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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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920 Drift Road Westport MA 02790

Westport, MA920 Drift Road

Price$1,249,000

Est. Mortgage: $/month

Open House

MLS Number 73542196

  • Residential
  • Next Open House: Sun 07/12 12:00 pm. to 2:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,152

Welcome to a stunning new construction contemporary colonial offering the perfect blend of modern luxury and waterfront living. This 4,150 sq. ft. home features two primary suites, one on each floor plus 2- additional bedrooms and four full baths. Enjoy an open-concept living area, a chef's kitchen with a granite island, breakfast bar, and spacious dining area, plus a formal dining room for entertaining. A dedicated home office on the first floor is ideal for remote work. Step outside to two oversized composite decks with breathtaking views, and enjoy direct shore access for kayaking, paddle boarding, and boating right from your backyard. An unfinished basement offers endless possibilities, home theater, gym, or entertainment space. 2-car attached garage and 10 additional parking spots provide ample space for family and guests. Located in one of Westport most desirable waterfront communities, close to marinas, beaches, dining, shopping.

Listed by Mina Shenouda 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.

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5 Strandway Harwich MA 02671

Harwich, MA5 Strandway

Price$3,995,000

Est. Mortgage: $/month

MLS Number 73542156

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,517

Rare opportunity to build a custom waterfront home in the coveted Old Mill Point community. This exceptional offering features a waterfront home with access to a shared private dock, perfect for embracing the Cape Cod boating lifestyle. Purchase both the house lot and adjoining land lot (MLS# 73542155) to enjoy enhanced privacy and exclusive ownership of the dock, or purchase either property separately and share dock access. Enjoy the private association beach on Nantucket Sound, just moments away, where sandy shores and coastal breezes await. Wake to spectacular water views and watch boats pass throughout the day from this picturesque setting. The private dock on the Herring River provides direct access for boating, fishing, kayaking, and exploring Cape Cod's waterways. Cruise to Monomoy, spend the day on the water, or head to Nantucket for lunch. Combining premier waterfront access, scenic beauty, and outstanding amenities, this is a rare opportunity to create a legacy property.

Listed by Sandra Tanco and Brenda Azure of Kinlin Grover Compass

$
$
%
$/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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49 Maynard Dedham MA 02026

Dedham, MA49 Maynard

Price$899,000

Est. Mortgage: $/month

Open House

MLS Number 73541712

  • Residential
  • Next Open House: Sun 07/12 12:00 pm. to 1:30 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,800

Set on the banks of the Charles sits this new gut renovated dormered Cape Cod Style home in a fantastic family neighborhood. Directly abutting Precinct 1 and steps from Dedham Village, this home hits on every need your buyer is searching for from the new oak flooring throughout, fireplaced living room, new kitchen offering shaker cabinets, solid stone counter, s/s app package, open design to dining room, first floor main bedroom with full bath and mudroom with cubbies & tiled flooring. Upper level features 2 large bedrooms with walk in, custom built closets and full bath styled in porcelain tiles, modern vanities and fixtures. Lower level has been completely finished and separately conditioned perfect for a family room, office or guest bedroom. Outside, enjoy your own private oasis overlooking lush landscaping, a newly hydro-seeded lawn, and a stone patio ideal for outdoor entertaining. A new asphalt, paved driveway provides ample off street parking. Perfect pocket neighborhood.

Listed by Steven Musto of Insight Realty Group,Inc.

$
$
%
$/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 S Mill Street Hopkinton MA 01748

Hopkinton, MA28 S Mill Street

Price$1,595,000

Est. Mortgage: $/month

Open House

MLS Number 73541688

  • Residential
  • Next Open House: Sun 07/12 1:30 pm. to 3:00 pm.
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 4,873

An exceptional opportunity to own a beautifully sited waterfront property in one of Hopkinton's most desirable neighborhoods. Nestled on a picturesque pond and surrounded by mature landscaping, 28 South Mill Street offers a rare combination of privacy, natural beauty, and convenience. Pride of ownership is evident throughout the property, with extensive renovations and improvements made over the years that have enhanced both its functionality and long-term appeal. The home's striking exterior presence is complemented by outdoor spaces designed to take full advantage of the serene water views. Enjoy morning coffee overlooking the pond, entertain guests outdoors, or simply appreciate the changing seasons from this special setting. Featuring owned solar panels for long-term energy savings and sustainability, the property is also located near top-rated schools, shopping, dining, recreation, and major commuting routes.

