South Shore Homes with Pool

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 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 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 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 73192979

• Residential
• Bedrooms 5
• Bathroom 6
• Square Feet 7,503
• High School Scituate

Experience the epitome of luxurious waterfront living in this masterfully renovated 5BD/5.5BA residence featuring an full guest apartment, elevator, and panoramic harbor, ocean, marsh and woodland views. Nestled on 6.1 acres on a peaceful cul-de-sac, this designer showplace is ideal for indoor-outdoor living and entertaining, surrounded by a sports court, putting green, saltwater pool and a cabana. Inside, lavish formal living, dining, family, billiards and sunroom spaces boast fireplaces and abundant windows framing jaw-dropping views in every direction. A gourmet open kitchen, wet bar, office, powder room and mudroom complete the main floor. Above, wake up to water views in the massive owner's retreat featuring a spa bath and balcony. A junior suite, two beds with a Jack-and-Jill bath and guest quarters complete the second floor, with another bed, bath and rec room above. Unfinished basement, great storage, three-car garage and motor court. Just 25 miles to Boston.

Listed by Benjamin Lincoln of Compass

MLS Number 73229590

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 3,186
• High School Alden

Classic Powder Point property built c1902 with wonderful front porch and beautiful grounds from which you can while away a summer afternoon watching the sailboats race on Duxbury Bay. You can tie up your boat on your own licensed dock if you wish. The owners have lovingly cared for the property during their 20 year tenure. The house has warmth and charm with its large living room across the front and large dining room which opens out onto a screened porch. The Library has tin walls and a tin ceiling. The current owner renovated the kitchen and family room and added a very practical mudroom. The grounds are gorgeous with many specimen trees and a beautiful inground , gunite heated pool. The barn, with its original horse stalls, houses two cars and has a finished lower level for storage. Enjoy your summer in Duxbury in this wonderful property.

Listed by Donna Wood of South Shore Sotheby's International Realty

MLS Number 73285010

• Residential
• Bedrooms 4
• Bathroom 5
• Square Feet 4,500
• High School Cohasset

75 Border Street provides the four pillars of luxury living: expansive water views, privacy, ocean access and proximity to town. This magnificent modern coastal residence sits directly on Cohasset Harbor and is a short walk to the shops and restaurants of Cohasset Village. The home sits on 1+ acres and boasts 260 feet of an elevated walkway connecting a saltwater plunge pool and spa to a private dock, providing ocean access and expansive Gulph River frontage. Just south of Boston, the new construction home provides the pinnacle of modern living with smart home features and professional interior design throughout. No detail was spared from the soaring shiplap ceilings and oversized windows allowing spectacular natural light, to feature walls and white oak floating shelves. The open floor plan seamlessly integrates the living and dining room, with a chef’s kitchen opening to a screen porch. The expansive third floor includes a spa bath with an infrared sauna and steam.

Listed by Kevin Lewis of Compass

MLS Number 73231979

• Residential
• Bedrooms 4
• Bathroom 5
• Square Feet 3,757
• High School High

Discover the pinnacle of coastal living at this breathtaking property overlooking Hingham Harbor. Meticulously renovated and expanded with the finest materials, this home exudes elegance and sophistication. The gourmet Faneuil kitchen is a chef's delight, featuring custom cabinetry and top-of-the-line appliances. The open-concept living & dining areas, enhanced by a gas fireplace, seamlessly extend to an expansive covered deck—perfect for enjoying the stunning water views.An additional lot abutting Downer Ave adds to the property's appeal, offering potential for a pool, garage, making this residence even more desirable.The main floor primary suite is a serene retreat, with a wall of windows that capture the harbor’s beauty and provide direct access to the spacious deck. Upstairs,3 additional bedrooms and 2 newly designed baths offer comfort and style.The lower level is an entertainer’s dream, complete with full-size windows, a 2nd kitchen with wood cabinetry & wood burning fireplace.

Listed by Sheila Creahan and Denise Marshall of Compass

MLS Number 73268809

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 6,900
• High School Plymouth North

This 3 acre Plymouth estate is only a mile from downtown and a must see. The property comes with a 5800 SF main house w/ 4 car garage, a 1100 SF guest house/pool house, tennis court, swimming pool, and sweeping views of Plymouth Harbor. This property has great architectural features and is primed up for a renovation or a new build. Structurally the house is in great shape. Convenience is key with gas heat and town water/sewer! The current owners stripped the interior to the studs and opened up walls for better water views throughout the house.The lot lines were re-worked to maximize buildable square footage of the lot (roughly 2 buildable acres).Currently going through the permitting process for a new dock. The property is being sold in its current state down to the studs to give buyer the option to renovate or build new construction. One of only 8 properties with over 400 feet of waterfront from Boston to the Cape,it has the potential to be one of the premier homes on the South Shore.

Listed by Nick Rivers and Mike Rivers of Compass