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.

000 Standish Street Duxbury MA 02332

Duxbury, MA000 Standish Street

Price$40,000,000

Est. Mortgage: $/month

MLS Number 73278288

  • Residential
  • Bedrooms 6
  • Bathroom 9
  • Square Feet 14,000

This extraordinary waterfront estate spans 25 park-like acres with 1,060 feet of water frontage, private pier & sandy beach and provides privacy, panoramic ocean views and quiet luxury. Every detail has been thoughtfully curated to ensure a gracious living experience and has been maintained to the highest standards. The site includes expansive grounds and multiple homes with indoor and outdoor living and entertaining spaces to delight family & friends. This sprawling compound has been carefully assembled & improved over time and is truly a one-of-a-kind legacy property. The site includes a gracious Main House, Dock House w pier for entertaining & boating, Guest House on a sandy beach, Barn w storage & apartment, Alexander Standish Antique House, Boat House, Greenhouse & Gardens, outdoor Pavilion w kitchen, gunite pool, pond, sandy beach & dock. This is coastal living at its finest, only 35 miles from Boston.

Listed by Joanna Dresser of LandVest,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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

129 Commonwealth Avenue Boston MA 02116

MLS Number 73326527

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 7,880

Elegant fully renovated Back Bay single family townhouse! This sunny side Commonwealth Ave home is complete with 5+ bedrooms, an elevator to every floor and a sensational roof top deck with panoramic views of the Back Bay skyline over the Comm Ave Mall. Ideally laid out for gracious entertaining with its double parlor boasting soaring ceiling heights, oversized sun-inviting windows, and large fireplaces, and a full bar adjacent to the handsome paneled study. A large and open kitchen features top-of-the-line appliances, large center island, bay window breakfast table and a family room with fireplace. Adjacent to the kitchen is a banquet sized formal dining room with double fireplaces and a service kitchen. A full floor primary suite features multiple dressing rooms, a full 5 piece marble bath, a half bath and a private lounge. 3 additional bedrooms complete the top floor. A garden level offers ample storage, a fully equipped au pair suite and direct access to 6 outdoor parking spaces.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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

280 Warren Street Brookline MA 02445

Brookline, MA280 Warren Street

Price$22,000,000

Est. Mortgage: $/month

MLS Number 73237976

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 9,480
  • High School Brookline

Presenting a unique opportunity to own one of Brookline’s premier estate properties, set on over 5 1/2 acres. 280 may be purchased with 3.68 acre lot for $16,000,000 or with the additional 2 acre lot for $22,000,000. This meticulously renovated residence has 19 rooms including 6 beds, 6 full and 2 half baths, 6 fireplaces, and a fabulous kitchen with top appliances and large eat-in space. Grand proportioned rooms with high ceilings and abundance of natural light. Home offices, dining room, sitting room and large living room, all with fireplaces. 6 car garage. Outdoor amenities include brick, stone, and grass terraces overlooking private yard, complete w/ hot tub, firepit, and pond, ideal for entertaining. Top location on private road at the end of a cul-de-sac. Opportunity to own a significant Brookline property, tucked away in a private setting, yet so convenient to the amenities of Brookline, Chestnut Hill and the City of Boston.

Listed by The Whitney Group, Blake Whitney and Vicky Whitney of Hammond Residential Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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

63 Goddard Avenue Brookline MA 02445

Brookline, MA63 Goddard Avenue

Price$20,000,000

Est. Mortgage: $/month

MLS Number 73329488

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 7,550
  • High School Brookline High

This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been gut-renovated and is surrounded by private, scenic landscapes. The interior, designed by Ronald Bradshaw, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive grounds. There are 6 bedrooms, one of which is the luxurious primary suite. The meticulously designed grounds feature several unique amenities, including a stunning terrace patio expanding the length of the home, an in-ground swimming pool with fountain and whirlpool artfully integrated with a stone cliff, fully equipped cabana, koi pond, private tennis court, putting green, and magnificent hardscaping. The property also has a three-bedroom cottage and a two-bedroom unit above the free-standing garage. Near fine shops, restaurants, and Downtown Boston.

