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South Shore Waterfront Homes For Sale

View listings for waterfront homes for sale on the South Shore of Massachusetts. Contact Lindo Realty Group for more information about a specific property, or if you'd like to schedule a private showing. Create an account to save your favorite listings and we'll send you an email when similar properties become available.

Waterfront Real Estate South Shore MA

Waterfront homes on the South Shore offer a serene escape with breathtaking views and direct access to the water. These homes range from charming coastal cottages to grand estates, featuring amenities that enhance the tranquil waterfront lifestyle. Whether you're seeking a quiet retreat or a place for lively entertainment near the sea, these properties cater to diverse preferences and lifestyles.

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593 Commercial Street Provincetown MA 02657

Provincetown, MA593 Commercial Street

Price$3,950,000

Est. Mortgage: $/month

MLS Number 73491203

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,098

Welcome to your private waterfront retreat in Provincetown! This charming 3-bedroom, 2.5-bathroom compound featuring a cottage and separate studio blends beachy charm with modern amenities and offers stunning views of Provincetown Harbor. The 2-bedroom, 1.5-bathroom cottage with wide pine floors, exposed wood beams, and a wood-burning fireplace, was once home to Eugene O'Neill and Joel Meyerowitz. The updated kitchen, modern bath, and spacious living room with waterfront deck provide both comfort and style. Upstairs, the primary bedroom offers panoramic water views and ample storage. The guest bedroom includes built-ins and closet space, with a convenient half bath. Across the lawn, the studio suite with full bath and kitchen offers privacy and flexibility for guests or rental income. The waterfront deck with outdoor shower and lush gardens ensures relaxation and privacy. Additional storage, parking for two cars, and a great rental history make this a must-see.

Listed by Gabby Hanna of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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28 Quaker Run Mashpee MA 02649

Mashpee, MA28 Quaker Run

Price$4,739,000

Est. Mortgage: $/month

MLS Number 73489894

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,366

Experience luxury waterfront living in this new custom home with a private deep-water dock and stunning views. Features include five en-suite bedrooms, 10' first-floor ceilings, and 9' ceilings on the second floor and walkout garden level. The gourmet kitchen offers custom cabinetry, an accent island, Wolf/Sub-Zero appliances, and a designer pantry. The garden level is built for entertaining with a theater, fitness room, wine display, bar, and game area. Outdoors includes a custom kitchen with built-in BBQ and stone surround. The property is pre-approved for a pool and designed for a future elevator. Additional highlights include a three-car garage, gas fireplace, detailed trim, coffered ceilings, shiplap, beadboard, and a first-floor primary suite with dual closets and a spa-like bath. The private dock provides direct access to Nantucket Sound and the islands, minutes from Willowbend and Mashpee Commons

Listed by Michael Masci of North Atlantic Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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16 Spinnaker Lane Marion MA 02738

Marion, MA16 Spinnaker Lane

Price$850,000

Est. Mortgage: $/month

MLS Number 73489752

  • Residential
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 480
  • High School Orr

New Price for this special site with frontage on a sandy beach in Marion! Very few opportunities exist on Sippican harbor to create your own slice of heaven. The .23 acre parcel with existing cottage and storage shed includes an expansive lawn that meets a sandy beach. Established utilities include town water & sewer. Natural gas lines are nearby. An engineered conservation approved plan gives you a sense of what could be built on the site. Or, consider improving the existing cottage and enjoy the simplicity of a gone-by era. Relax in the hammock, smell the salt air, paddle to the harbor, and enjoy coffee on a sunny morning and enjoy life at the beach! Please reference land listing MLS #73532022

Listed by Anne Bramhall of Berkshire Hathaway HomeServices Robert Paul Properties

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Rivers View Road Falmouth MA 02536

MLS Number 73487084

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,200
  • High School Ef

Fabulous half acre waterfront lot by the mouth of the Childs River. Substantial dock capable of accommodating 2 large boats. Separately metered electricity and water on each side of dock. Bridge-free access to the Sound. Washburn Island recreation area just around the point. Well-maintained and updated 2 bedroom cottage with walk-out lower level presently on the lot. A beautiful, quiet retreat near the end of the Seapit peninsula. Ideal for boaters.

