South Shore Luxury Homes For Sale

MLS Number 73508385

• Residential
• Bedrooms 5
• Bathroom 7
• Square Feet 9,435

This fully renovated Georgian Colonial offers exceptional living and entertaining in one of Milton's most desirable neighborhoods. Privately set at the end of a cul-de-sac in Indian Cliff Estates, the home sits on 1.88 acres with a three-car attached garage. The main level features an eat-in kitchen, formal dining room, and a gracious living room that flows into a sitting area. A dramatic family room with cathedral ceilings and a floor-to-ceiling stone fireplace anchors the home, complemented by a wet bar and direct access to the indoor heated pool and hot tub. An elegant foyer with a curved staircase leads to five well-appointed bedrooms. The expansive lower level offers multiple flex spaces, including a home gym, recreation rooms, and a private theater. Designed for both everyday living and memorable entertaining, this home delivers a rare blend of space, privacy, and resort-style amenities.

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

MLS Number 73507831

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 3,323
• High School Plymouth

One of few remaining homes at Owls Nest! The popular Chatham Modern Craftsman features main level living and private second floor space for guests. Still time to make designer selections to include appliances, tile, flooring, and countertops. This home includes a bright unfinished walkout lower level and more. The grand two story foyer leads to a spacious kitchen with island and casual dining, and is open to the great room with 12' ceilings, gas fireplace, and access to an included deck with treed views. A luxurious first floor primary bedroom suite includes a stunning bathroom with a large walk in shower, marble seat, dual sink vanity, and dual walk in closets. Also located on the main level, a secondary bedroom, flex room, and laundry room. The second floor features privacy for guests including a bedroom suite with walk in closet, full bathroom and finished loft space. Work with our team of professionals to select from today's popular finishes, home automation and outdoor living.

Listed by Christine Sweeney and Amy Heinrichs of Toll Brothers Real Estate

MLS Number 73507096

• Residential
• Bedrooms 5
• Bathroom 6
• Square Feet 6,243
• High School Scituate

A rare opportunity on Cohasset Harbor now offered at a compelling new price. This stunning shingle-style estate offers extraordinary privacy on elevated land surrounded by 20 acres of salt marsh & woodland with sweeping harbor views. Meandering boardwalks lead to small islands, including one with a tidal dock for direct water access. Designed by Sally Weston & fully renovated, the home blends timeless architecture with modern comfort. A dramatic 2 story foyer opens to formal living & dining rooms each with fireplaces. The kitchen features a large island, baking room & banquette seating, flowing into a family room & sunroom filled with natural light. First-floor spaces include a unique octagonal bedroom, mudroom & potting kitchen. Upstairs the primary suite offers a private sitting area & a spa-like bath, alongside 3 bedrooms, a loft office & a deck overlooking the harbor. 3rd floor suite adds more living space with an additional full bath and room for guests or playroom. Amenities include tennis & bocce courts plus a three story barn perfect for boat storage, a car collection, indoor sports court or artist studio. Third floor of barn features a spacious totally renovated 4 room apartment perfect for generational living. Not in flood zone.

Listed by Christine Powers of Coldwell Banker Realty - Cohasset

MLS Number 73506861

• Residential
• Bedrooms 6
• Bathroom 8
• Square Feet 8,764
• High School Milton

Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday living and memorable entertaining. This is a home where families gather, laughter fills the rooms, and life's most cherished moments are made. A true architectural gem, the residence showcases exquisite period details including thick dentil moldings, rich hardwood floors, and finely preserved craftsmanship throughout. The home has undergone a thoughtful, major renovation that honors its historic character while seamlessly incorporating modern comforts and functionality. Privately sited on an impressive 7.32 acres, the grounds offer serenity, space, and a sense of timeless estate living.