Listed by Debby Belt of Hammond Residential Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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

4 Gloucester Street Boston MA 02115

Boston, MA4 Gloucester Street, Back Bay

Price$19,995,000

Est. Mortgage: $/month

MLS Number 73295924

  • Residential
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 9,924

Featured in WSJ’s Mansion section, this spectacular designer home in Boston’s prestigious Back Bay blends contemporary & classical style, presenting a rare opportunity to own an impeccably renovated brownstone. Boasting a gracious,wide footprint & light on 3 sides,it has ample space for entertaining,recreation & family living.The1st floor grand marble foyer invites you to an enormous modern kitchen w/generous island, sunlit family room, banquet-ready dining & expansive living room,all w/soaring ceilings,floor-to-ceiling windows & fireplaces. A luxurious primary suite w/fireplace,dual dressing rooms,spa-inspired bath w/soaking tub & glass rainshower, office/nursery & laundry complete the 2nd floor.Continue up to 4 oversized bedrooms w/ample closets & 2 baths.Top floor enjoys a light-filled living/gaming room,kitchen,full bath & roof access.Garden level offers a full gym,2 bed 2 bath suite,chef’s kitchen,laundry,office w/fireplace,patio & abundant storage.Large elevator,4 direct parking.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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

155 Irving Avenue Barnstable MA 02647

MLS Number 73300947

  • Residential
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 9,629

Welcome to Port View, one of New England's most iconic oceanfront estates, available for the first time in a quarter century! Nestled within the exclusive Hyannis Port enclave and sited proudly at the helm of the world-renowned Kennedy Compound. A gated driveway leads past rolling lawns and established landscapes by the legendary Olmstead brothers to reveal an impressive and stately 7 bed Main House, with 26 rooms all boasting spectacular water views of the harbor, Nantucket Sound and beyond! The perfect floor plan features large and gracious rooms with tall ceilings and beautiful architectural details throughout, including the fireplaced living and dining rooms, tavern, wood paneled library, sun porches, a third floor game room with mahogany inlay floors, and widows walk with roof deck. Tremendous outdoor entertaining opportunities surround the large pool, hot tub, fire pit and ''wedding lawn'', which overlooks nearly 500' of private beachfront.

Listed by Maggie Gold Seelig of MGS Group Real Estate LTD

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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

22 Louisburg Square Boston MA 02108

MLS Number 73323358

  • Residential
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 7,424

Exclusive corner townhouse located on Beacon Hill’s famed Louisburg Square, one of Boston’s most distinguished and sought after addresses. This magnificent showpiece home offers over 7,400 square feet of beautifully finished and classically scaled living space over 6 levels with elevator access. The grand entertaining level with soaring ceilings and oversized windows includes the stunning double parlor living room, handsome wood paneled library, and adjacent kitchenette and wet bar. The elegant dining room connects to the gourmet kitchen with floor-to-ceiling windows overlooking the home’s picturesque garden courtyard. The luxurious primary suite is complete with an oversized bedroom, separate baths and dressing room. Additional features include a home theater, fitness room and top floor au pair/guest suite. This home presents an opportunity to live in an unparalleled historic residence with the ultra-modern convenience of 2 parking spaces at your front door.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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

280a Warren Street Brookline MA 02445

Brookline, MA280a Warren Street

Price$16,000,000

Est. Mortgage: $/month

MLS Number 73322547

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 9,480
  • High School Brookline

Presenting a unique opportunity to own one of Brookline’s premier estate properties. Set on over 3 1/2 acres, this meticulously renovated residence has 19 rooms, including 6 beds, 6 full and 2 half baths, It has 6 fireplaces, and a fabulous kitchen with top appliances and a large eat-in area with French doors leading to the back patio. There are grand proportioned rooms with high ceilings and an abundance of natural light. The residence has an elegant, spacious study and two home offices, with dining, sitting, and step down living rooms all with fireplaces. There is a detached brick, 6-car garage. Outdoor amenities include brick, stone, and grass terraces overlooking a private yard, complete w/ hot tub, fire pit, and pond, ideal for entertaining. This very special Brookline property is tucked away down a private road, in a beautiful, peaceful setting, yet is convenient to all the amenities of Brookline, Chestnut Hill and the City of Boston.

