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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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0 Saquish Beach Boulevard Plymouth MA 02360
Price Changed

MLS Number 73507909

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,860

These waterfront cottages are passed down through generations and rarely offered--here is your opportunity! A private, off-grid enclave accessible by 4WD or boat, Saquish offers unmatched seclusion. The open floor plan is ready for summer enjoyment, currently configured to sleep a large group. Updated roof, windows and siding. Tucked in the dunes, enjoy sweeping views, bay breezes, an oversized deck, and a second-floor balcony. This is a location defined by its rarity--where land narrows and the Atlantic surrounds you in a dynamic coastal landscape shaped by tides, light, and season. This location is where Plymouth, Cape Cod and Duxbury Bays all intersect. Wake to sunrise over the bay, spend your days with direct beach access, and end with unobstructed sunset skies. Whether a seasonal escape or legacy holding, this is a opportunity to own in one of the South Shore's most tightly held coastal settings. Short term rental potential. Ready to enjoy as is, but the possibilities are endless

Listed by Gilded Girls Group of Beach Homes Realty,LLC

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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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153 Off Pond Street Dunstable MA 01827

Dunstable, MA153 Off Pond Street

Price$739,900

Est. Mortgage: $/month

MLS Number 73507826

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,600

Just in time for summer! Spacious Pottery Barn Style Cottage nestled on a point lot with appox 270 ft of waterfront, one of the largest on Massapoag! This space is so inviting, the minute you walk into the all season's foyer/den room entry way & into the vaulted open space, you will find a welcoming atmosphere that sets the tone for the entire home. The open layout provides plenty of room to relax and entertain. First floor features a Chefs Dream Kitchen featuring; 8 burner Forno oven w/ stunning custom kitchen island, dining area w/fireplace & living room area, good-sized bedroom, large spa like full bathroom w/walk in shower, soaking jacuzzi tub & 3 seasons sunroom for quiet time Lower level includes large master suite w/massive walk in closet,1/2 bath w/ plenty of room to customize your dream master suite, add'l guest bedroom,bonus game/ent room /sliders out to rear. Great dock space and area to sunbathe/swim. Enjoy boating & summer sunsets. All that is missing is your final touches

Listed by Deborah Muldoon of Express Realty NE LLC

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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 Reservation Road Fairhaven MA 02719

Fairhaven, MA16 Reservation Road

Price$739,800

Est. Mortgage: $/month

Price Changed

MLS Number 73507675

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,936

YEAR ROUND WATERFRONT - Amazing views & water access! This home offers flexible layout options. The wall of windows on the first floor overlook the water & provide magnificent light throughout the day. The first floor living room highlights a beautiful brick fireplace serving as a focal point for gatherings, while the beamed ceiling & wood wall add character & a sense of charm. First floor - 2 bedrooms & a full bathroom. Second floor - additional bedroom, full bathroom, & front to back family room. Second floor bathroom is appointed with a tiled walk-in shower & double vanity, offering both convenience & a touch of luxury. This home is perfect for outdoor entertaining & also features an outdoor shower, a large patio which is partially covered, as well as a balcony and deck where one can relax & enjoy the never-ending beauty of a waterfront view. A year round home with a vacation view! Home was taken off the market in 2025 due to buyer's inability to fulfill contract.

Listed by Mia Holland of LPT Realty - Home & Key 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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22 Magnolia Road Natick MA 01760

Natick, MA22 Magnolia Road

Price$2,149,999

Est. Mortgage: $/month

MLS Number 73507649

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,762
  • High School Natick

Welcome to 22 Magnolia Road, a stunning new construction home in Natick's highly desirable Magnolia neighborhood with beautiful views of Lake Cochituate. Thoughtfully designed for modern living, this 5-bedroom, 5.5-bath Colonial offers over 5,700 sq ft of elegant living space. The open-concept floor plan features hardwood floors, crown molding, tray ceilings, and a spectacular chef's kitchen with shaker cabinetry, stone countertops, oversized island, stainless steel appliances, and wine chiller. The kitchen opens seamlessly to the family room with fireplace and access to a spacious deck overlooking the lake. The luxurious primary suite includes a fireplace, walk-in closets, and spa-inspired bath. A finished walk-out lower level provides exceptional flexibility for entertaining, guests, or work-from-home needs. Privately set on a cul-de-sac near trails, shopping, restaurants, commuter routes, and Natick's many amenities. A rare opportunity to own new construction with lake views.

