South Shore Luxury Homes For Sale

MLS Number 73506374

• Residential
• Bedrooms 4
• Bathroom 5
• Square Feet 4,700

Set in a peaceful, leafy neighborhood close to schools and everything Milton has to offer, this home boasts quality construction, thoughtful architectural features, high ceilings and a versatile floor plan with ample space for living, working and hosting plus an in-law/guest suite or 1st fl primary . The great room with dining area and fireplace is bathed in natural light from its oversized windows. The chef's kitchen is warm and inviting with center island and breakfast nook and sitting area. A butler's pantry, laundry, bath, family room + private bedroom suite complete the first floor. The second floor features a loft area perfect for studying, primary suite and two additional bedrooms and 2nd bath. The lower level has an office/gym with full bath and a separate entrance as well as a bonus play room. Outside, you'll enjoy a wrap-around composite deck and brick patio. This property has been meticulously maintained for and is ready for a new owner to add their touches!

Listed by Angela Stevenson of Compass

MLS Number 73506066

• Residential
• Bedrooms 4
• Bathroom 4
• Square Feet 3,636
• High School Oliver Ames

Welcome to the prestigious Heritage Glen Estates in N. Easton. The home’s classic curb appeal makes a striking first impression. A timeless faadefeaturing a warm brick center, symmetrical windows, and graceful architectural lines. Step through the front entrance and into a dramatic two-story foyer, highlighting the home’s welcoming ambiance. A sweeping staircase with warm wood tones and detailed craftsmanship serves as a stunning focal point, setting the tone for the quality and care found throughout the home. The open yet defined layout allows for an effortless flow between spaces while still offering distinct areas for living and entertaining. Adjacent spaces offer flexibility for formal dining or additional sitting areas, ideal for hosting. The primary en-suite is a sanctuary retreat with a jacuzzi bath and wardrobe. With 3.5 bathrooms throughout, the home is thoughtfully designed to meet the needs of a modern household, balancing style & practicality. Get ready to be wow'd!

Listed by Mary Yazbeck of Yazbeck Realty Group LLC

MLS Number 73505191

• Residential
• Bedrooms 5
• Bathroom 6
• Square Feet 5,821
• High School Duxbury

In the heart of Duxbury, just moments from Shipyard Beach and Duxbury Bay, this rare 18.6 acre estate offers an exceptional combination of privacy, scale, and coastal proximity seldom found in this market. Set amid rolling fields, two tranquil ponds, and a network of established stone walls, the property unfolds as a secluded retreat where natural beauty defines the experience yet the shoreline remains just moments away. The five-bedroom, five full and one half bath residence reflects timeless design, featuring wide pine floors, custom millwork, and expansive walls of glass that frame the landscape and fill the home with natural light. The interiors are both refined and inviting, designed to live as comfortably as they impress. A two-story barn creates a striking focal point for entertaining, overlooking the in-ground pool and private pool house. Throughout the grounds, hand-laid stone walls reminiscent of classic European estates lend a sense of heritage and permanence.

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

MLS Number 73500894

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 4,772
• High School Milton High

DRAMATIC NEW PRICE! Experience unparalleled scale & scenic views in this reimagined, nearly 5,000 sq ft Split-Colonial masterpiece. Set on a rare, private 1-acre corner lot, this estate offers effortless commuting access while transitioning into a secluded, tranquil sanctuary the moment you step inside.Massive high-efficiency windows flood the home with natural light, offering a lush private buffer in summer that opens to spectacular, seasonal vistas of the Wollaston Golf Club landscape & pond in fall & winter. Fully renovated within 5 years, the exterior shines with premium Hardie Board siding & a new roof. Inside, a chef's kitchen features a 12ft waterfall quartz island & Thermador appliances. The layout integrates a sun-drenched Great Room & expansive family room. Enjoy Sonos speakers, a wet bar, & gym. The backyard resort boasts an in-ground pool, paver patio, fire pit, & 30ft Trex deck with a built-in Weber grill. Minutes to Blue Hills & top schools. Turn-key luxury!