Listed by The Shulkin Wilk Group and Joanne Baron of Compass

$
$
%
$/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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3 Catacunemaug Road Shirley MA 01464

Shirley, MA3 Catacunemaug Road

Price$710,000

Est. Mortgage: $/month

Open House

MLS Number 73540614

  • Residential
  • Next Open House: Sun 07/12 12:00 pm. to 1:30 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,350

You will LOVE this beautiful, YOUNG home with lots of bells & whistles! The front porch brings you into the spacious foyer, then the dining room with a large box window & lovely chandelier. Next stop - the open kitchen with lots of cabinets, a huge island with seating for 6, S/S appliances, & gorgeous stone countertops. The open sightlines showcase the living room with a gas fireplace, recessed lights & slider to the deck. A convenient mudroom with entry to garage has custom cubbies, room for storage, & magnetic chalk wall! Upstairs, 3 terrific guest rooms, a hall bath with a large double vanity & tub/shower combo. The vaulted primary suite has a walk-in & 2nd closet, a private bath with double vanity, linen closet, & shower with glass surround. Your private yard is partially fenced & looks out on beautiful woods/nature & a babbling creek. A walk-out basement is waiting for you to finish! All this close to the commuter rail, Rte 2, parks, shopping, & the beauty of Shirley MA!

Listed by Carla Horn and Deb Evans of ERA Key Realty Services

$
$
%
$/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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56 Oliver Drive Dennis MA 02641

Dennis, MA56 Oliver Drive, East Dennis

Price$12,900,000

Est. Mortgage: $/month

MLS Number 73541227

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,166

Rarely available in sought-after Sesuit Neck in East Dennis, this extraordinary 4.87-acre beachfront property presents a once-in-a-lifetime opportunity to own a true piece of paradise on Cape Cod Bay. Elevated above a private stretch of one of the Cape's most beautiful sandy beaches, the property commands breathtaking panoramic views spanning from Provincetown to Plymouth, with spectacular sunsets illuminating the bay each evening. Cherished by one family for generations, this remarkable offering features quintessential vintage cottages that capture the timeless charm of Old Cape Cod. Surrounded by iconic coastal scenery-from glistening waters and sandy dunes to picturesque jetties and endless shoreline vistas-the setting is both serene and unforgettable. Offering rare acreage, unparalleled privacy, and one of the most coveted beachfront settings on Cape Cod, this property represents an extraordinary opportunity to create its next chapter while enjoying the best of oceanfront living.

Listed by Robert Kinlin 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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8 Winstons Path Dennis MA 02660

Dennis, MA8 Winstons Path

Price$1,349,000

Est. Mortgage: $/month

Open House

MLS Number 73541191

  • Residential
  • Next Open House: Sun 07/12 11:00 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,079

A One of a kind Dennis location. Pond-Front Privacy on 2+ Acres! Tucked away on a private lot sitting on Fresh Pond, this 3-bedroom, 2.5-bath Colonial offers a rare combination of space, serenity, and water views. Sitting at the end of a quiet side street, with 2 acres of privacy and direct pond frontage--perfect for kayaking, fishing, or simply relaxing in a peaceful natural setting. Inside, the home is designed to capture the pond views throughout. Highlights include a huge kitchen with an 8-foot island and sliders to the deck. The living room features a dramatic wall of windows, custom built-ins, wood floors, and a gas fireplace. Upstairs, the primary suite offers cathedral ceilings, an updated bath, and a walk-in closet. Two guest bedrooms and a full bath complete the second level. The lower-level bonus room adds great space for family and friends with a wet bar and direct access to the patio and pond. This oasis abuts conservation but is still close to everything great in Dennis!

Listed by Leo Doyle of Oceanside Realty Group,Inc.

$
$
%
$/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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375 Baxters Neck Road Barnstable MA 02648

MLS Number 73541050

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 9,645

This meticulously renovated waterfront Cape on the bay is indoor-outdoor living at its finest, where sun-filled interiors meet breathtaking waterfront views. Five plus bedrooms, multiple fireplaces, and a sprawling finished basement provide space for every occasion, while a breakfast nook overlooking the rear landscape sets the tone for relaxed everyday living. With the flexibility to place the primary suite on the first or second floor, the layout adapts effortlessly to any lifestyle. Outside, 1.69 acres of manicured grounds showcase a heated in-ground pool with new bluestone surround, hot tub, fire pit, pool house, and outdoor shower. With multiple lounging areas, every corner of the exterior is worth savoring. The shared dock and included boat are the finishing touch on a property that truly has it all.

