South Shore Waterfront Homes For Sale

MLS Number 73523611

• Residential
• Bedrooms 4
• Bathroom 4
• Square Feet 4,252

Welcome to 476 Baxters Neck Road, an extraordinary custom-built waterfront estate set on 2.09 acres at the entrance to North Bay, offering privacy, luxury, and deepwater boating access. This stunning 4-bedroom, 3.5-bath home spans over 4,200 sq ft with sweeping water views from nearly every room. Dramatic floor-to-ceiling windows fill the open-concept living spaces with natural light while showcasing the breathtaking waterfront setting. The chef's kitchen features solid wood custom cabinetry, built-ins, and refined finishes blending warmth and functionality. Two en-suite bedrooms include a first-floor primary retreat with radiant heat and a private waterfront patio. Additional highlights include cherry wood floors, steel beam construction, central air, gas heat, a 10-foot pour basement plumbed for a future sauna or bath, and a 16KW generator. The mahogany deck overlooks manicured grounds with room for a future pool and a deepwater dock with water and electricity.

Listed by Livia Freitas Monteforte of Compass

MLS Number 73523107

• Residential
• Bedrooms 8
• Bathroom 4
• Square Feet 3,749

On sheltered Eel Pond, with a large, licensed deepwater dock and direct access to Vineyard Sound and Buzzards Bay, this waterfront property presents a rare opportunity to create your own Woods Hole compound. Originally dating back to the1820s, this classic New England home spans three separate dwellings - each with sweeping water views: a main 5-bedroom residence with a separate guest suite, plus two year-round cottages (one 2-bedroom and one 1-bedroom). Located on the village doorstep, with ample off-street parking and seclusion, you are moments from restaurants, shops, ferries, beaches, the vibrant harbor and renowned marine science institutions. Position, potential and provenance - and available for the first time in 70 years - this is a once-in-a-lifetime chance to establish your own Woods Hole legacy in a premium Cape Cod waterfront community.

Listed by Susan Challenger of Sotheby's International Realty

MLS Number 73522376

• Residential
• Bedrooms 5
• Bathroom 6
• Square Feet 4,909
• High School Cmhs

A rare year-round waterfront compound on fully recreational Sampson's Pond, offering resort-style living just minutes to Cape Cod access and under an hour to Boston/Logan Airport. This exceptional private retreat blends luxury, comfort, and multi-generational flexibility in one extraordinary setting. Wake to sparkling water views and enjoy expansive indoor/outdoor living designed for entertaining and everyday relaxation. Features include two private bedroom suites, guest accommodations, and a separate one-bedroom ADU. A fireplaced entertaining room opens through panoramic doors to a multi-tiered stone patio with granite outdoor kitchen, pergola, fire pit, and beautifully landscaped waterfront grounds. Enjoy private dock access for boating and kayaking, serene water views, and seamless indoor-outdoor flow. A dedicated gym, sauna, and full bath create a private wellness retreat, while car collectors and hobbyists will appreciate garage space for 15+ vehicles.

Listed by Kim Ouellette and Christine Ciavarro of Century 21 Tassinari Gold

MLS Number 73521880

• Residential
• Bedrooms 5
• Bathroom 7
• Square Feet 10,407
• High School Dover/Sherborn

Beyond stunning custom home! Over 11,000 sq ft of incredible living along with a private pond on 2.36 acres. High ceilings, open floor plan & filled with sunlight. Designer kitchen w/ huge walk-in pantry, oversized island, gorgeous thick marble counters. Breakfast room leads to family room w/ an entire bank of windows overlooking the yard. Unique walk-in wine storage. Formal living w/ fireplace & dining room plus private study. Main bedroom w/ spa like bath & 2 walk-in closets. 4 additional bedrooms all similar in size plus laundry complete the 2nd floor. Lower level w/ bonus entertaining room w/ beverage center, 8 seat home theater & gym. Resort style 20' x 42' pool with integrated spa & covered outdoor living room w/ fireplace, TV and outdoor kitchen. Spectacular landscaping! Private street w/ only 6 homes. Only 30 minutes to Boston & 3 town centers w/ train access. Close to Nobles, DCD, St. Seb's and Dedham Country and Polo Club. Be part of Dover Sherborn schools on a cul-de-sac.

Listed by Melissa Dailey of Coldwell Banker Realty - Wellesley

MLS Number 73521621

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,682
• High School Wareham High School

Nestled along the tranquil Wareham River, this unique property spans 1.87 serene acres and delivers an abundance of potential. Coved ceilings throughout add timeless character, complemented by a fireplaced sunroom and a cozy living room with a functional wood stove. Recent improvements include a newer roof (2017), well system (2017), water heater (2018), and an all-in-one washer/dryer unit (2024). The home allows for repairs and updating, making it an ideal project for investors, flippers, or buyers ready to build sweat equity and reimagine a special riverfront retreat. Convenient to local amenities and highway access. Being sold as-is. Appointments required.

Listed by Jana Correia of Conway - Mattapoisett

MLS Number 73521418

• Residential
• Bedrooms 4
• Bathroom 4
• Square Feet 5,432
• High School Westford Academy

Private Waterfront Sanctuary on Long Sought-For Pond where Lifestyle meets Luxury! Escape to this custom-built estate where architectural quality design meets the serenity of Westford's most coveted lakefront neighborhood. Boasting approx 250 feet of private shoreline and personal dock, this home breathes with "vacation at home" energy. Spectacular water views remain your constant backdrop. The open-concept main level is an entertainer's dream, featuring soaring ceilings, gourmet kitchen with professional-grade Wolf and Sub-Zero appliances, gracious dining room, family room with floor-to-ceiling stone fireplace and mahogany-clad private den. Retreat to the primary sanctuary via a grand curved staircase with private balcony overlooking the lake. Walk-out lower level serves as the ultimate "fun zone" featuring media room, quality surround sound, wine cellar and dedicated fitness suite. Minutes to major commuter routes coupled with highly rated schools. Welcome to this Lifestyle Legacy!

