South Shore MA Homes for Sale

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 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 73174415

• Residential
• Bedrooms 6
• Bathroom 9
• Square Feet 8,748

A majestic setting with picturesque scenic harbor views, this stunning waterfront estate embodies the pinnacle of coastal and boat living. Described as a "Nantucket-like family compound," this newly built home showcases meticulous attention to detail and contemporary elegance with unparalleled craftsmanship. The main house has 6 bedrooms w/ ensuite baths, 3 half baths, and sprawling grounds with an Australian Open surface tennis court. A beautiful patio connects to a heated 40 X 20 ft pool, providing both recreation and relaxation. The property further delights with a charming 1350 SqFt 2 bed, 2.5 bath Guest House with kitchenette, laundry, and an indoor/outdoor fireplace. With captivating water views, this home seamlessly blends natural beauty with modern luxury. Enjoy easy waterway access to Duxbury Bay w/ a private dock and mooring. Additional amenities: 6 bed bunk room, top floor family room/office, gym + yoga studio. Seller welcomes offers with requests for buyer concessions.

Listed by Beth Dickerson and Michael Moran of Gibson Sotheby's International Realty

MLS Number 73230455

• Residential
• Bedrooms 5
• Bathroom 3
• Square Feet 4,524
• High School Duxbury High

Experience the pinnacle of waterfront living on this sprawling 1.67 ac estate boasting 300+ feet of direct water frontage and 70' dock. This property seamlessly blends timeless tranquility with contemporary comforts, featuring a main house, guest house, state-of-the-art pool house, pool and hot tub. Each structure exudes charm and sophistication. The main house comprises 5 bedrooms, including a breathtaking primary suite with sitting area, dressing room, and stylish new walk-in closet. Three additional spacious bedrooms, plus a versatile playroom/bedroom on the 3rd floor, offer ample space for relaxation. The guest house provides a cozy retreat with one bedroom, a living room, kitchenette, full bath, and fireplace. Entertain in style at the pool house, featuring a comfortable living area, fireplace, and full bath, alongside a SubZero refrigerator and outdoor kitchen with Wolf 6-burner gas grill. Don't miss this rare opportunity for an unparalleled waterfront lifestyle!

Listed by Liz Bone Team, Elizabeth Bone and Kristin J. Coppola of South Shore Sotheby's International Realty

MLS Number 73291145

• Residential
• Bedrooms 8
• Bathroom 10
• Square Feet 10,912
• High School Milton High

Introducing Applecroft, a magnificent country estate located in one of Boston’s most desirable suburbs. This nationally recognized property has been completely renovated and brought back to its original splendor with the assistance of renowned New England architect Patrick Ahearn. The estate is situated on 8.5 acres of picturesque grounds nestled at the base of the Blue Hills Reservation and consists of the main house, guest house, and folly. Every conceivable amenity has been added, successfully adapting the home to modern family living without compromising the historic and architectural integrity. Outstanding features include splendid formal entertaining rooms, beautiful original detailing, floor-to-ceiling windows opening on to the pastoral grounds, two sunrooms, elevator, fitness room, sauna and garden room. While Applecroft captures a true country lifestyle, it is ideally located minutes away from Milton Center and Milton Academy with convenient access to Downtown Boston.

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

MLS Number 73249823

• Residential
• Bedrooms 8
• Bathroom 8
• Square Feet 12,679

On a tree-lined street just 15 miles south of Boston you will find a lovingly restored Victorian Shingle Style home, built as the summer estate for Augustus Hemenway II and his wife Harriet Lawrence Hemenway, founder of the Massachusetts Audubon Society, on 6 acres with an additional 12 acres of conservation land. The house was built in 1882 and designed by the notable architect William Ralph Emerson. The design is an important example of the Shingle Style, featuring elements of Neo-Tudor Style, with paired gables set with cobblestone cement and brick chimney. Full of architectural molding, wood paneled stairway, tiled fireplaces and detailed carvings, yet updated conveniences for modern day living and entertaining. This home has recently completed a 2-year full renovation. It is just waiting for the new homeowner's personal finishes. This home has it all: tennis court, pool, jacuzzi, chicken coop, 2-car garage under with a 5-car attached garage and in-law apartment above!