Listed by Matthew Freeman of Coldwell Banker Realty - Milton

MLS Number 73506742

• Residential
• Bedrooms 4
• Bathroom 2
• Square Feet 3,661

Blissful by the beach! Experience the perfect blend of coastal charm, generous living space & breathtaking water views in this beautifully maintained raised ranch offering over 3,000 square feet of versatile living space. Perfectly positioned to capture sweeping views of Quincy Bay & the Boston skyline, this exceptional home delivers the relaxed waterfront lifestyle you've been dreaming of while remaining close to shopping, dining, commuter routes & everyday conveniences.Inside, you'll discover 9 spacious rooms, including 4 bedrooms & 2 full bathrooms, each featuring Jacuzzi®-style soaking tubs for the ultimate place to unwind. The heart of the home is the updated kitchen, complete with granite countertops, abundant cabinetry & an open layout that flows effortlessly into the sun-filled living & dining areas. Expansive windows invite natural light throughout, creating a warm, welcoming atmosphere while showcasing the stunning coastal scenery.Designed for both everyday living and entertaining, the oversized family room provides an inviting gathering space for holidays, celebrations, or relaxing evenings at home. A flexible secondary living area offers endless possibilities, making it ideal for extended family, multi-generational living, guests, a private home office, media room, or recreation space. Whether you're looking for extra room to spread out or accommodate changing lifestyle needs, this home offers exceptional versatility.Enjoy comfort in every season with central air conditioning for warm summer days and gas fireplaces that create a cozy ambiance throughout the cooler months. Step outside to an oversized level lot where you'll enjoy refreshing ocean breezes, scenic water views & plenty of space for outdoor entertaining, gardening, or simply relaxing while watching the ever-changing beauty of the bay. The spacious outdoor living area provides the perfect backdrop for morning coffee, summer barbecues, or evening sunsets. Located in a desirable coastal neighborhood, this home offers the rare combination of spacious living, flexible floor plan & captivating waterfront vistas. Whether you're searching for a primary residence, a multi-generational home, or a property that offers room to grow, this stunning home delivers comfort, convenience & timeless appeal. Don't miss this rare opportunity to own a spacious coastal home with panoramic Quincy Bay and Boston skyline views. Schedule your private showing today!

Listed by Kellyanne Swett and Colleen Walo of Allison James Estates & Homes of MA,LLC

MLS Number 73506378

• Residential
• Bedrooms 4
• Bathroom 5
• Square Feet 5,180
• High School Cohasset High School

Discover a coveted Jerusalem Road home often admired and perfectly positioned to capture breathtaking views of Straits Pond and the Atlantic Ocean beyond. This exceptional custom built 5 bedroom 3 full and 2 half bath Colonial meticulously designed by its original owner and built by renowned builder Chris McKenna offers remarkable craftsmanship and thoughtful design throughout. The sun filled main level features a stunning chef's kitchen ideal for both everyday living and entertaining. The finished lower level enhances the home's versatility with an entertainment kitchen and walkout access, creating the perfect space for gatherings or extended family. Set on beautifully landscaped grounds, the property includes a spacious 2 car garage and two private hot tubs for relaxing while enjoying ocean breezes. Located in a premier neighborhood close to beaches, tennis, golf, scenic trails, schools, and houses of worship, this turnkey move in ready home is ideal as a year round residence.

Listed by William Marsden of Coldwell Banker Realty - Hingham

MLS Number 73504772

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,645
• High School Marshfield Hs

Ocean views, ocean lifestyle in this beautifully maintained seaside Colonial located on the quiet end of Ocean St. This 3-bedroom, 2-bath home features kitchen with large island, living and dining areas with brand new staircase leading to 3 bedroooms and laundry on 2nd floor. Freshly painted throughout with a a bright, open-concept layout perfect for everyday living and entertaining. Huge bonus with tons of parking and the unbeatable lifestyle that comes with an amazing oceanfront location. Addtional features include 50 year steel roof, large patio, public water/sewer, full basement, natural gas and that constant ocean air and view. A rare opportunity to own a timeless coastal home where the sound of the waves and nature is part of everyday life.

Listed by The Welch and LaBrecque Team, Catherine LaBrecque and Kristi Welch of Compass

MLS Number 73503974

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 3,323
• High School Plymouth

One of a few remaining homesites at Owls Nest! The popular Chatham Modern Farmhouse features main level living and private second floor space for guests. This home includes designer appointed features including upgraded appliances, tile and hardwood flooring, a bright unfinished walkout lower level and more. The grand two story foyer leads to a spacious kitchen with island and casual dining, and is open to the great room with 12' ceilings, gas fireplace, and access to an included deck. The luxurious first floor primary bedroom suite includes a stunning bathroom with a large walk in shower, marble seat, dual sink vanity, and dual walk in closets. Also located on the main level, a secondary bedroom, flex room, and laundry room. The second floor features privacy for guests including a bedroom suite with walk in closet, full bathroom and finished loft space. Work with out team of professionals to choose today's popular finishes, technology and outdoor living.

