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South Shore MA Luxury Homes

Luxury HomeView current real estate listings for luxury homes on Massachusetts' South Shore below. You'll find a variety of beautiful homes in Milton, Quincy, Dorchester, South Boston, Weymouth, and beyond.

South Shore Luxury Homes for Sale

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56 Beacon Street Boston MA 02108

Boston, MA56 Beacon Street, Beacon Hill

Price$31,000,000

Est. Mortgage: $/month

MLS Number 73125070

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 10,858

Extraordinary opportunity to own a stately single family townhouse overlooking Boston Common that seamlessly blends historic elegance w/ modern luxury. Beyond the stately entrance & elegant dining room is the chefs kitchen open to the family room overlooking the backyard garden oasis. The grand double parlor boasts 12' ceilings, wet bar & mahogany paneled office w/ inviting outdoor deck. The primary suite level offers a luxury bath w/ soaking tub & separate shower. The versatile floor plan on the upper levels consist of 4 generously sized rooms, some w/ en suite bathrooms. The lower level presents an au pair suite. This stunning residence features a host of desirable features: 4-CAR GARAGE, elevator, 8 fireplaces add to the homes ambiance & 4 outdoor living areas including a roof terrace w/ panoramic city views. Beacon Hill is renowned for charming boutiques, restaurants, cobblestone streets, iconic gas lanterns which create a picturesque setting that transport you to a bygone era.

Listed by Cort Petrocelli Coopersmith Group, Colleen Coopersmith, Jeanine Cort and Brigitte LaBonte Petrocelli of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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835 Sea View Avenue Barnstable MA 02655

MLS Number 72933462

  • Residential
  • Bedrooms 7
  • Bathroom 14
  • Square Feet 15,500

Set on Osterville’s exclusive Sea View Avenue with commanding views over Nantucket Sound and an unprecedented 280 feet of private sandy beach, a once-in-a-lifetime coastal oasis awaits. Magnificent landscaping sets the stage, with specimen trees and lush plantings that offer total privacy across 3.66 acres. Designed in perfect harmony with its surroundings, virtually every room has ocean views and direct access to the outdoors. A thoughtful layout divides the residence into a main house and attached guest house with a total of 7 en suite bedrooms. Outdoor living is highlighted by a resort-style swimming pool, summer kitchen, and expansive terrace for sunbathing and al fresco dining. Additional amenities include a 5,000-bottle wine cellar, golf simulator, gym, massage room, 7 garage spaces, and a separate staff house. Located in one of New England’s most sought-after waterfront communities, this grand estate is minutes away from everything Osterville has to offer, yet a world apart.

Listed by Paul E. Grover of Berkshire Hathaway HomeServices Robert Paul Properties

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$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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333 Lee Street Brookline MA 02445

Brookline, MA333 Lee Street

Price$24,990,000

Est. Mortgage: $/month

MLS Number 73174029

  • Residential
  • Bedrooms 9
  • Bathroom 11
  • Square Feet 23,374

Rare opportunity to own a grand Georgian Revival architectural treasure in the highly coveted estate section of Brookline. This majestic home is surrounded by over 3 acres of meticulously landscaped grounds. The main residence showcases museum quality detail unequaled by any other residence in Brookline and has been thoroughly updated, now combining traditional style and modern amenities with a thoughtful floor plan ideal for comfortable family living or grand entertaining. Additionally, there is a free standing 1-bedroom brick and slate carriage house with its own private garden. The pool pavilion is perhaps the home's biggest surprise, complete with a beautifully designed, indoor Olympic length swimming pool. This amazing pavilion, which is accessible from the main residence via an underground passageway, has its own gourmet kitchen and dining area, plus a hot tub, steam room and sauna for eight. This magnificent property offers an opportunity that comes once in a lifetime.

Listed by Tracy Campion and Ryan Clunan of Campion & Company Fine Homes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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279 Marlborough Street Boston MA 02116

MLS Number 73166989

  • Residential
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 6,990

Perfectly situated on the sunny side of Marlborough between E and F. Finished in 2019, this bespoke masterpiece was crafted to the absolute highest of standards and is a showcase of masterful craftsmanship and pure excellence. The amount of thought and care taken in the design phase is evident in every surface of the home. 279 Marlborough was built for everyday living as well as elegant entertaining. The parlor level strikes the perfect balance between comfort and elegance. The grand open staircase is simply a work of art. Walls of glass lead to the top floor terrace with outdoor fireplace and postcard views of the Back Bay skyline. Radiant floors throughout. Rare attached garage with lift to accommodate two full size cars. State of the art systems. Elevator to every floor. Electric car charging. Hardwired for internet. Heated walkways front and rear. Custom features far too numerous to list. This is a home without compromise, and beyond compare.

