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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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8 Mt Vernon Place Boston MA 02108

MLS Number 72561451

  • Single Family Attached
  • Bathroom 9
  • Rooms 15
  • Bedrooms 5
  • Acreage 0.08

Historic details and modern luxury and style blend seamlessly in this 9000+ square foot magnificent single family residence on the South Slope of Beacon Hill. Complete with 5+ bedrooms and 7 full baths/2 half baths and 4 Parking (one valet garage space and 3 directly outside on Mt Vernon Place), this property is in a class of its own; with its gracefully proportioned rooms and fabulous open layout. One of the most captivating features of this townhouse, is its corner placement, with 3 sides of dramatic oversized windows allowing for fantastic natural light to permeate the living spaces from the South, East and North. The enormous bulthaup designed kitchen and family room spaces open directly onto the landscaped private garden space, allowing for easy “indoor/outdoor” living. The unique characteristics of this corner building, coupled with the high level of sophisticated craftsmanship and intricate details throughout the home, make this townhouse a rare find.

Listed by Maggie Gold Seelig and Michael Harper of MGS Group Real Estate LTD

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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227 Bridge Street Barnstable MA 02655
Price Changed

MLS Number 72527195

  • Single Family Detached
  • Bathroom 7
  • Rooms 10
  • Bedrooms 9
  • Acreage 3.73

Four distinctive dwellings set on 2 separate lots (198-1.28 ac & 227-2.45 ac) have provided the platform for many get togethers, both formal & informal, but more often than not have been the backdrop to the quiet serenity & immeasurable beauty this unique waterfront oasis has to offer. Imagine the splendor of a life lived as a steward of the harbor. This timeless family estate on Little Island in Osterville is set on nearly 4 acres & includes 2 deep water docks, a granite deep water ramp, 2 deep large boat slips, 2 sandy beaches, 6 bedroom main house, 2 bedroom guest house, studio apartment & fully applianced refurbished oyster shanty with loft.From the properties vantage point, at the head of the inlet, watch as boats of varying shapes & sizes parade in & out of West Bay. The current stewards of this estate have welcomed many seafarers to their docks to tie up and share refreshments in the shanty or on the beach with them while they awaited the rise of the drawbridge into North Bay.

Listed by Liz Bone Team, Elizabeth Bone and Kristin J. Coppola of South Shore Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 Walnut Street Boston MA 02108

Boston, MA14 Walnut Street, Beacon Hill

Price$12,690,000

Est. Mortgage: $/month

MLS Number 72757820

  • Single Family Attached
  • Village Beacon Hill
  • Bathroom 9
  • Rooms 18
  • Bedrooms 6

Luxurious Single Family Home with Valet Parking Available. One of the most iconic homes on all of Beacon Hill, and with the only garden of its size in Boston, 14 Walnut Street is extraordinary. This home offers luxury on the grandest scale, yet allows for ease of living w/ recent renovations, updated modern conveniences & an elevator. Perfectly positioned at the corner of picturesque Mount Vernon & Walnut Streets w/ 3 exposures & 60+ windows, this is an incredible 6 bedroom, 7 full, 2 half bathroom home. SieMatic kitchen w/ informal dining area adjacent to family room w/ fireplace, radiant heat flooring. Dramatic parlor level w/ gracious formal living and dining rooms, an inviting study, handsome bar & caterer's kitchen. Four French doors connect to an abutting brick terrace-all overlook the beautifully landscaped, private stone garden/yard. Sumptuous master suite w/ luxurious bath & closets. 4 addt'l bdrms w/ ensuite baths. 2 laundry areas, 19x30 storage OR home theater, home office.

Listed by Rebecca Davis Tulman of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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47 Sea View Avenue Barnstable MA 02655

MLS Number 72689464

  • Single Family Detached
  • Bathroom 8
  • Rooms 14
  • Bedrooms 7
  • Acreage 0.82

Architecturally stunning and masterfully restored, this multigenerational waterfront residence known as “Sea Goddess” overlooks the beautiful waters of Nantucket Sound with a private sandy beach. Circa 1900, this historically significant home, with incomparable oceans views, was refurbished in 2018 to the highest standards to create a peaceful and private luxury estate. Through the collaborative efforts of owner, architect and builder, the three-level home with over 5,500 square feet of living space and seven bedrooms, was a 2020 Bullfinch Award winner by the Institute of Classical Architecture and Art. The formal living and dining areas along with a stunning chef's kitchen, family room, Sun room and enclosed porch combine to offer the perfect setting for family, friends and large social gatherings. Appointments include significant millwork, four fireplaces, custom built-ins, coffered ceilings, Lutron Lighting system, multiple outdoor seating areas, pool, hot tub, and cabana.

