South Shore 5-Bed Homes

MLS Number 73510383

• Residential
• Bedrooms 5
• Bathroom 6
• Square Feet 5,200

New construction! Nothing compares to this sprawling 5 bed, 5 1/2 bath,5200 SF coastal estate in Marshfield's coveted Ferry Hill, a true masterpiece offering unrivaled entertaining and spectacular river & ocean views. The heart of the home features a stunning kitchen w/butler pantry & oversized quartz island, cozy FP family room, a dedicated office, and a bonus room w/ built in bar perfect for large holiday gatherings. In addition to 2 ensuite bedrooms, a massive newly constructed wing provides a palatial suite w/ a luxury bath, laundry & French doors leading to a private kitchenette and living area. This suite opens to its own expansive deck to take in the breathtaking water vistas. Step outside to a resort-style oasis featuring a fenced in level yard, heated pool, outdoor shower, and an enclosed full bath/changing room. Complete with an oversized 4-car heated garage & a whole-house generator. This is a premier location walking distance to the shops, sand & dining of Humarock Village.

Listed by Kristin Dewey of Kornerstone Real Estate Brokerage

MLS Number 73509983

• Residential
• Bedrooms 8
• Bathroom 5
• Square Feet 4,500

Welcome to 147 Canton Avenue, a home where historical significance, rich character, and grand proportions come together. From the moment you step into the expansive foyer with its soaring 10-foot ceilings, you can feel the warmth and history of a home that has been deeply loved. Designed for effortless living and entertaining, the main level boasts a stately front-to-back living room with a cozy fireplace, a dedicated office with custom built-ins, a generous formal dining room, and a kitchen that flows seamlessly into an adjoining family room. A practical laundry room, a half bath, and a deep walk-in foyer closet complete this floor. With eight bedrooms and three finished baths spread across the upper levels, there is no shortage of space: Situated on a sprawling, half-acre level lot, the outdoor oasis features a private patio and a relaxing hot tub. The home is equipped with efficient gas heating and an updated 200-amp electrical panel. The Milton Hill location is unbeatable!

Listed by Kevin G. Keating of Keating Brokerage

MLS Number 73509611

• Residential
• Bedrooms 6
• Bathroom 2
• Square Feet 1,936

Fully renovated and move-in ready, this expanded 6-bedroom home offers exceptional flexibility for today's modern lifestyle. Conveniently located along highly accessible Route 138, the property combines commuter convenience, generous living space, and major system upgrades rarely found at this price point. Ideal for multi-generational living, home office needs, or buyers seeking turnkey condition without the cost, stress, and delays of major renovation. Features include a stunning modern kitchen with stone countertops, brand-new stainless steel appliances, recessed lighting, hardwood flooring, updated bathrooms, and a large center island with seating and abundant storage. Major upgrades include gas heat, central air, updated plumbing, 200-amp electrical service, and town sewer. Multiple living areas, spacious bedrooms, backyard space, and patio area offer flexibility for entertaining, guests, or extended living needs.

Listed by Thomas Perry of Lamacchia Realty,Inc.

MLS Number 73507362

• Residential
• Bedrooms 5
• Bathroom 6
• Square Feet 5,080
• High School Hanover

Pulling up to 286 Mayflower Circle feels like arriving at your own French chteau… timeless, elegant, and quietly impressive. Tucked at the end of a cul-de-sac on just under 4 private acres, this custom-built brick home with its signature mansard roof sets the tone before you even step inside. Built in 1978 by its one and only owner, every inch has been meticulously cared for, with intention and pride woven into every detail. Inside, you’ll find 5 bedrooms, 6 bathrooms, a primary suite suited for a king, and over 2,000 square feet of finished basement spaceoffering room to live, entertain, and grow. From the scale of the home to the warmth you feel throughout, this is a property that truly tells a story. There’s history here, there’s heart here… and it shows. Bienvenue chez vous… welcome home. Roof 2020, Buderus Boiler 2019, Central Air 2021,2025.

Listed by Marni Migliaccio of The Firm

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 73507096

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

Set at the quiet edge of Cohasset Harbor, this shingle-style home offers rare 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 & spa-like bath, alongside 3 bedrooms, a loft office & a deck overlooking the harbor. 3rd floor suite adds more living space. Amenities include tennis & bocce courts plus a barn perfect for boat storage, a car collection, indoor sports court & 1 bedroom apt.