Listed by Patricia Dearborn and Soula Spaziani of Coldwell Banker Realty - Westford

MLS Number 73520995

• Residential
• Bedrooms 3
• Bathroom 6
• Square Feet 4,831

Nestled along the sparkling shores of North Bay in the heart of Osterville, this exceptional Waterfront Estate delivers timeless beauty and relaxed elegance. Wake each morning to sweeping water views and ocean breezes, step onto your boat from the Substantial Dock. Featuring a Primary Suite and Guest Suite both on the 1st Floor, the residence is thoughtfully designed to blend coastal charm with modern comfort, with sun-filled living spaces, expansive windows, and seamless indoor-outdoor flow perfect for entertaining or quiet seaside relaxation. Waterfront Chef's Kitchen with Cathedral Ceiling, Living Rooms, Dens, separate living quarters complete with a Kitchen over the 3-Bay Garage. Step outside to your private waterfront oasis, where launching a kayak at sunrise, enjoying afternoon boating on North Bay, or taking sunset walks with the dog, every day feels like a vacation. Located just moments from Osterville Village's boutiques, restaurants, and marinas.

Listed by Chuck Tuttle of William Raveis R.E. & Home Services

MLS Number 73520932

• Residential
• Bedrooms 3
• Bathroom 5
• Square Feet 2,739

With unobstructed ocean views from nearly every room, 19 Ellisville Road in Plymouth is a 3+ bedroom, 4.5 bathroom home with abundant natural light and seamless indoor and outdoor living spaces. First floor features formal dining and living rooms, kitchen and a fireplaced great room with vaulted ceilings and skylights. Second floor features a primary ensuite with two closets, a guest ensuite with option to access by a separate stair, two additional bedrooms and bonus room for home office or playroom. Third floor space features a walk-out balcony with sweeping views. Additional highlights include a two car garage, in-ground pool, ample storage, mature landscaping and privacy. Conveniently located to Route 3, Cape Cod and nearby shopping, dining and recreation.

Listed by Kevin Caulfield of Compass

MLS Number 73520863

• Residential
• Bedrooms 6
• Bathroom 6
• Square Feet 6,622

This exquisite New Seabury home blends natural beauty with modern luxury. Perched to capture stunning Nantucket Sound views with a pristine sandy beach right outside, the property offers Cape Cod living at its finest. The open layout includes a gourmet kitchen with premium appliances, a quartz island, and custom cabinetry. A sunlit living room boasts soaring ceilings, a stone fireplace, and glass doors leading to an outdoor oasis. The serene primary suite features a spa-like marble bath, walk-in closet, and private deck with ocean views. The finished lower level provides flexible space for a media room, gym, or guests. Outdoors, enjoy a heated pool, bluestone patio, and lush landscaping-perfect for entertaining or unwinding. Approved permits are in place for an 1,800 sq. ft. guest house. With breathtaking views and direct beach access, this property epitomizes Cape Cod luxury.

Listed by Paul E. Grover of Berkshire Hathaway HomeServices Robert Paul Properties, Matthew De Groot of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 73520860

• Residential
• Bedrooms 5
• Bathroom 4
• Square Feet 6,409

Set on 2.5 acres within the coveted Wings Neck community, this extraordinary waterfront estate offers sweeping views of Buzzards Bay amidst total privacy. The five-bedroom home features a sunlit open layout ideally suited for casual living or grand entertaining, with a soaring great room, gourmet kitchen, and dining area with panoramic water views. Indoor and outdoor spaces blend seamlessly, with glass doors leading to an expansive deck overlooking the resort-like swimming pool and Buzzards Bay beyond. Designed for comfort and convenience, the first-floor primary suite boasts unobstructed water views and a sumptuous bathroom. Four additional bedrooms provide ample space for family and friends. A detached boat barn and two-car garage with a home gym above complete this exceptional offering. Residents of Wings Neck Trust enjoy access to two beaches, each with mooring & dinghy slip areas, pickleball & tennis courts, a deep-water dock in the harbor and miles of conservation land.

Listed by Paul E. Grover of Berkshire Hathaway HomeServices Robert Paul Properties, Matthew De Groot of Berkshire Hathaway HomeServices Robert Paul Properties

MLS Number 73520609

• Residential
• Bedrooms 2
• Bathroom 1
• Square Feet 600

Set along the shores of Cape Cod Bay, this extraordinary waterfront offering presents a rare opportunity to own 1.77 acres of coastal property, including a charming seasonal cottage and two separate adjoining lots. With your own private sandy beach and sweeping views across the bay, this is a setting designed for generations of memories. The existing cottage offers immediate enjoyment as a seasonal escape, with the flexibility to renovate for year-round use or reimagine the property as a custom beachfront residence. The expansive acreage provides exceptional privacy and endless possibilities to create a one-of-a-kind coastal retreat tailored to your vision. Tucked among the dunes and just moments from the shops, restaurants, and historic charm of Sandwich Village, this property captures the essence of Cape Cod living. Preserved, enhanced, or completely reimagined, opportunities to acquire a waterfront property of this size and significance on Cape Cod Bay are exceedingly rare.

Listed by Emily Swartz of Coastal Homes Realty Group,LLC