Listed by Robert Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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60 Beacon Street Boston MA 02108

Boston, MA60 Beacon Street, Beacon Hill

Price$11,950,000

Est. Mortgage: $/month

MLS Number 72805420

  • Single Family Attached
  • Bathroom 6
  • Rooms 12
  • Bedrooms 5
  • Acreage 0.07

Contemporary luxury meets exceptional historic details in this Beacon Hill Townhouse! With over 5500+ sf of impeccably renovated living space with architecture, design and interiors by David Hacin + Associates, this property is in a class of its own! With a commanding presence overlooking the Boston Common and Back Bay Skyline, this home comprises 5 bedrooms and 5.5 baths and has graciously proportioned rooms that create an inviting living and entertaining environment. The kitchen and family room spaces open directly onto a spectacular deck and patio with landscaped private garden space, allowing for easy “indoor/outdoor” living. The high level of sophisticated craftsmanship, elevator, large garage (2-4 cars/storage depending on size) and intricate details throughout, make this home a rare find indeed! This home is ideally situated in the heart of Beacon Hill and is in the center of everything Boston has to offer!

Listed by Maggie Gold Seelig of MGS Group Real Estate LTD

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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160 Peppercorn Lane Barnstable MA 02635

MLS Number 72784318

  • Single Family Detached
  • Bathroom 8
  • Rooms 16
  • Bedrooms 5
  • Acreage 2.82

Experience the ultimate lifestyle in this custom designed waterfront home with expansive views of Popponesset Bay. Nearing completion, this stunning residence, sited on 2.82 acres, incorporates elegant and functional architecture and offers 7,500 sq ft of uniquely designed living space. Interior spaces, rich with modern comforts and extraordinary views, feature dramatic vaulted ceilings, custom fireplaces, exceptional millwork, expansive windows and an elevator. A stunning chef's kitchen with granite center island, handsome home library and a fabulous entertainment/great room create an ideal setting for family and friends. Five en suite bedrooms include the stunning master suite with magnificent water views, private balcony, custom fireplace and his and hers bathrooms with adjoining dressing rooms. A fabulous wrap-around porch offers multiple areas to relax and enjoy the sweeping views and this special property is further highlighted by a tennis court, in-ground pool and private dock.

Listed by Robert Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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31 Chestnut Street Boston MA 02108

MLS Number 72792568

  • Single Family Attached
  • Bathroom 7
  • Rooms 15
  • Bedrooms 9
  • Acreage 0.07

31 Chestnut Street, a classic, Greek Revival home, rich with history yet existing comfortably in Boston's 21st century, boasts an exceptionally rare combination of features and amenities that afford the owner with a stunning showplace in our City's most storied neighborhood. The main entertaining level features a grand living room offering spectacular views overlooking Chestnut Street with a glimpse to the Common and leads to a formal fireplaced dining room with adjoining Butler's Pantry. A spacious great room with a one-of-a-kind skylight/cupola opens to the home's two-tiered patio. The third floor is dedicated to the expansive master suite with walk-in closet, his and her baths and separate studies. The garden level functions as an oversized au pair suite with open living/dining area, kitchen and access to the lower level of the home's picturesque patio. Grand in every facet, this home is located steps from the shops and restaurants of Charles Street, Public Garden, and the Common.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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352 Marlborough Street Boston MA 02115

MLS Number 72725281

  • Single Family Attached
  • Bathroom 7
  • Rooms 11
  • Bedrooms 4
  • Square Feet 4,754

Exquisite new construction Marlborough St single family! This 24' wide brick townhouse has been gut renovated and expertly designed by Boston's famed CBT Architects and constructed with the finest craftsmanship and materials by Pegasus Luxury Homes. Recently completed, this 4+ bedroom home offers 4 full baths, 3 half baths, 2 wet bars, elevator access to every floor, enormous private patio plus top floor family room with deck. Chic parlor level kitchen with top-of-the-line paneled appliances, abundant storage and southern exposure! Chevron flooring, walnut built-ins, large formal dining room and a generous living room with custom mantle. Second level master suite has a private office, front facing views and offers a massive dressing room with custom milled built-ins with lighting, storage island, and access to an ultra chic marble clad bathroom with oversized wet room/steam shower. Brand new furnishings & art available for purchase. Complete with 3 full heated parking spaces!

