOUS with steam shower and radiant floors. Four additional bedrooms with 4 full baths. Walkable to the playground, high school and town fields.

Listed by Tara Coveney of Coldwell Banker Residential Brokerage - Hingham

{$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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294 Highland Street, Milton, MA

Price$2,275,000

Est. Mortgage: $/month

MLS Number 72237910

  • Single Family
  • Full Bath 4
  • Bathroom 5
  • Bedrooms 5
  • Year Built 1951

Stately brick manor home located in prestigious Hospital Hill will sure to catch your eye. The elegant approach through the mature screened landscape sets the tone for what will be your forever home. Sprawling interior offers sun splashed rooms, comfortable spaces all with today’s modern conveniences. The rooms are entertaining and the setting cannot be beat. A spacious kitchen with custom cabinetry and expansive island for family and friends to come and gather and relax. All set on spectacular 2+ acre lot with gates pool, separate loft style residence with fieldstone fire place, open kitchen, dining and family room; perfect for the in-laws; overnight guests or au pair potential. Come take a look and be amazed. This is one of Milton's hidden gems!

Listed by Matthew Freeman of Coldwell Banker Residential Brokerage - Milton - Adams St.

{$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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

553 East FIFTH, Boston, MA

Price$2,200,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72237462

  • Single Family
  • Full Bath 4
  • Bathroom 5
  • Bedrooms 5
  • Year Built 1900

SPECTACULAR RENOVATED SINGLE FAMILY W/ INLAW, 2 CAR DETACHED GARAGE W/ OFFICE ABOVE.The first floor of the home features an open kitchen/living/dining area w/separate wet bar housing dishwasher & uc refrigerator.There's a 16x21 deck w/wood burning fire place & retractable awning off of kitchen. 4 bedrooms, 3.5 baths, laundry room & home office area located on upper floors.The master bedroom has a new walk in closet/dressing area & new bath w/separate shower and soaking tub. The 1 bedroom in-law suite has a full kitchen, bath & access to a fabulous 11x14 covered patio w/wood burning fireplace The 2 car garage has a finished area above currently used as an office w/ bath w/walk in shower–office area could also be used as a studio or a gym.There is additional parking outside garage. This home has a maintenance free exterior with the exception of the exterior entry way which is original to the home. There are 2 furnaces, hardwood floors throughout, security system w CCTV & SONOS

Listed by Beth Dailey of Boston Realty Sales & 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

167 OTIS Street, Hingham, MA

Price$3,700,000

Est. Mortgage: $/month

MLS Number 72234504

  • Single Family
  • Bathroom 4
  • Bedrooms 4
  • Full Bath 3
  • Year Built 2003

SENSATIONAL WATERFRONT ON HINGHAM HARBOR! Custom-built in 2003,this exceptional Sally Weston-designed shingled styled home offers panoramic views of Hingham Harbor and beyond!Through its walls of windows,enjoy the glorious seascape from every room! Exquisite custom details throughout complement the gracious, fireplaced living room with coffered ceiling,a recently updated Fanueil-designed kitchen-complete with high-end appliances and fabulous new lighting- opens to a beautifully beamed fireplaced family room. Its casually elegant interior has been freshly painted and new Brazilian cherry flooring enhance each generously-sized bedroom.The finished walkout basement with soaring 12' ceiling offers a full bath, gym and sauna that leads to an expansive deck with steps to a newer,oversize patio and outdoor shower. Its fabulous location allows a short walk to downtown restaurants,Yacht Club,beach and 5 minute drive to Shipyard's Commuter Ferry and Train! Welcome to paradise...welcome home!

Listed by Denise Marshall and Sheila Creahan 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.

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.