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 73506587

• Residential
• Bedrooms 5
• Bathroom 4
• Square Feet 5,000
• High School Duxbury High

Gorgeous home in Duxbury just being completed. Located off Keene Street across from Walter Kopke Park with recreation fields. This home features custom details throughout its open floor plan, beautiful millwork, and lovely fixtures. Chef's kitchen includes a large center island, professional appliances, and accent lighting in glass cabinets, toe kick, and great room crown molding. Mudroom off kitchen includes paneling, built-in bench, and storage. 1st floor office overlooks rear porch. Rear deck overlooks a level backyard for sun and fun. Deck is ideal for gatherings or watching sports on a large-screen TV; portion is covered. 2nd floor has a master suite with 2 large walk-in closets and spacious bath with soaking tub and oversized tiled shower. Three additional bedrooms and laundry. Basement includes bedroom/large home office with bathroom, another office, large closet, and oversized playroom with exercise area or office.

Listed by John Gallagher of John J. Gallagher

MLS Number 73506148

• Residential
• Bedrooms 5
• Bathroom 3
• Square Feet 2,472
• High School Oahs

***buyer financing fell through..Here's your chance! *** motivated seller! The sellers have spent $200,000 worth of updates: heat pumps, ac, roof, gutters, interior & exterior paint, 3 new designer baths, bulkhead, new shrubs, and hardwood throughout! Flexible, spacious, and full of opportunity, this custom 5-bedroom, 2.5-bath home offers a rare layout! Use it as one living space or it could be the perfect home for extended families! Inside there are many thoughtfully designed living areas, along with three fireplaces! Step outside and enjoy your own private retreat with an in-ground swimming pool that's been consistently maintained and opened each year. The large u-shaped driveway provides tons of parking and easy access for multiple households or guests! This home sits on a lovely country road! Don't miss out!

Listed by Weinstein Keach Group, Tony Soares, Alexa Weinstein and Stephanie Weinstein of Coldwell Banker Realty - Easton

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 73499732

• Residential
• Bedrooms 6
• Bathroom 6
• Square Feet 10,524

Set on a private lane within a five-home enclave, this 10,000+ SF estate is bordered by 7,000 acres of protected land in the Blue Hills Reservation, offering a level of privacy rarely found this close to Boston. Accessed by a stone bridge, the home unfolds across 20 thoughtfully designed rooms with 6 bedrooms and 6 bathrooms. A grand foyer leads to vaulted ceilings, a paneled library with fireplace, multiple living and recreation spaces, a home gym, and a dedicated home theater. The kitchen, equipped with premium appliances, opens seamlessly to a large family room anchored by a floor-to-ceiling stone fireplace. The primary suite features a five-piece bath, steam shower, and multiple walk-in closets. Set on 4+ acres, the grounds include a stone terrace with outdoor kitchen, fireplace, jacuzzi, and mature landscaping. A heated four-car garage, dual driveways, and circular motor court complete the offering. Not just a Milton home; an estate with a Milton address.

Listed by Ricardo Rodriguez & Associates Group and Ricardo Rodriguez of Coldwell Banker Realty - Boston

MLS Number 73497233

• Residential
• Bedrooms 5
• Bathroom 4
• Square Feet 4,314
• High School Milton Hs

There are homes that welcome you, and then there are homes that claim you. From the moment you step inside, this Milton Hill original announces itself-high ceilings, sweeping wall spaces, hefty moldings, an irresistible personality. Set on a lush acre, this residence has only grown more compelling with each refinement. Grand wall spaces beg for the art you've been waiting to hang, while a sense of graciousness moves through every room like a long exhale. A renovated eat-in kitchen is beautiful and deeply livable-mornings full of promise, evenings that stretch long. Every thoughtful update (windows, electrical, roof) honors what the house has always known about itself. Interior life unfolds over 4,300sf, 5+ bedrooms and 3.5 baths. And just beyond your door: Milton Academy, Glover School, Steel & Rye, the trolley. This is a home for someone who understands that where you live shapes how you live - a backdrop for the art, the dinners, the mornings in the garden, a life available here.

Listed by Julianne Bridgeman of Ceres Real Estate