Keating Brokerage company logo
JOIN or LOG IN 's Account

Log in to see your saved listings or edit your searches:

No account? Sign up now to save searches, listings, and get tailored listing notifications. It’s free, opt-out anytime.

Find Your New Home

Sign Up Today!

Get fresh listings via email, save your favorite listings, match with similar properties, and unlock additional property info.

Create Your Account

Do not fill in this field:

Already have an account? Log in

and narrow your search. If you have fewer than 200 results, you can save your search.

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

Questions? Contact Keating Brokerage for more information and to schedule a showing.

Get ahead: Create an account with us to save your favorite listings and be notified when similar properties come on the market.

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: 3.09% last updated on Oct 21, 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

186 Windswept Way Barnstable MA 02655

MLS Number 72880181

  • Single Family Detached
  • Bathroom 8
  • Rooms 19
  • Bedrooms 8
  • Acreage 4

Waterfront Legacy Property on Oyster Harbors! On an elevated 4-acre lot overlooking Cotuit Bay sits this striking Tudor style home built in 1933, beautifully maintained and updated in harmony with the original design. Refined architectural details set the tone in this grand home with 10,000 sq. ft. of living space, an inground pool, a boathouse with extraordinary views, fireplace, sitting area and changing rooms, 437' of water frontage and a substantial deep-water dock, combining to create an exceptional offering in one of the finest locations of Oyster Harbors. Gracious formal rooms feature well-proportioned and spacious areas with soaring ceilings, arched windows and doors and six fireplaces. This lovingly preserved estate boasts landscaped park-like grounds with garden beds, rolling green lawns, and a wraparound patio overlooking the gardens and water creating an ideal backdrop for entertaining. Exceptional design and a magnificent setting will captivate the most discerning buyer.

Listed by Robert Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

771 Sea View Avenue Barnstable MA 02655

MLS Number 72904515

  • Single Family Detached
  • Bathroom 4
  • Rooms 12
  • Bedrooms 4
  • Acreage 1.82

Breathtaking ocean views and a private sandy beach are the highlights found in this beautiful waterfront residence overlooking Nantucket Sound. Down a long driveway, and encompassing 1.82 acres, this classically designed home is beautifully maintained and enjoys desirable southern exposure, well-proportioned rooms, and ample natural light. Offering 4600 sq. ft. of interior space, all main rooms open onto decks with sweeping vistas over lawn and water. Features include formal living, dining, and family rooms with fireplaces, a well-equipped kitchen with dining area, spacious sunroom and library. The main bedroom, study with fireplace and private balcony and three additional bedrooms make up the second level. A tennis court, rolling lawns, brick patios and decks overlooking the water entice you to visit the outdoor spaces. A path leads to a private white sand beach with over 120' ft of water frontage. Also offered is a detached two car garage with adjacent finished living space.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

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
  • Bedrooms 5
  • Bathroom 6
  • Rooms 12
  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

160 Peppercorn Lane Barnstable MA 02635

MLS Number 72784318

  • Single Family Detached
  • Bathroom 8
  • Rooms 16
  • Bedrooms 5
  • Acreage 3.78

Experience the ultimate lifestyle in this custom designed waterfront home with expansive views of Popponesset Bay. Nearing completion, this stunning residence, sited on 3.78 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: 3.09% last updated on Oct 21, 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: 3.09% last updated on Oct 21, 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

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: 3.09% last updated on Oct 21, 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: 3.09% last updated on Oct 21, 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

328 Adams Street Milton MA 02186

Milton, MA328 Adams Street

Price$8,900,000

Est. Mortgage: $/month

MLS Number 72890829

  • Single Family Detached
  • Village Milton Hill
  • Bathroom 7
  • Rooms 18
  • Bedrooms 9

A magnificent estate situated on 5 beautiful acres, Hickory Hill is a private sanctuary that showcases every modern amenity and has been meticulously renovated inside and out. The main level is complete with a grand foyer, striking staircase, incredible woodwork, formal dining room, living room, sunroom, music room, his/her offices and an eat-in kitchen with mudroom and access to the 4-car garage. On the second floor, a luxurious primary suite includes a 5-piece bath, walkout deck with fire pit, multiple closets and an oversized dressing room. The gorgeous grounds showcase a patio with heated snowmelt system, fireplace with Italian wood-fired pizza oven, infinity-edged pool, Jacuzzi spa, zip line and soccer practice field. Additional features of this outstanding property include a 1,800-bottle wine cellar and tasting room, fitness room, media room, au pair suite and 17 working fireplaces. Located in desirable Milton Hill with easy access to highways and minutes from Boston.

Listed by Matthew Freeman of Coldwell Banker Realty - Milton

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 21, 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

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: 3.09% last updated on Oct 21, 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.