Listed by Meredith Hall of Coldwell Banker Realty - Milton

MLS Number 73288961

• Residential
• Bedrooms 7
• Bathroom 8
• Square Feet 6,401
• High School Cohasset Hs

Situated on 6.5 picturesque acres,30 Black Horse Lane is a magnificent estate with over 1,400 feet of direct Gulf frontage. This 7-bedroom, 7.5-bath home has been thoughtfully updated, featuring a newly renovated kitchen and modern bathrooms. The property offers a blend of natural beauty and refined living with expansive lawns, granite outcroppings, lush gardens and a secluded walking trail. Enjoy the luxury of a private causeway, terraced patios, a custom tennis court, and a heated outdoor pool with spa. Additional features include pool house, boathouse, and a private dock with convenient harbor access and great fishing. A four-car garage with a guest home above provides ample accommodation. Despite its secluded feel, the estate is within walking distance of downtown Cohasset and the harbor and just a short commute to Boston. As one of the few remaining grand Cohasset estates, this grand residence delivers a perfect mix of modern elegance and privacy, making it an extraordinary find.

Listed by Frank Neer of Coldwell Banker Realty - Cohasset

MLS Number 73249418

• Residential
• Bedrooms 5
• Bathroom 4
• Square Feet 6,700
• High School Scituate High

Imagine a private New England island property with panoramic oceanfront views that rival any oceanfront property along the Boston-area coastline, yet 6 minutes from a train to Boston. Wood Island offers majestic views from Cape Ann to Minot Light from all four levels and five hardwood decks. Nestled on granite ledge on almost 10 acres surrounded by >1,000 acres of conservation glades, islands & beaches. Wood Island is a once-in-a-generation buy for an astute luxury buyer seeking privacy and estate style living (~7,000 sq ft). Along with countless recent updates and private access to the water/beach, the grounds feature natural oaklands, open grass space (incl. a “Kennedy football lawn"), solarium, a waterfall/pond with fish & turtles, granite outcroppings & views of the glade with wildlife from deer to bald eagles. Accessed from a private road and a long, winding crushed shell driveway, this EXTRAORDINARY setting is the epitome of peaceful, simple luxury surrounded by nature.

Listed by Jen Palmer of Coldwell Banker Realty - Scituate

MLS Number 73265896

• Residential
• Bedrooms 5
• Bathroom 6
• Square Feet 6,554

A coveted Hingham address, 17 Cole Road is an immaculate, ultra-private estate located just minutes to Derby Academy and Hingham Square. At over 6,000 square feet, the property maintains an intimate feel throughout with custom renovations overseen by Hudson Interior Design, bright interiors, cozy gas fireplaces and a flexible floorplan. A circular drive leads to this classic 1920's Cape with balanced proportions and manicured grounds. Interior highlights include a well-appointed kitchen with vaulted ceilings and a wall of windows for ample natural light, a spa-like primary suite with walk-in closet and soaking tub, perfectly proportioned guest bedrooms and bathrooms, a finished lower level with a wine cellar, wet bar, home gym and playroom —and much more. Exterior highlights include two car garage with cedar attic, pool with all-season poolhouse, outdoor teak shower, built-in firepit, basketball court and professional landscaping enhancing the beauty of the estate year round.

Listed by Kevin Caulfield of Compass

MLS Number 73284416

• Residential
• Bedrooms 5
• Bathroom 6
• Square Feet 5,157

STUNNING waterfront home on a 1/3 of an acre lot, just 3 years young, with over 5100 SF of living space and unobstructed VIEWS of Boston Skyline. This state of the art home features a chef's kitchen with beautiful custom cabinetry and high end appliances/amenities OPEN to a fabulous Family room with a 2 story wall of windows that floods the home with beautiful natural light and affords maximum views. The first floor also offers a cozy sunroom, beautiful dining room, a first floor guest bedroom that could also be a primary suite, and a gracious foyer that captivates you the moment you enter the house, because of the jaw dropping views. Upstairs there are 4 additional BR's and 3 full baths, including a LUXURIOUS primary suite with "to die for" closets and bath. The 3rd floor offers a game room with built in bar, large seating area, an office, half bath and LOTS of storage. Gorgeous deck with built in grill, hot tub and outdoor shower. Amazing large lawn area for outdoor fun.

Listed by Tara Coveney of Coldwell Banker Realty - Hingham