Listed by Nicholas Mattia and Emily Corsaro of Luxury Residential Group,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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241 Marlborough Street Boston MA 02116

MLS Number 73171583

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 7,800

One-of-a-kind 5+ bedroom Marlborough St home! This totally renovated and magnificently restored 24' wide townhouse underwent a multi-year renovation that included the restoration of many original details while incorporating modern systems and amenities throughout. Designed with entertaining in mind, the grand parlor level offers formal living, a large gallery/reception hall and a banquet size formal dining room with fully equipped catering kitchen and access to a large private deck. A second floor front facing main kitchen is drenched in Southern sunlight and has an island/breakfast bar, walk-in pantry with additional refrigeration, and gas fireplace. A comfortable family room/den with gas fireplace and an office are located on this level. 3rd floor primary suite is complete with attached marble bathroom and dual walk-in dressing rooms. This elegant home offers an elevator to every floor, abundant storage, 2 private decks, attached 2 car garage & 1 full outdoor parking space.

Listed by Michael Harper of MGS Group Real Estate LTD

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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807 Sea View Avenue Barnstable MA 02655

MLS Number 73179604

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 4,254

Feel the world drift away as you enter this extraordinary oceanfront beach house with a private white sand beach and unobstructed, expansive views of Nantucket Sound. An awe-inspiring wall of glass spanning the length of the house frames the breathtaking seascape, creating an atmosphere of tranquility and wonder. Transformed in 2019, this beachfront haven has stunning modern architectural details, designed to immerse you in the natural beauty. Your expansive main level deck - perfect for entertaining and quiet reflection alike - leads to an alluring gunite plunge pool overlooking the ocean. A thoughtfully designed 2-bedroom cottage seamlessly complements the main residence, as does a detached garage. This is a rare opportunity to immerse yourself in the coveted Sea View Avenue oceanfront lifestyle. The property also enjoys elevation out of the flood zone. Interested parties are encouraged to verify all details herein and to experience this remarkable property first-hand.

Listed by Ellen Valentgas of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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151 Grove Street Westwood MA 02090

Westwood, MA151 Grove Street

Price$15,500,000

Est. Mortgage: $/month

MLS Number 72950372

  • Residential
  • Bedrooms 15
  • Bathroom 12
  • Square Feet 14,000
  • High School Westwood High

Welcome to Acorn Hill. This private gem is hidden right off of RT. 95. 27+ acres and one of the finest Estate properties in New England. Designed for family and friends, this "homey pastoral estate" provides comfortable spaces in the main house, in-law house, guest house, and caretaker house.Main house offers sunny foyer, his/her home offices, large living room, dining room with fireplace, cooks kitchen with fireplace and eat-in area, dog room and two pantry's. Adirondack room as it is called, is a slice of Vermont with a bar and outdoor fire pit.Second level offers Master suite includes Boudoir, his/her walk-in closets, large master bath with fireplace and roof deck access. Eight additional bedrooms, and third floor recreational space are offered.Enclosed breezeway to the separate in-law house is convenient and essential for live in family, it has three bedrooms, baths and more.Caretaker house, Barn (4 stall), tennis court/pool. This property is extremely private MUST be experienced.

Listed by Wendy Fox of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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395 Commonwealth Boston MA 02215

Boston, MA395 Commonwealth, Back Bay

Price$14,995,000

Est. Mortgage: $/month

MLS Number 73057384

  • Residential
  • Bedrooms 23
  • Bathroom 12
  • Square Feet 15,000

The Ayer Mansion is the only Tiffany-designed home in the world. Standing five stories on both Commonwealth Ave and Marlborough St, this is a rare opportunity to match a buyer’s vision with a uniquely modern design. Designed by Louis Comfort Tiffany, the sleek, pale façade with bright mosaic detail challenges the Boston streetscape as much now as it did at its unveiling in 1902. Entering the great hall, the eye is drawn to the tall fireplace, vaulted ceiling and up the imperial stairs under the proscenium arch of Tiffany mosaics tiles. At the top of the first landing and seen from the foot of the stairs, a trompe l’oeil Greek temple reflects unusual depth and light. With designs in place and an award-winning team of developers and architects assembled, this private residence will offer its next occupant the opportunity to reimagine this livable work of art. With each floor ranging in size from 2700sf to 3000sf, the conceptual redesign accommodates 6 bedrooms, 13 baths and 3-Car garage.

