South Shore Waterfront Homes For Sale

MLS Number 73433217

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 2,491

A contemporary masterpiece of industrial elegance, this custom-built residence envelops you in warmth, sophistication, and effortless comfort. A true Architectural Gem on the Child's River, it offers direct water access to Waquoit Bay and a coveted lifestyle within the exclusive River's Edge Association. Designed for refined living, the flowing open floor plan blends striking modern design with low-maintenance luxury. Walls of custom windows frame serene natural vistas, while natural light transitions throughout. Enjoy association amenities including two private boat docks, tennis/pickleball courts. Indulge, relax and unwind in your private hot tub or stroll the scenic path to the river's edge. Every finish reflects meticulous craftsmanship and timeless elegance. Completed in 2022, this 3-bed, 3-bath home offers 2,500 sq ft of light-filled living space, blending industrial and contemporary aesthetics with energy efficiency. Chefs kitchen, oversized 2 garage and EV ready and more.

Listed by Cheryl Ferrara of Sotheby's International Realty

MLS Number 73430073

• Residential
• Bedrooms 5
• Bathroom 7
• Square Feet 8,033
• High School Westwood High

Nestled on 7.4 private acres abutting Hale Reservation, this recently renovated 8,000+ SF home blends luxury, comfort, and exceptional outdoor living in one of Westwood's most sought-after neighborhoods. Thoughtfully designed for both entertaining and everyday living, the home offers 5 bedrooms, all with ensuite baths, plus 3 additional half baths. Sunlit interiors include a grand foyer, elegant formal living and dining rooms, and a chef's kitchen opening to a spacious family room. The serene primary suite features a spa-like bath, dual closets, and sitting area. Outside, enjoy beautifully landscaped grounds, a peaceful pond, resort-style pool and cabana, plus a synthetic ice hockey practice area in the barn. Set back on a long private drive, this exceptional property offers the perfect balance of privacy, open space, and neighborhood living, while remaining convenient to Boston, top schools, and major commuter routes.

Listed by Donna Scott Group and Donna Scott of Coldwell Banker Realty - Wellesley

MLS Number 73426596

• Residential
• Bedrooms 5
• Bathroom 5
• Square Feet 5,442

WATERFRONT ESTATE - This rare Cape Cod retreat blends classic coastal architecture with modern refinement. Refreshed with new siding and a Red Cedar roof (August 2025), the home offers 5 bedrooms and 5 baths, a chef's kitchen with Viking professional gas range, Sub-Zero refrigerator, and center island with prep sink flows seamlessly into the sun-filled living room, dining area, and waterfront sunroom. The main residence includes a 2-car garage and full basement, while a versatile guest house with its own 2-car garage and striking fieldstone fireplace invites endless possibilities as a one or two-bedroom retreat, artist's studio, game room, or workshop. Set on 3.8 private acres, the estate features a heated in-ground pool, landscaped grounds, and direct access to tidal waters. More than a residence, it is a private Cape Cod sanctuary offering beauty, privacy, and an unparalleled coastal lifestyle. 2-Year Choice ULTIMATE Home Warranty included. Some photos virtually staged.

Listed by Robert MacKinnon of eXp Realty LLC, Matthew Pustizzi of eXp Realty LLC - Corporate Office

MLS Number 73423072

• Residential
• Bedrooms 4
• Bathroom 2
• Square Feet 1,440

Experience the ultimate Cape Cod summer, where every day begins with breathtaking Bay views and ends with spectacular sunsets painting the sky. This stunning 4-bedroom beachfront retreat is summer living at its absolute finest. Completely renovated in 2025, it showcases beautiful craftsmanship, panoramic vistas from every room, and top-of-the-line Viking appliances. With a proven rental history and a loyal base of returning guests, this property truly has it all, whether you're seeking a smart investment or the summer sanctuary you've always dreamed of.

Listed by The Eva Scott Group and Daphne Lowe of Gibson Sotheby's International Realty

MLS Number 73419421

• Residential
• Bedrooms 2
• Bathroom 3
• Square Feet 1,850

Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future 4-bedroom main house w/swimming pool, allowing you to envision the next chapter of luxury living on Cape Cod. Whether you're looking to enjoy the existing home w/separate post & beam garage w/power & water, or build your dream estate, the possibilities are truly remarkable. Additional to the expansive waterfront, this property boasts access to an adjacent cove down a winding 10-foot path. The current home features wood floors, a 2-car garage, office & generous outdoor living areas. An expansive deck provides the perfect vantage point to take in the ever-changing coastal scenery & sea breezes.

Listed by Shane Masaschi of Compass

MLS Number 73402672

• Residential
• Square Feet 7,294

Presenting a unique opportunity to acquire a distinguished 7,000-square-foot building, which offers some of the most scenic views in Plymouth, Kingston, and Duxbury Bay. This property is perched atop Cole's Hill and provides panoramic vistas of Plymouth Rock, the Mayflower II, Long Beach, and the distant Saquish Beach. The "downtown harbor" zoning makes this property an exceptional investment for those looking to capitalize on Plymouth's thriving infrastructure. This zoning designation allows for a diverse range of uses, including but not limited to single and multi-family residential developments, an inn or hotel, a restaurant, office spaces, retail outlets, a historical museum, a cinema, and various other possibilities. Originally constructed as a church in 1903, this remarkable structure is characterized by its impressive brick and stone architecture, large stained glass windows, and ample parking. This is a rare chance to own a piece of America's hometown.