Listed by The Whitney Group, Blake Whitney and Vicky Whitney of Hammond Residential Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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

22 Brimmer Street Boston MA 02108

MLS Number 73328841

  • Residential
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 6,138

Experience the pinnacle of sophistication at 22 Brimmer Street, situated on the flat of Beacon Hill. This chic urban haven, has been expertly gut renovated to merge 19th-century allure w/ luxury. The parlor level boasts a chic living room w/ double pocket doors. The striking dining room showcases a fretwork ceiling & 6' f.place mantel & Butlers pantry w/ sink. Custom chef's kitchen w/ double ovens, sub zero, island seating, casual banquette dining, opens to a generous family room w/fireplace & floor-to-ceiling glass wall leading to a professionally landscaped garden. Elegant wood-paneled office/den w/ bay window, f.place & wet bar. The opulent primary suite spans the entire floor w/ marble bath & 2 f. places. Special features include 7 fireplaces, elevator, gym, laundry room, wine cellar & roof deck w/ an atrium, outdoor grill, stunning city views. This remarkable home offers TWO deeded PARKING SPACES and PILINGS WERE REPLACED.

Listed by Cort Petrocelli Coopersmith Group and Brigitte LaBonte Petrocelli of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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

Lot8a Cabot Stree Brookline MA 02467

MLS Number 73333072

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 7,750

Once again, one of the most distinguished female luxury builders has outdone herself, unveiling a breathtaking new masterpiece in Brookline’s prestigious estate area. This brand-new residence redefines elegance, offering over 7,700 square feet of meticulously designed living space on nearly an acre of lush grounds.Every inch of this home has been thoughtfully curated to provide the ultimate in luxury. Boasting 16+ rooms, including five en-suite bedrooms, this home caters to the most discerning buyers. Towering 11- and 10-foot ceilings create an airy, grand ambiance, while two fireplaces add warmth and sophistication to the expansive living areas.For car enthusiasts, a three-car garage provides ample space, and for those who love to entertain, this home has it all From its flawless design to its impeccable craftsmanship, every feature has been seamlessly integrated to offer the finest modern living experience.This is more than just a home—it’s a statement of excellence.

Listed by Samantha Stumpo of New Brook Realty Group,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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

151 Grove Street Westwood MA 02090

Westwood, MA151 Grove Street

Price$12,500,000

Est. Mortgage: $/month

MLS Number 73240378

  • Residential
  • Bedrooms 15
  • Bathroom 13
  • Square Feet 13,754
  • High School Westwood

Special and rare as they come - a must see in person to experience the property. Close to Boston, the long drive-way keeps the estate private and hidden. 27 acres allows for outdoor sports, private events, entertainment and more. Main house is a beautiful well-appointed brick Georgian Colonial, with first floor offering a front-to-back foyer, grand living room with 2 FP,'s, FP dining room, two (his/her) home offices, large cooks eat-in kitchen with loads of storage, great room with a real bar, stone FP. Second levels offer 9 bedrooms. Master suite is boxed in with windows to capture the views of the vast property. Fireplace, sitting room, his/her walk in closets, and oversized marble bath contribute to the zen feel of this bedroom space. 8 additional beds & Laundry This property provides an"in-law" house, with its own entry. The pool house is its own sanctuary: indoor and outdoor cooking areas, living room, bedroom and more. Oversized pool, tennis/pickle ball court, wine cellar.

Listed by Wendy Fox of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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

300 Summer Street Westwood MA 02090

Westwood, MA300 Summer Street

Price$12,500,000

Est. Mortgage: $/month

MLS Number 73206079

  • Residential
  • Bedrooms 6
  • Bathroom 9
  • Square Feet 10,309
  • High School Westwood

This spectacular Rich Levey-designed contemporary is perfectly set at the end of a long winding drive on 31.43 secluded acres. It offers 10,300+ sq ft of open living area, which takes advantage of long views over the infinity pool to a stream-fed pond with boat house. Inside, details such as floor-to-ceiling windows that rise to 20 ft heights, and a three-season porch create a seamless flow from outdoors to in. Thoughtfully conceived, with interior design by Meichi Peng, the house includes soaring Venetian plaster walls, porcelain tile floors with radiant heat, a stunning kitchen, a beautiful primary suite, plus 5 ensuite bedrooms including a connected 2-bedroom guest house. There is also a glass-enclosed wine cellar, a home theater, and gym. A workshop and studio space can be found in the 2,800 sq ft barn across the large circular driveway from the main house. This private estate offers an ideal work-from-home environment close to Boston.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* 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.