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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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130 Commonwealth Avenue Boston MA 02116

MLS Number 73236101

  • Residential
  • Bedrooms 6
  • Bathroom 10
  • Square Feet 10,022

Behind wrought-iron gates on Commonwealth Ave this stately 19th-century lime-stone mansion spans over 10,000 square feet, artfully transformed to emulate the ambiance of a stylish boutique hotel. The home boasts 6 bedrooms 7.3 baths and extends across five levels with a private elevator for easy access. The interior design skillfully merges classic architectural details such as ornate moldings, intricate woodwork, cathedral ceilings, five fireplaces with bold modern touches. A limestone facade invites you into a lavish parlor level, complete with a grand reception hall, a library adorned with black oak paneling and a temperature-controlled wine room. The luxurious living room features Juliet balconies that offer stunning views over the iconic Commonwealth Mall. The primary suit floor is a sanctuary to relax. The penthouse level includes a breathtaking roof deck providing panoramic views of the city skyline. This home embodies unparalleled craftsmanship and enduring elegance.

Listed by William Montero and Amy Mizner of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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280 Warren Street Brookline MA 02445

Brookline, MA280 Warren Street

Price$25,000,000

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 $18,000,000 or with the additional 2 acre lot for $25,000,000. 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: 6.95% last updated on Jun 13, 2024
* 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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129 Commonwealth Avenue Boston MA 02116

MLS Number 73239262

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 9,624

Introducing 129 Commonwealth Avenue, a perfect example of the Classical Revival style located in the heart of Back Bay. Situated on the sunny side of the street, this magnificent residence offers almost 8,000 square feet of beautifully finished and classically scaled living space and entertaining rooms over 5 levels with direct elevator access. Outstanding features include a grand living room with Juliet balcony overlooking Commonwealth Avenue’s picturesque tree-lined Mall, a handsome mahogany paneled library with wet bar, a stately dining room flanked by white marble fireplaces, a gourmet eat-in kitchen and family room, and a sensational private roof deck with panoramic views of the city. All 6 bedrooms are grand in scale and offer ample storage space, including the luxurious primary suite. This spectacular residence presents the rare opportunity to live in one of Boston’s most distinguished neighborhoods with the addition of 6 private parking spaces, virtually unheard of in Back Bay.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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$24,500,000

Est. Mortgage: $/month

MLS Number 73244041

  • Residential
  • Bedrooms 11
  • Bathroom 11
  • Square Feet 20,074

This stately Georgian Revival residence, designed by the esteemed American architect and artist William Truman Aldrich, presents a once-in-a-lifetime opportunity to own one of the most prestigious and treasured estates in all of greater Boston. 333 Lee Street is perfectly situated on three acres of meticulously landscaped grounds. The interior boasts eleven bedrooms, eleven bathrooms, and ten fireplaces, providing ample space for family and guests alike. The heart of the home, features a custom-designed Molteni stove imported from France. Beyond the kitchen — a library, formal dining room, and family room offer spaces for entertaining. However, the most remarkable feature lies underground — an indoor, 75-foot swimming pool accessible via French doors from the terrace or through a 60-foot underground passageway from the main residence. In summary, this grand estate offers over 23,000 square feet of luxuriorious living space, meticulously designed to meet the highest standards of comfort

Listed by The Sarkis Team, George Sarkis and Manuel Sarkis of Douglas Elliman Real Estate - The Sarkis Team

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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22 Louisburg Square Boston MA 02108

MLS Number 73212349

  • 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: 6.95% last updated on Jun 13, 2024
* 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

Bespoke masterpiece on the sunny side of Marlborough. This exceptional 2019 new construction was home built to the absolute highest of standards and is a showcase of masterful design and impeccable craftsmanship. No details were overlooked. The level of thought and care devoted to design and engineering can be seen on every surface, and felt in every step. 279 Marlborough was built for everyday living, yet perfect for elegant entertaining. The parlor level strikes the perfect balance of 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. 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: 6.95% last updated on Jun 13, 2024
* 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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280a Warren Street Brookline MA 02445

Brookline, MA280a Warren Street

Price$18,000,000

Est. Mortgage: $/month

MLS Number 73250347

  • 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: 6.95% last updated on Jun 13, 2024
* 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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36 Lime Street Boston MA 02108