Listed by Walsh Fine Homes Team, Kevin Walsh and Lynda Walsh of eXp Realty LLC

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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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280 Warren Street Brookline MA 02445

Brookline, MA280 Warren Street

Price$14,850,000

Est. Mortgage: $/month

MLS Number 73507123

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 9,065

Privately set off Warren St, this exceptional Brookline estate spans over 3.6 acres of beautifully landscaped grounds and over 9,000 SF across four levels, with 6 bedrooms, 6 full and 2 half baths. A striking entry with a sweeping staircase leads to expansive, light-filled living and entertaining spaces rich with charm and detailed moldings. The main level features a mix of formal and informal spaces, multiple offices, and a beautifully designed kitchen with high-end appliances, custom cabinetry, and an eat-in dining area overlooking the grounds. Upstairs, the primary suite includes a luxurious bath and generous dressing rooms, along with five additional bedrooms, family room, and laundry. The serene third floor offers flexible space for a gym, studio, or additional living. Outside, the grounds are unmatched - a pond, patios, firepit, and hot tub perfect for entertaining and everyday living. A one-of-a-kind offering in one of Brookline's most sought-after neighborhoods.

Listed by Maggie Gold Seelig of MGS Group Real Estate LTD

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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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1-R Baileys Island Road Scituate MA 02066

MLS Number 73507096

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 6,243
  • High School Scituate

Set at the quiet edge of Cohasset Harbor, this shingle-style home offers rare privacy on elevated land surrounded by 20 acres of salt marsh & woodland with sweeping harbor views. Meandering boardwalks lead to small islands, including one with a tidal dock for direct water access. Designed by Sally Weston & fully renovated, the home blends timeless architecture with modern comfort. A dramatic 2 story foyer opens to formal living & dining rooms each with fireplaces. The kitchen features a large island, baking room & banquette seating, flowing into a family room & sunroom filled with natural light. First-floor spaces include a unique octagonal bedroom, mudroom & potting kitchen. Upstairs the primary suite offers a private sitting area & spa-like bath, alongside 3 bedrooms, a loft office & a deck overlooking the harbor. 3rd floor suite adds more living space. Amenities include tennis & bocce courts plus a barn perfect for boat storage, a car collection, indoor sports court & 1 bedroom apt.

Listed by Christine Powers of Coldwell Banker Realty - Cohasset

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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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70 Judges Way Chatham MA 02633

Chatham, MA70 Judges Way

Price$5,995,000

Est. Mortgage: $/month

MLS Number 73506909

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,060
  • High School Monomoy

Experience refined coastal living in this fully renovated waterfront, water view estate on the Oyster River in Chatham. Encompassing over 4,000 sqft, this exceptional 5-bedroom, 4-1/2 bath residence blends timeless elegance & luxurious touches throughout. Soaring cathedral ceilings & thoughtfully designed custom built-ins create a sense of openness and sophistication. A first-floor primary suite offers a private retreat w/tranquil water views, private bath & walk-in-closet. Four additional water view bedrooms provide comfort and flexibility for guests. A walk-out lower level expands living space with an entertainment room and full bath. New HVAC w/natural gas heat, Central A/C, outside shower, well-irrigation, spacious deck, yard with pool potential, and private stairs to the water. Beautifully sited on 1.83 acres of pastoral grounds, you'll enjoy over 230 feet of frontage on one of the most desirable boating waterways in Chatham PLUS deeded rights to a boat house steps away!

Listed by Lori Jurkowski of Christie's International Real Estate Atlantic Brokerage

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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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162 Main Street Barnstable MA 02655

MLS Number 73506902

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,048

New Driveway Entrance and front yard redesigned!!!! Fall in love the moment you step inside this beautifully renovated home that feels brand new in every way. Sunlight fills the space throughout the day, drawing your eye to tranquil pond views and the surrounding natural beauty that create an immediate sense of calm and privacy. Thoughtfully redesigned with modern amenities, this home offers effortless living both indoors and out. Imagine preparing meals in the outdoor kitchen while overlooking the water, or starting your day in the main-level bedroom with peaceful pond views before stepping onto the deck with your morning coffee. Tucked into a serene setting, yet just minutes to the boutiques, restaurants, coffee shops, and ice cream spots of Osterville Village. Enjoy easy access to all of Barnstable's beautiful beaches, with iconic Dowses Beach only minutes away. A private retreat that perfectly blends nature, comfort, and location. Pictures show virtual staging.

