South Shore MA Luxury Homes

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.

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

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

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

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

MLS Number 73293561

• Residential
• Bedrooms 18
• Bathroom 14
• Square Feet 12,470

Unparalleled location on the flat of Beacon Hill directly across from the Public Garden offers 16645+ of once-in-a-lifetime opportunity. South facing, extra-wide townhouse has gorgeous rooftop panoramic views of city and park, Charles River & Esplanade. It boasts exquisite architectural features-opulent entry hall with regal staircase, original skylight, custom woodwork, soaring ceilings, elongated windows & grand scaled entertaining rooms looking out on America's oldest 24 acre park. 3 exposures provide an abundance of natural light. Currently configured as 10 apartments & rooms, its 5+ floors combine 10th century grandeur with 21st century convenience; elevator, private courtyard & rare parking.Walk to Charles & Newbury St dining & shopping, theatre and financial districts with easy access to Storrow Dr & MGH. For 3 generations 1 family has stewarded this unique property. Large floor plates can create a magnificent single family mansion, stunning luxury condominiums or apartments.

Listed by Shelagh Brennan and Joseph Palermino of Cabot & Company

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

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

MLS Number 73236985

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

Major Price Drop. 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

MLS Number 73250023

• Residential
• Bedrooms 7
• Bathroom 8
• Square Feet 12,012
• High School Westwood High

This exquisite 12+ acre estate tucked away at the end of a secluded drive and adjacent to over 100 acres of conservation land offers an unparalleled blend of privacy and tranquility. The tasteful main entrance leads to a refined living room, library, elegant dining room w/ butler’s pantry, and a chef’s kitchen that flows into a welcoming family room with fireplace and covered patio. The second floor contains 5/7 bedrooms, including the expansive primary suite complete with en suite bath and walk in closet. The home also features a playroom, exercise room, wine cellar and 2 offices. Rebuilt by Rob Lawrence in 2018, this home showcases exceptional interior detail. Venture outside to discover a heated pool w/ a pool house, tennis courts, pond, barn-garage with a greenhouse and 2 horse stalls in addition to a 2 bedroom cottage and 3-car garage. Known for its top-tier schools and convenient location to the train station, shopping areas, major highways and the city. This is not one to miss!

Listed by Michael Carucci and Carter Peckinpaugh of Gibson Sotheby's International Realty

MLS Number 73171964

• Residential
• Bedrooms 8
• Bathroom 11
• Square Feet 9,679

Prepare to be enchanted as you step into a world of discovery. A sprawling 9-acre sanctuary unfolds before your eyes, offering an unsurpassed expanse of Nantucket Sound oceanfront that extends to 1,855 feet of pristine, private sandy beach, embracing the tip of Halls Island. The residence is bathed in natural light, accentuating exquisite millwork, while each room boasts breathtaking views of the endless seascape. Nestled alongside, a 6-bay garage provides ample space, complete with separate living quarters. With panoramic 180-degree views, you'll be treated to unforgettable sunrises and sunsets that paint the sky with vibrant hues, with nothing standing between you, Nantucket Sound, and an eternity of natural beauty. Interested parties are encouraged to verify all details herein and to experience this remarkable property firsthand.

Listed by Ellen Valentgas of Sotheby's International Realty

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