Listed by Michael Harper of MGS Group Real Estate LTD

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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

28 Chestnut Street Boston MA 02108

MLS Number 72773955

  • Single Family Attached
  • Bathroom 6
  • Rooms 13
  • Bedrooms 5
  • Acreage 0.06

Beautiful and classic, exactly what Beacon Hill embodies. This 19th Century, 5 story, extra wide, single family in the heart of Boston marries style and elegance perfectly. Enter from your 2 car garage up a small flight of stairs directly into your Bright and cheery eat-in kitchen fully applianced with huge mud room/Laundry. Adjacent is a gorgeous family room with fireplace and formal dining room. Entry Parlor level to your formal living room with extra high ceilings, Magnificent music room or sitting room, and enter into a fabulous large library with original detailing and massive skylight. The 3rd contains the home office and master retreat suite with a custom built walk-in closet, and fireplace. The top 2 floors share 4 bedrooms, gym and children's study/living area with plenty of space.3 additional Baths, Steps from Charles St with boutiques, restaurants and the Esplanade and a quick jaunt to Boston Common/Gardens and the ability to enjoy all Beacon Hill has to offer!

Listed by Beth Dickerson of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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135 Putnam Avenue Barnstable MA 02635

Barnstable, MA135 Putnam Avenue

Price$8,500,000

Est. Mortgage: $/month

MLS Number 72753481

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 4
  • Acreage 11.78

Extraordinary 11.78 +/- acre waterfront parcel with stunning panoramic views of Cotuit Bay, Oyster Harbors, and beyond to Nantucket Sound. Privately set in the heart of Cotuit, the property's winding treelined drive leads to a peaceful oasis of sprawling woodlands, rolling topography, and meandering paths that lead to a beautiful, protected bluff, with new stairs down to 200+ feet of sandy beach. This exceptional offering presents a rare opportunity to create an unparalleled waterfront family estate with incredible privacy, magnificent views, and rights to a private dock.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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590 Gay Street Westwood MA 02090

Westwood, MA590 Gay Street

Price$8,000,000

Est. Mortgage: $/month

MLS Number 72614781

  • Single Family Detached
  • Bathroom 11
  • Rooms 23
  • Bedrooms 7
  • Acreage 74.36

Westwoods is an elegant, quiet retreat on 74± acres of remarkable land within easy reach of Route 128 and the Boston Metroplex. It features 590 Gay St, a custom-built 10,600 sf, 7 bedroom, 9+ bath main house and two additional residences: 588 Gay St, a beautiful 1600 sf, ADA compliant, gambrel studio with 17-foot ceilings, 2.5 baths and a full kitchen; and 572 Gay St, a 1900 sf, extensively updated, 3-bedroom, 2 bath caretaker's house. The property consists of four contiguous parcels of largely conserved land that abut nearly 300 acres of conservation and town land. Presently in use as a non-profit it could serve as a private estate or family compound. Unique site features include: private walking trails and ponds adjacent to the town's trail network, a secluded stone sanctuary, a rustic-wood gazebo/meditation well, impressive terraces finished with handcrafted stones and a koi pond overlooking a central open field with a meditation labyrinth framed by thoughtful landscaping.

Listed by John Boyle and Ruth Kennedy Sudduth of LandVest, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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

311 Marlborough Street Boston MA 02116

MLS Number 72818745

  • Single Family Attached
  • Bathroom 5
  • Rooms 10
  • Bedrooms 4
  • Acreage 0.05

Step into this grand foyer and you're embraced by graciousness. This showcase classic brownstone has been completely renovated and beautifully maintained, preserving the beauty and grandeur of yesteryear while melding it with modern conveniences and style. A true chef's kitchen awaits, wide and sunny with a large island, tons of work space and beautiful high-end appliances. His and her offices, one with a wet bar, are a much-needed feature in today's world, and the billiards room with a gas fireplace, custom mahogany floors, walls and ceilings that have been brilliantly designed to evoke a ship captain's quarters. There's a sweet private walled courtyard that leads to the two car garage and is perfect for entertaining or morning coffee. Full roof access if you'd like to put in a deck! This is your dream home, just a short distance to Newbury Street, the public gardens and the Charles River.

Listed by Nancy S. Pallotta of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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

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.