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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

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

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: 2.78% last updated on Jul 22, 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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410 Beacon Street Boston MA 02115

Boston, MA410 Beacon Street, Back Bay

Price$15,990,000

Est. Mortgage: $/month

MLS Number 72845000

  • Single Family Attached
  • Bathroom 8
  • Rooms 20
  • Bedrooms 8
  • Acreage 0.08

410 Beacon Street is truly a one-of-a-kind single-family townhome encompassing 10,200+/-SF with a 6-floor elevator and 2-car garage plus 2 additional parking spaces. Renovated with the utmost attention to quality, design and detail in 2015, this extra wide home offers the ultimate balance of function and warm contemporary aesthetic with every convenience of Back Bay. An ingenious layout includes 8 bedrooms (4 on the wide “family floor” with great natural light) and 6 full bathrooms; stunning top-floor master suite with 2 large balconies; full-floor kitchen and family space; outstanding formal living and entertaining rooms; plus a media/playroom, mudroom, home gym and 2 half baths. Additional features include an oversized deck off the kitchen, outdoor courtyard with basketball hoop, 4 fireplaces, 2 laundry rooms, au pair suite, separate lower level entrance and ample storage. With impeccable design and exceptional Charles River and City views, this rare opportunity is not to be missed.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

Extensively renovated in 2015, this iconic almost freestanding home w/ the only PRIVATE city garden of its size, offers a picturesque location and 3 glorious exposures. This extraordinary home is luxury on the grandest scale, allowing for ease of living w/ recent renovations and upgrades, updated modern conveniences & an elevator. Perfectly positioned at the corner of picturesque Mount Vernon & Walnut Streets w/ 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. Rental pkg nearby.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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: 2.78% last updated on Jul 22, 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

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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: 2.78% last updated on Jul 22, 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

5 Union Park Boston MA 02118

Boston, MA5 Union Park, South End

Price$9,950,000

Est. Mortgage: $/month

MLS Number 72840574

  • Single Family Attached
  • Bathroom 7
  • Rooms 10
  • Bedrooms 4
  • Acreage 0.06

Exclusive townhouse located in the South End's famed Union Park, one of Boston's most sought after addresses. This magnificent home provides an astonishing combination of historic architecture, artfully infused with contemporary design-something not so easily done-all with masterful attention to finishes and layout. The exceptionally wide family-friendly floor plan includes an oversized garden patio, roof deck & stunning double-height windows in the main living areas allowing for an abundance of natural light. Spectacular, front-facing living room and gourmet eat-in kitchen with adjacent formal dining room and walkout deck. On the garden level, a family/media room, unrivaled by any other in the South End, boasts extensive built-ins and exposed brick. Additional features include textured plaster walls, Waterworks fixtures, mudroom, home office and wide plank oak floors throughout. This architecturally significant home is unparalleled, offering something special for the discerning buyer.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

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: 2.78% last updated on Jul 22, 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.

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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333 Seapuit Road Barnstable MA 02655

MLS Number 72778964

  • Single Family Detached
  • Bathroom 4
  • Rooms 11
  • Bedrooms 6
  • Acreage 3.7

Prominently sited on a protected cove with direct access to North Bay and beyond to Nantucket Sound, this storied heritage estate is set on over 3.5 acres creating an unmatched setting for extraordinary living. Surrounded by captivating water views, this remarkable property offers a rare opportunity for complete seclusion in the heart of Osterville. Built in 1914, the five-bedroom main house is a time-honored lodge with magnificent water views and handsome period detail. The guest house is simply perfect for waterside entertaining and relaxed getaways. Located in one of Osterville's finest estate neighborhoods, this property boasts dual frontage on two pristine bodies of salt and freshwater, rolling lawns, lush gardens, and swimming pool. This exquisite offering presents a unique opportunity to create an unrivaled generational compound. Please note that an adjoining 4.01 acre parcel with deep water dock is available for purchase.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

385 Beacon Street Boston MA 02116

Boston, MA385 Beacon Street, Back Bay

Price$7,900,000

Est. Mortgage: $/month

MLS Number 72815618

  • Single Family Attached
  • Bathroom 5
  • Rooms 12
  • Bedrooms 4
  • Acreage 0.05

This showcase townhouse in the heart of Back Bay has been completely renovated and impeccably designed to create the perfect combination of modern conveniences and historic grandeur. A private elevator serves all five levels of the home, which are topped by a full stair with motorized glass door hatch that opens to the spacious private deck with panoramic city views. The elegantly appointed interiors include 4 bedrooms and 3 full and 2 half baths with the entire third level dedicated to the Master and a full suite on the garden level ideal for au pair or guest use. Features include a beautiful custom eat-in kitchen on the parlor level, oversized formal living and dining rooms, 7 elegant fireplaces, bay windows on the front and rear facades, sophisticated millwork throughout, a home gym or bonus room, a suburban sized laundry room, and a mudroom connecting to the home's landscaped garden and two full side-by-side parking spaces.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.