Boston, MA36 Lime Street, Beacon Hill

Price$17,995,000

Est. Mortgage: $/month

MLS Number 73218521

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,875

Nestled within the historic charm of Beacon Hill's renowned "Flat," 36 Lime Street is a testament to timeless elegance and modern luxury. The charming Mansard roof and stone frame casement windows exude classic New England allure, infusing the space with character and natural light from 3 sides. This magnificent 4+ bedroom, 5-bathroom residence offers an unparalleled living experience that seamlessly blends classic architecture with contemporary amenities. Elevating privacy and security to new heights, it features advanced automation, including custom sun and blackout shades in all bedrooms and an entryway door equipped with ballistic ("bulletproof") smart glass that switches from transparent to opaque with the flick of a switch. Additional enhancements include Eagle Eye video surveillance, Brivo remote entry, and Meraki networking and access points. This home has been fully updated from the systems, the AV/security, finishes, custom built-ins + more. Designed to be elegantly simple!

Listed by The Sarkis Team, Megan Francese and George Sarkis of Douglas Elliman Real Estate - The Sarkis Team

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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49 Margin Street Cohasset MA 02025

Cohasset, MA49 Margin Street

Price$15,000,000

Est. Mortgage: $/month

MLS Number 73236985

  • Residential
  • Bedrooms 10
  • Bathroom 11
  • Square Feet 20,000

Situated on a private 9.41-acre peninsula, The Oaks boasts 1,800’± of ocean frontage and a protected 112’ deep water dock, defining it as New England’s premier waterfront estate. Just 25± miles south of Boston, this grand 20,000±sf Georgian Revival mansion has been impeccably maintained. Offering both grand reception rooms and cozy family living spaces including a home elevator. The panoramic water views grace almost every room and corner of the meticulously landscaped grounds. With an additional 4,000±sf of outbuildings, a tennis court, swimming pool, skating pond with pond house, and children’s games lawn, this estate epitomizes family resort living at its finest. With only 3 owners, this was once home to Clarence W. Barron and family for 60± years, this historically significant property presents a rare opportunity for discerning buyers. Don’t miss your chance to own this iconic estate—a true once-in-a-lifetime opportunity!

Listed by Frank Neer of Coldwell Banker Realty - Cohasset

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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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22 Brimmer Street Boston MA 02108

MLS Number 73191695

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

Exclusive townhouse located on the Flat of Beacon Hill, one of Boston’s most sought-after neighborhoods. This magnificent showpiece home with 5,700 square feet of living space and direct elevator access to every floor has been completely updated, brilliantly combining elegant mid-19th century detail with every modern convenience sought after by today’s discernible buyer. The family-friendly floor plan includes stunning and classically scaled living and entertaining rooms, handsome wood paneled library, custom gourmet kitchen and a family room complete with an entire wall of windows facing the private, landscaped rear garden. The luxurious primary suite includes an oversized bedroom, lavish marble bath and dressing room. Top floor roof deck with greenhouse, outdoor grill and dramatic city views. Additional features include a fitness room, laundry room, wine cellar, guest suite and energy efficient technologies. This spectacular property is complete with two full parking spaces.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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

1825 South County Road Barnstable MA 02655

MLS Number 73252528

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 11,254

Unveiling 1825 S County Road, a masterpiece of privacy nestled in Osterville. This unique 5-bed, 6-bath sanctuary on a sprawling 12-acre property with a private island is a testament to unparalleled craftsmanship. With stunning water views, charming gambrel roofs, intricate stonework, and modern luxuries, this home transcends expectations. Inside, natural light accentuates soaring ceilings, hardwood floors, and serene vistas. The gourmet kitchen, bedrooms, and bathrooms perfectly blend aesthetic and function. Special spaces like the library, home theatre, gym, and game room add allure. The outdoor sitting areas and infinity pool promise memorable summer gatherings. Despite its tranquil setting, you're just a few short minutes drive to historic Osterville, shopping, dining, and the beach. This is more than a home—it's a piece of art, offering a unique lifestyle rooted in comfort and luxury. Experience this extraordinary home today. Your dream retreat awaits.

Listed by Danny Griffin of Griffin Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Jun 13, 2024
* 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: 6.95% last updated on Jun 13, 2024
* 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. (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.