Listed by Christine Sweeney and Amy Heinrichs of Toll Brothers Real Estate

MLS Number 73501656

• Residential
• Bedrooms 5
• Bathroom 4
• Square Feet 4,100
• High School Duxbury

Where antique charm meets modern living, 104 Standish Street is a timeless Duxbury treasure. Originally built with classic character and lovingly updated, this 5-bedroom, 3.5-bath home blends historic details with the conveniences of today. Sunlit rooms, warm wood floors, and period craftsmanship create a sense of history, while the addition in 2009 which included kitchen, baths, & systems deliver modern everyday ease. Filled with generous living space for gathering and private retreats for quiet moments, the home offers a rare balance of elegance and function. Just minutes to Duxbury's vibrant town center, top schools, and the Eagle's Nest Bay, it places you at the heart of everything the community has to offer-beaches, boating, shops, and more. A true coastal classic, ready for its next chapter.

Listed by Marni Migliaccio of The Firm - Duxbury

MLS Number 73501157

• Residential
• Bedrooms 3
• Bathroom 4
• Square Feet 3,824

Trouant's Island in Marshfield offers a unique opportunity to experience the pinnacle of coastal living. This exquisite waterfront estate stands as a testament to luxury and elegance, with panoramic views stretching across the North and South Rivers and beyond to the vast ocean. Custom-designed to cater to both relaxation and entertainment, this home is a sanctuary where every detail has been thoughtfully crafted. The lushly landscaped grounds feature a heated spa pool and a gazebo perfect for alfresco dining, allowing residents to savor the sea breeze, watch the boat parades, and enjoy breathtaking sunsets. Residents benefit from access to a private deep water dock, enhancing the allure of this prestigious location. Nestled within a private enclave where the North and South Rivers meet the sea, this setting offers a true escape. Accessible by a tidal causeway, the property ensures a rare sense of seclusion where the tides and horizon provide a peaceful, ever-changing backdrop.

Listed by Kristin Dewey of Kornerstone Real Estate Brokerage

MLS Number 73500198

• Residential
• Bedrooms 4
• Bathroom 5
• Square Feet 5,763
• High School Cohasset High

A remarkable waterfront setting meets exceptional craftsmanship on 1.55 acres along Cohasset's Gulph River. Reimagined over two years as a forever home, this residence was comprehensively reconstructed by a respected local builder and expanded from the original foundation up, transforming a classic Cape into an elegant French Colonial while preserving meaningful pieces of its history. More than 5,700 SF of living space is framed by panoramic river and marsh views with walls of glass presenting spectacular sunrises and serene sunsets. The home's slopeside position creates an elevated setting overlooking the river and marsh while offering a private backyard oasis. Inside the home, wide-plank hickory floors, high-efficiency Andersen windows and doors, closed-cell insulation, three-zone HVAC and a high-performance hot water system reflect the same attention to quality found throughout. At the center of the home, the chef's gourmet kitchen pairs professional-grade Viking appliances with leathered Brazilian quartzite, custom cabinetry, imported Moroccan tile and a commercial-grade hood trimmed in reclaimed 1800s barn beams. Open living and dining spaces flow to the waterside deck, while the living room's gas fireplace features a handcrafted mantel of the original hand-sawn barn beam. The primary suite is a private retreat with a balcony, a walk-in closet, and a distinctive spa bath with a custom Turkish-spindle vanity, an oversized clawfoot soaking tub, and a Tadelakt-finished shower. Three additional bedrooms and two more full baths complete the second floor. The finished walkout lower level, with two sets of French doors, water views, full bath, and polished concrete floors, offers flexible space for a gym, recreation, guests and more. Outside, an expansive lawn offering endless possibilities leads toward the river with timeless views across the estuary and direct access to the water. A renovated barn adds exceptional versatility, including a heated and cooled second floor ideal for an office or studio. MoistureShield CoolDeck composite decking, a backup generator, and thoughtful efficiency upgrades complete this extraordinary Cohasset property, just a short walk to the Village, commuter rail, restaurants, and harbor.

Listed by Rosemary Sullivan of Conway - Hingham