Listed by Greta Gustafson and Ruth Kennedy Sudduth of LandVest,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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255 Bayberry Way Barnstable MA 02655

MLS Number 73016268

  • Residential
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 4,896

“Point House”: a spectacular 5.98-acre waterfront estate on a peninsula overlooking West Bay. In an unsurpassed setting, the 4,896 sq ft residence offers exceptional water vistas, gardens, an expansive private beach, and a substantial deep-water dock. The 6-bedroom home features generous living spaces, beautiful architectural detailing, custom flooring and 5 fireplaces. The foyer welcomes you to the views and impressive deck and beckons you to step outside to take in the panoramic vistas. Highlights include a light filled, 2 story great room with a floor-to-ceiling brick fireplace, well-equipped kitchen, dining area and a family room accented by a fireplace, all opening to the outside spaces. Two bedrooms and a sitting room with fireplace are on the 1st level. The primary bedroom features beautiful water views, a spacious bath, walk in closet and a sitting room with fireplace, and 3 bedrooms and a sitting room finish the 2nd level. A detached 2 car garage includes living space above.

Listed by Robert Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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292 Marlborough Street Boston MA 02116

MLS Number 73163112

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,691

Spectacular showcase townhouse in the heart of Back Bay. This magnificently renovated, 5-bed, 4 full and 3 half bath home features a spacious, family-friendly layout, 2 full parking spaces, a backyard patio and roof deck. The grand parlor level includes the front-facing formal living room, wet bar and gourmet eat-in kitchen with direct access to an outdoor deck. One floor below is the formal dining room and entertaining area with kitchenette that opens to the backyard patio. The luxurious primary suite is complete with a lavish 5-piece marble bath, sauna and a dressing room. Atop it all, a media room with multiple skylights, wet bar and direct access to the roof deck. Additional features from this meticulous renovation include the finest craftsmanship and design, superior millwork and finishes, handsome hardwood flooring, beautiful custom built-ins and soaring ceilings plus a sports room including new full swing golf simulator and mudroom. This home is luxury city living at its finest.

Listed by Tracy Campion of Campion & Company Fine Homes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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 TourAsk A QuestionMore Details

995 Sea View Avenue Barnstable MA 02655

MLS Number 73176864

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 5,413

This exquisite waterfront property in Osterville, MA, features a substantial deep-water dock, pristine beach, and unparalleled water views of Nantucket Sound. Completely transformed in 2020 into a stunning oasis with 5,400 sq. ft. of living area, this home is a masterpiece of design and craftsmanship. The kitchen serves as the heart of this home, featuring top-of-the-line appliances and modern finishes. Adjacent to the kitchen, the dining room, family room and living room exude sophistication and comfort. Large windows embrace the panoramic views, and 2 sets of Nano style doors open to accentuate the airy feel. The primary suite on the 2nd level epitomizes luxury with a private office, luxurious bath, balcony and outstanding views. 2 ensuite bedrooms with views complete this level. A porch along the back of the house provides multiple areas to take in the captivating views. With 1.06 acres and over 300’ of water frontage, this offering is for the most discriminating buyer.

Listed by Robert Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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 TourAsk A QuestionMore Details

251 Green Dunes Barnstable MA 02672

MLS Number 73171964

  • Residential
  • Bedrooms 8
  • Bathroom 11
  • Square Feet 9,679

Prepare to be enchanted as you step into a world of discovery. A sprawling 9-acre sanctuary unfolds before your eyes, offering an unsurpassed expanse of Nantucket Sound oceanfront that extends to 1,855 feet of pristine, private sandy beach, embracing the tip of Halls Island. The residence is bathed in natural light, accentuating exquisite millwork, while each room boasts breathtaking views of the endless seascape. Nestled alongside, a 6-bay garage provides ample space, complete with separate living quarters. With panoramic 180-degree views, you'll be treated to unforgettable sunrises and sunsets that paint the sky with vibrant hues, with nothing standing between you, Nantucket Sound, and an eternity of natural beauty. Interested parties are encouraged to verify all details herein and to experience this remarkable property firsthand.

Listed by Ellen Valentgas of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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 TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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. MLSPIN 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.