Listed by Ryan Ahern of South Shore Sotheby's International Realty

MLS Number 73401202

• Residential
• Bedrooms 6
• Bathroom 8
• Square Feet 12,714
• High School Weston

Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty and continuity with the past was re-defined by visionary architect, Peter Pennoyer. The extensive restoration goes from the exterior red-clay masonry walls to meticulously re-building the interior living spaces. The curated finishes were precisely replicated from the new steel and Mahogany wood windows to the Ohio sandstone columns and millwork. The receiving court includes a carriage house, private entry to the guest residence and garage parking for 6 cars. Truly one of New England's unique suburban estates with easy access to Boston and Logan International Airport.

Listed by Mizner + Montero and Amy Mizner of Gibson Sotheby's International Realty

MLS Number 73395925

• Residential
• Bedrooms 5
• Bathroom 5
• Square Feet 3,087

Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigious enclaves, this exceptional waterfront property offers rare access to legacy, lifestyle, and limitless potential. Originally part of a historic compound long held by the Mellon family and now by noted philanthropist and collector William Koch, the property stands as a rare opportunity to own a slice of coastal legacy. This waterfront estate offers 1.78 acres of private grounds, a beautifully preserved five-bedroom residence, and a substantial deep-water dock with direct access to Nantucket Sound-accommodating six or more vessels with ease. Inside, the home exudes understated charm with a seamless connection to outdoor living-screened porch, expansive deck, and water views from most rooms. A welcoming main-level primary suite with adjoining study anchors the floor plan, while the heart of the home features a stone fireplace, an open-concept kitchen, and a screened porch that opens to an expansive deck-perfect for entertaining or quiet reflection. Upstairs, guest bedrooms are enhanced by gracious proportions and stunning vistas. With additional buildable parcels from the same legacy estate also available, this is a rare opportunity to establish a private compound in one of New England's most exclusive waterfront enclaves. A sanctuary of coastal beauty and historic significance, all within the beloved village of Osterville - home to world-class golf, protected waters, and the timeless allure of Cape Cod. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

Listed by Robert Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 73380989

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 3,160

Nestled in the heart of North Scituate, offering a perfect family retreat creating lasting memories for generations to come. These extraordinary 10.83 acres riverfront estate offers a rare combination privacy, nature's beauty, and convenience. Set along the picturesque Gulph River, this one -of-kind property is just minutes from the commuter rail, village shops, beaches and local amenities. This home features a stunning four-season family room with breathtaking water views, a luxurious primary suite, and an inviting inground pool perfect for summer entertaining. A two-car attached garage includes a heated and air-conditioned bonus space, ideal for a home office, studio, gym, or workshop. Adding to the property's exceptional versatility is a detached heated 24' X 32' barn, endless possibilities for hobbyists, collectors, or additional storage. Unparalleled privacy, expansive acreage, and scenic waterfront views, this is a once-in-a-lifetime opportunity to renovate or expand.

Listed by Penny Locke of Coldwell Banker Realty - Scituate

MLS Number 73373131

• Residential
• Bedrooms 7
• Bathroom 7
• Square Feet 3,549

For the first time in generations, this landmark Pleasant Bay compound-anchored by the iconic "Topside" main residence and the charming two-bedroom "Boathouse"-is offered as a rare, generational waterfront estate, a site long cherished by those who have called it home. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy sweeping 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. Thoughtfully sited by its original architect to capture the light and water at every turn, "Topside" offers 5 bedrooms and 4.5 baths with timeless coastal character and spaces designed for gathering, while the "Boathouse" sits just above the shoreline, featuring 2 bedrooms, 1 bathroom, and its own deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn offer a blend of intimacy and scale. With a strong rental history and potential for expansion or personalization, this is a lifestyle property that invites multigenerational living, savvy investment, or a private retreat. A once-in-a-lifetime opportunity to own one of Cape Cod's most storied, landmark waterfront settings.

Listed by Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties, Alfred Schofield of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 73369737

• Residential
• Bedrooms 5
• Bathroom 3
• Square Feet 2,972

Set on its own peninsula overlooking Buttermilk Bay, this landmark waterfront residence offers an extraordinary 485 feet of direct water frontage and vibrant views in every direction. With water visible from nearly every window, the home captures the beauty, light, and that define life on the Cape. The front garden welcomes you with mature plantings and picturesque arches that create a peaceful and inviting approach. Inside, the home blends Mediterranean architectural character with thoughtful modern updates, offering generous space for entertaining while maintaining the warmth and charm of a classic villa. Bay views greet you immediately and continue to unfold as you move through the living spaces and into the sunroom with panoramic views over the large yard. The main living areas are designed to bring the outdoors in, filling the home with natural light. Upstairs the bedrooms enjoy western exposure, offering serene sunset views over the water at the end of each day.

Listed by James Abdu of Upper Cape Realty Corp.