Listed by The Kenny-Heisler Team, Kenneth Heisler and Matina Heisler of Kinlin Grover Compass

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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301 Whidah Road Chatham MA 02650

MLS Number 73489042

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 7,259

Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retreat was conceived through a multi-year collaboration with Salt Architecture, LaBarge Homes, and Martha's Vineyard Interior Designs. Walls of glass frame sweeping views and fill the home with natural light, while indoor and outdoor spaces flow seamlessly to expansive decks, terraces, and a resort-style pool area. The main living spaces balance comfort and sophistication with warm wood floors, curated finishes, and multiple gathering areas, including a lower level with a glass-enclosed wine room, custom bar, game area, and media lounge. The kitchen features sleek cabinetry, open shelving, and picture windows overlooking the landscape, while bedrooms serve as private retreats complemented by spa-quality baths. Outside, panoramic water views unfold as a private stairway leads to the shoreline. A detached two-car garage with a guest suite above adds flexibility, completing this exceptional offering.

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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22 Winslow Drive Orleans MA 02653

Orleans, MA22 Winslow Drive

Price$2,150,000

Est. Mortgage: $/month

MLS Number 73489022

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,091

Overlooking a tranquil pond, 22 Winslow Drive offers a peaceful setting with a strong sense of privacy. Birds move easily through the surrounding landscape, and the quiet setting creates a calm and natural atmosphere. This gracious Cape Cod home has been cherished by four generations. Thoughtfully expanded over the years while preserving its warmth and character. Inside, more than 4,000 square feet of living space unfolds with a comfortable and natural flow. Hardwood floors, exposed beams, fireplaces, and generous gathering spaces create a welcoming environment for everyday living. A flexible fifth room within the home can be privately sectioned off and features its own exterior entrance, full bathroom, and kitchenette. The home has been carefully maintained and thoughtfully updated, including a generator for year-round living. Finished space above the carriage house provides additional options for work or hobbies. Located just moments from Pleasant Bay.

Listed by Whitaker Group Cape Cod of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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39 Bay Pond Road Duxbury MA 02332

Duxbury, MA39 Bay Pond Road

Price$4,350,000

Est. Mortgage: $/month

MLS Number 73488436

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,822
  • High School Duxbury

Welcome to Bay Pond Road, a private waterfront enclave in the heart of Powder Point. Make summer exceptional with views of boats sailing by, beautiful sunsets from a covered porch, and exclusive water access with a boat mooring. This gracious home is set on almost 1acre of beautifully landscaped level grounds offering ample opportunities for pool and guest house/ADU expansion. Extensively renovated in 2009 by a notable Boston architect, this 5 BR, 7 bath, 5800sf home combines understated elegance with refined modern living. An expansive first floor main suite offers 2 full baths, 2 walk-in closets and overlooks the English gardens. Generous light-filled rooms, marble kitchen and baths, 3 fireplaces, walls of French doors, and stone patios are all hallmarks of this property. Every element of this home, from the gas lanterns to the custom millwork was selected with intention. A rare opportunity for a new owner to create their own tradition of exceptional living in coveted Powder Point

Listed by Suzanne Stevens of South Shore Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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40 Triton Way Mashpee MA 02649

Mashpee, MA40 Triton Way, New Seabury

Price$6,850,000

Est. Mortgage: $/month

MLS Number 73487652

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 6,656

Set high on a scenic bluff in New Seabury, this contemporary oceanfront estate pairs dramatic Nantucket Sound views with resort-style living. Expansive walls of glass frame the water from vaulted great rooms and intimate sitting areas alike. A sunlit gourmet kitchen opens to multiple dining spaces, while the ocean-view primary suite offers a private balcony. Highlights include a home theater, fitness room, and lower-level entertaining space with direct patio access. Outside, tiered ocean view decks, manicured lawns, and a private path with steps to the water create a seamless connection to the coast. Crafted with exceptional quality, this rare property is designed for both grand gatherings and casual living. Located minutes from New Seabury's five-star amenities, Mashpee Commons, and everything else the area has to offer!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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40 Harbor Road Dennis MA 02641