Listed by Kimberly Gazal Santos of Property Cape Cod

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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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67 Montgomery Road Swansea MA 02777

MLS Number 73506784

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,248

Discover your serene waterfront lifestyle in this beautifully updated 3-bed, 2-bath home on a rare double lot. A tranquil escape, this property offers private access to kayaking, fishing, and boating directly from your backyard path to Mount Hope Bay. Enjoy the idyllic surroundings from the wraparound deck, garden patio with fire pit, cozy enclosed porch, or the above-ground pool. A large custom shed provides ample storage for all your water toys. Inside, fall in love with the bright, open kitchen and living areas. The main level features three beautifully furnished bedrooms and a stylishly updated full bath. The lower level expands your living space with a family room, a built-in dry bar with wine fridge, a second full bath, laundry, and a workshop. This move-in-ready retreat is a unique opportunity. Designer staging furniture is available via a separate bill of sale. Note: Exterior photos are virtually enhanced; listing agent is related to seller.

Listed by Erin Miller and Robert Simone of Better Living Real Estate,LLC

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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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57 Oceanside Drive Scituate MA 02066

Scituate, MA57 Oceanside Drive

Price$1,399,000

Est. Mortgage: $/month

MLS Number 73506479

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,202

Experience the ultimate Scituate lifestyle in this impeccably newly renovated Sand Hills gem. Blending 1920s charm with modern luxury, this 4-bedroom, 3-bath retreat offers a front-row seat to the Atlantic just steps from the sand. The open-concept interior features a designer kitchen with a center island and a sun-drenched four-season porch perfect for entertaining. Retreat to the primary suite, where you can fall asleep to the waves and enjoy a private balcony with panoramic ocean views. The rare, fully fenced grassy yard is an outdoor sanctuary, complete with a new composite deck, saltwater hot tub, and a refreshing outdoor shower. Modern essentials include a whole-house Kohler generator, California closets, and a white stone driveway for 6 cars. Walk to the lighthouse, marinas, and local dining from this pristine sanctuary where every detail has been curated for coastal perfection. This is a rare opportunity to own a turnkey legacy home in one of Scituate's most coveted locations.

Listed by Kristin Dewey of Kornerstone Real Estate Brokerage

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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 Mallard Drive Orleans MA 02653

Orleans, MA28 Mallard Drive

Price$2,895,000

Est. Mortgage: $/month

MLS Number 73506450

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,684

Exceptional marshfront home offering expansive views of Cape Cod Bay in Orleans. Set on 1.12 private acres, this spacious 4-bedroom, 3.5-bath home captures the beauty of the Cape with sweeping marsh vistas and ever-changing coastal light. The thoughtfully designed layout provides generous living spaces ideal for relaxing or entertaining, with large windows that frame the natural surroundings. The living area flows to an outdoor deck--the tranquil waterfront setting. The home offers comfortable accommodations across multiple levels, including a finished lower level and separate apartment above the garage providing privacy for family and guests. With a strong rental history, this property presents an excellent opportunity for investment, seasonal enjoyment, or year-round living. Rare combination of acreage, marshfront setting, and breathtaking views of Cape Cod Bay.

Listed by Sandra Milano of REMAX Executive Realty

$
$
%
$/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

792-A Jerusalem Road Cohasset MA 02025
Price Changed

MLS Number 73506378

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,180
  • High School Cohasset High School

Discover a coveted Jerusalem Road home often admired and perfectly positioned to capture breathtaking views of Straits Pond and the Atlantic Ocean beyond. This exceptional custom built 5 bedroom 3 full and 2 half bath Colonial meticulously designed by its original owner and built by renowned builder Chris McKenna offers remarkable craftsmanship and thoughtful design throughout. The sun filled main level features a stunning chef's kitchen ideal for both everyday living and entertaining. The finished lower level enhances the home's versatility with an entertainment kitchen and walkout access, creating the perfect space for gatherings or extended family. Set on beautifully landscaped grounds, the property includes a spacious 2 car garage and two private hot tubs for relaxing while enjoying ocean breezes. Located in a premier neighborhood close to beaches, tennis, golf, scenic trails, schools, and houses of worship, this turnkey move in ready home is ideal as a year round residence.

Listed by William Marsden of Coldwell Banker Realty - Hingham

$
$
%
$/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.

Virtual TourSave 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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