Listed by Kimberly Ruiz of eXp Realty

MLS Number 73504839

• Residential
• Bedrooms 4
• Bathroom 4
• Square Feet 6,790

To those who resist being a foregone conclusion - consider this the on-ramp. The move to the suburbs is often framed as a trade: more space, less edge. At 995 Brush Hill Road, that bargain was never struck. This 6,790-square-foot mid-century residence carries its cool quietly - without announcement, without apology. The kitchen sets the tone with top tier appliances, a resort-scale fireplace, generous pantry and walls of glass dissolving the line between inside and out. Ceilings rise with intention, leaving room for light, art, and good times. Outdoors a generous deck hugs the landscape as though it was always meant to be. And for those whose other collection has horsepower, a new 6-car garage arrives as the final, considered gesture-designed for the discerning, built for the serious. There is room here for collections of every kind. This house doesn't ask what you'll do with the space. It assumes you already know. Mid-century bones. Modern sensibility. Milton, at its most compelling.

Listed by Julianne Bridgeman of Ceres Real Estate

MLS Number 73504772

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

Wake up to breathtaking ocean views in this beautifully maintained seaside Colonial. Ideally situated right on the water, this 3-bedroom, 2-bath home blends classic charm with modern comfort. Freshly painted throughout, the interior features hardwood floors and a bright, open-concept layout perfect for everyday living and entertaining. Enjoy the convenience of plenty of parking and the unbeatable lifestyle that comes with an amazing oceanfront location. Three generous bedrooms, 2 full bath, 50 year steel roof, public water/sewer and an amazing view! A rare opportunity to own a timeless coastal home where the sound of the waves is part of everyday life.

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

MLS Number 73504563

• Residential
• Bedrooms 3
• Bathroom 5
• Square Feet 4,381

Set within Hingham's exclusive Black Rock Residences, 38 Raynor Drive offers refined country club living with unmatched privacy and convenience. Main level features a fireplaced living room with vaulted ceilings, formal and casual dining areas, an inviting all-season sunroom perfect for year-round enjoyment, a first floor primary ensuite with a spacious walk-in closet and an additional first floor guest bedroom. A standout feature is the private guest ensuite above the garage - ideal for extended family, caretaker or separate home office. Finished walk-out lower level further expands the living space with a recreation area and a versatile space for additional bedroom or playroom. Enjoy an elevated lifestyle with exceptional privacy, security and maintenance-free living within this prestigious country club community.

Listed by Kevin Caulfield of Compass

MLS Number 73504374

• Residential
• Bedrooms 3
• Bathroom 6
• Square Feet 5,967
• High School Plymouth South

1-of-1 custom Kistler and Knapp estate in The Pinehills with prestigious main house & equally impressive separate - but attached - guest house with slate + synthetic slate roof connected via heated enclosed floating bridge consisting of 2-3 car garage spaces, 4 full & 2 half baths, 3+ beds, 2 laundry rooms, 2 gourmet chef's kitchens w/ honed granite countertops and Wolf + Sub-Zero appliances, 2 fieldstone fireplaces (one gas and one wood burning), expansive back deck, yard, bluestone patio, covered front porch, and koi pond, plus an exceptional outdoor dream kitchen fit for a professional grillmaster. This place is spacious, fun, highly functional, and PRIVATE! It would be great for multi-generational or large families. Don't miss the home office with custom bookcases and cabinets or the state-of-the-art mechanical systems. Loft area w/ billiard table. Finished LL walkout with media room, bonus room, cedar closet, + storage. Professional landscaping with 14 zone irrigation.

Listed by Pinehills Resale team and Stacy Gerry of Pinehills Brokerage Services LLC

MLS Number 73504247

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 1,886

Charming cottage style home for those who want to enjoy resort style living. This custom cottage Whitman "Sandpiper" style home is perfectly situated in the pocket park neighborhood at Summerhouse Cottages, close to Village Green and Mirbeau Inn & Spa. Enchanting front porch. Chef's kitchen with custom counters & cabinetry, stainless steel appliances. Living room has beadboard ceilings, wall of windows and gas fireplace with stone surround. Dining area and most windows in home have plantation shutters. Convenient home office on main floor with detailed Board and Batten panels. Sliders allow easy access to the patio. Signature to this home design is its spacious first floor primary ensuite and two walk-in closets. Upstairs is two generous sized bedrooms with full bath...perfect for guests. Live The Pinehills lifestyle, golf, pool, tennis, walking trails, restaurants, shopping and more!

Listed by Pinehills Resale team and Karin Lynne Cruz Bianchi of Pinehills Brokerage Services LLC

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