Dennis, MA40 Harbor Road, East Dennis

Price$4,750,000

Est. Mortgage: $/month

MLS Number 73487626

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,917

Nestled in the dunes overlooking Sesuit Harbor, this jewel box beach house is available for the first time in nearly 70 years. From mornings spent sipping coffee on the roof deck with a gentle sea breeze to evening clambakes beneath brilliant sunsets, every moment invites a memory with your own private beach just steps away. Days can be enjoyed without ever getting in the car, whether playing in the sand, sailing in the bay, or paddling in the protected waters of Sesuit Harbor. A gathering place for family and friends, the 4-bedroom beach house captures panoramic vistas throughout. Glass doors and oversized windows frame quintessential Cape Cod scenery in every direction, from glistening waters to the dunes and jetties. Exposed beams, vaulted ceilings, and wide-plank floors lend timeless charm, while an outdoor shower and detached garage add convenience. Set in the desirable Sesuit Neck neighborhood, this beloved property is ready to be reimagined and enjoyed for years to come.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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178 S Worcester Street Norton MA 02766

MLS Number 73487560

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,153
  • High School Norton High

CUSTOM BUILT CAPE sits on a 4.1 ACRE LOT Setting is off the road abuts Barrowsville Pond , Camelot front porch , Nicely landscaped ,perennial bushes and plants , Gunite Pool , Fenced in yard , Screened in attached porch overlooking rear yard , Lofted room overlooks fireplaced living room . Floor to Ceiling fireplace , Plenty of skylights for natural light , many closets and storage , full finished basement w/ 2 utility rooms and office , **heating system is a wood/ coal/ oil furnace **, shelf and closet built ins , wood floors on 2 main levels , basement offers finished rooms , sep utility rooms , 2 car garage w/garage door openers n access to interior , Abuts Barrowvilles Pond ......Your .Private.Natural Pathway to access Barrowsville Pond (Bring your canoe , Your kayak , Your chair to enjoy nature -TRULY A MUST SEEVIEWING BEGINS AT OPEN HOUSE SATURDAY >>>>>

Listed by Anna Precourt of Fathom Realty MA

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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555 Old Harvard Road Boxborough MA 01719

Boxborough, MA555 Old Harvard Road

Price$1,199,999

Est. Mortgage: $/month

MLS Number 73484632

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,731

2023 TOTAL NEW REBUILD from foundation up!...Set along winding, wooded Old Harvard Road, this custom built contemporary blends perfectly with its natural surrounds. Inside, the first level's sun-filled open floor plan features living, dining, family room, and kitchen spaces with hardwood flooring, recessed lighting, crown molding, and high end fixtures. The kitchen boasts marble counters and backsplash, stainless steel appliances, and a large center island with seating. A marble first floor half bath with laundry completes the first floor spaces. A walk up the stairs leads to three bedrooms and two full marble tiled baths. The primary bedroom includes a walk in closet and a two-room bath with walk in marble shower, double vanity, and separate soaking tub. The third level consists of a fourth bedroom and a home office space. Two rooms and a third full bath make up the lower level with access to the two car garage. Enjoy views of the pond through the trees from the elevated deck in back.

Listed by Richard Wilcox of Distinctly New England

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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98 Horseneck Road Dartmouth MA 02748

Dartmouth, MA98 Horseneck Road

Price$2,499,999

Est. Mortgage: $/month

MLS Number 73486244

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,948

The Dylan 2.0" South Dartmouth, Luxury Living at its finest! Experience the epitome of privacy, peace and tranquility, while living along the Slocum River! Breathtaking water views compliment this exquisitely built new construction home. This is the perfect home to entertain family and friends! A true executive masterpiece featuring an open concept floor plan and an abundance of custom details! The Gourmet Kitchen combines functionality & elegance! Featuring solid wood cabinets, premium Quartz countertops, an oversize island, and beautiful stainless steel appliances. TWO generous Owner's Suites. One one the main level, and one on the 2nd level. Both featuring large walk-in closets, and full en-suites. Three additional bedrooms make this home perfect for families of all sizes! The covered front porch and large rear deck allow you to extend your living space outside, for your family's enjoyment. The attached 3-car garage is perfect for all of your "toys". Another Quality Build by VCorp!

Listed by Legacy Realty Group, Scott Almeida and Dexter Jenkins of Keller Williams South Watuppa

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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