Listed by The Mazer Group and Allison Mazer of Compass

$
$
%
$/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

44 Stoney Run Lane Marion MA 02738
Open House

MLS Number 73540814

  • Residential
  • Next Open House: Sun 07/12 11:00 am. to 12:30 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,731

Spectacular waterfront home, fully renovated to perfection, featuring a stunning designer kitchen, brand new flooring, and all new windows. Known as The Stoney Run Estate, 44 Stoney Run Lane is a rare waterfront, offering a design for refined coastal living. The custom interior floor plan delivers a polished, cohesive look throughout. The main home offers generous gathering spaces oriented towards the water, with room for entertaining and quiet everyday comfort. With 5 bedrooms and 4 full baths across 3,647 sq ft, the layout provides flexibility for guests and work-from-home needs. A suite above the attached 2-car garage has its own full bath and private entrance and adds ideal overflow space and can serve as a private in law apt, studio, or media room. Enjoy the shoreline setting, water views, and the lifestyle that comes with living directly on an estuary.

Listed by Beth Van der Veer of Conway - Mattapoisett

$
$
%
$/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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19 Marina Hull MA 02045

Hull, MA19 Marina, Spinnaker Island

Price$759,000

Est. Mortgage: $/month

MLS Number 73540668

  • Residential
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,873

Vacation inspired WATERFRONT living awaits on desirable Spinnaker Island! Tastefully renovated 2+bed, 2.5 bath Nantucket townhouse offers direct water access & stunning VIEWS from every level, creating the perfect setting for a relaxed coastal lifestyle. Open-concept NEWER gourmet kitchen features custom white cabinetry, granite countertops, & premium stainless-steel appliances. Beautifully UPDATED baths showcase quartz, marble, & designer tile finishes. Versatile walk-out lower level provides space for guest suite, family room, home office, or fitness area. Additional improvements include oak flooring throughout the main level, new windows, patio doors, and composite decking. Enjoy RESORT style amenities including Spinnaker Island Yacht Club, pool & fitness center. Just minutes from beaches, marinas, waterfront dining, and Commuter Boat. Turnkey waterfront retreat is the perfect blend of luxury, convenience, & low maintenance. COASTAL WILDLIFE SANCTUARY!

Listed by Alice Pierce 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.

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160 Marshall Street Duxbury MA 02332

MLS Number 73540605

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,147
  • High School Duxbury

A rare opportunity to own one of Duxbury's most extraordinary waterfront estates on Eagle's Nest Point. Sited on a private 7.6-acre peninsula extending into Duxbury Bay, this classic shingle-style residence offers sweeping water views on three sides, deep-water dock access, and the kind of privacy that simply cannot be replicated. The main house has been thoughtfully updated while preserving its architectural integrity with generous principal rooms, gracious flow, and natural light throughout. A separate guest cottage provides comfortable accommodations for visitors while maintaining the quiet of the main residence. Whether arriving by land or by sea, 160 Marshall Street makes an unmistakable impression. Seven and a half acres, three sides of water, and a setting that defines the finest of coastal New England living. This property is being sold as a commissioner's sale pursuant to a Massachusetts Land Court partition action.

Listed by Kristin Thompson of Keller Williams Realty Signature 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 Maple Street Holliston MA 01746

Holliston, MA40 Maple Street

Price$375,000

Est. Mortgage: $/month

Open House

MLS Number 73540309

  • Residential
  • Next Open House: Sun 07/12 11:00 am. to 12:30 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,152

Investors, Contractors & Visionaries - Don't Miss This Opportunity! Bring your imagination to this 3-bedroom, 2-full-bath home situated on a large, level lot with endless potential. This property requires a complete renovation and is the perfect project for a rehab loan or cash buyer looking to build equity. The property also features two sheds, including one with electricity, offering excellent storage, workshop, or hobby space possibilities. If you're looking for your next flip, investment property, or renovation project, this could be the opportunity you've been waiting for!

Listed by Amber Cadorette and Nancy Hayward of Keller Williams Elite

$
$
%
$/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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