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Waterfront Homes

Scroll down to check out all South Shore waterfront real estate for sale. These stunning homes and estates offer amazing views, boundless opportunities for summer recreation, and luxury amenities to boot. Whether you're looking for a year-round home or a summer retreat, the waterfront homes on the South Shore offer great options.

Contact us for help searching for waterfront homes for sale in Duxbury and surrounding South Shore towns, and be sure to register to save your favorite listings.

27 Smiths Point Road, Manchester, MA

Price$14,800,000

Est. Mortgage: $/month

MLS Number 72174950

  • Single Family
  • Bathroom 5
  • Full Bath 3
  • Bedrooms 4
  • Year Built 2015

Prepare to be amazed by Kragsyde, an astonishing private waterfront estate set atop a rocky outcropping on Boston’s storied North Shore. Finished in 2015 and claiming the preeminent site in the exclusive Smith’s Point neighborhood of Manchester-by-the-Sea, this modern stone and glass eyrie is a spectacular waterfront property that combines uncompromised ocean views with breathtaking modern architecture, contemporary convenience and unsurpassed luxury. Kragsyde has a lineage as distinguished as its location. Its 1880s namesake was among the first of Smith’s Point’s magnificent summer “cottages,” an outstanding Shingle Style home that set the standard for its day. Today, Kragsyde sets a new standard for the 21st century while paying homage to the original vision: It is a house that is substantial, yet natural; imposing, yet blending seamlessly with its site; private, yet open to breathtaking coastal views.

Listed by Darin Thompson of Stuart St James, Inc.

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Macdonald & Wood Sotheby's International Realty
459 Washington Street, PO Box 621
Duxbury MA, 02331
Office: 781-934-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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421 Main Street, Barnstable, MA

MLS Number 72073103

  • Single Family
  • Bathroom 11
  • Full Bath 9
  • Bedrooms 9
  • Year Built 1928

Overlooking the beautiful waters of East Bay and Nantucket Sound sits this sophisticated yet intimate waterfront estate. The current owners completely renovated the 11,578sf home from stem to stern with the highest grade materials and exceptional craftsmanship. Interior spaces are bathed in natural light with beautifully balanced living areas all oriented toward the water. You'll find a welcoming foyer with original wood floors, living and dining rooms with custom fireplaces, a spacious, well-equipped kitchen and a handsome library with hand pegged wood. Casual spaces for family and friends include a family room, sunroom and enclosed porch. The second level offers 2 master suites and 7 additional bedrooms. An expansive lawn, in-ground pool and scores of privacy trees dress the 5.46 acre site. A custom beach house enhances the private dock. The property offers a detached 5 car garage with a gorgeous 3 bedroom carriage house above for guests and extended family.

Listed by Robert Kinlin of Robert Paul Properties, Inc

{$agent->Name}

Macdonald & Wood Sotheby's International Realty
459 Washington Street, PO Box 621
Duxbury MA, 02331
Office: 781-934-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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219 Green Dunes Drive, Barnstable, MA

MLS Number 72214596

  • Single Family
  • Bathroom 11
  • Full Bath 7
  • Bedrooms 5
  • Year Built 2016

Stunning NEW grand Cape style, south facing waterfront estate designed by noted architect Doreve Nicholaef! The beautiful Private Sandy Beach is magnificently paired with this truly inspirational home. The grand foyer w curved walls & staircase, textures, colors, & endless ocean views will delight to the senses. The kitchen area (east wing) gracefully flows to the great room & dining area. Rare imported sycamore adorns the cabinetry & built-ins throughout much of the first fl. Kitchen has 2 islands, fireplace, Viking & Gagganau appliances, all overlooking wall of windows w Lutron power shades. North wing houses butler's pantry, dog grooming/flower room, mudroom & 4 car garage w car wash hookup! West wing has office/library and 2400 sqft master w his & her luxury baths and closets. Upstairs are 3 more magnificent bedrooms with endless water views, unique private baths & access to wonderful deck designed to maximize amazing sunset views. Lower level has gym, sauna, steam room.

Listed by Jonathan A. Matel of William Raveis R.E. & Home Services

{$agent->Name}

Macdonald & Wood Sotheby's International Realty
459 Washington Street, PO Box 621
Duxbury MA, 02331
Office: 781-934-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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986 Sea View Avenue, Barnstable, MA

MLS Number 72220845

  • Single Family
  • Bathroom 6
  • Full Bath 4
  • Bedrooms 5
  • Year Built 1930

Exquisite waterfront estate located on one of Cape Cod’s most coveted streets combines the best of elegance, style and craftsmanship. This one of a kind French Mediterranean inspired home, with 2.72 acres, offers an unparalleled 620 feet of white sandy beach anchored by two substantial, private deep-water docks and unobstructed water views. The timeless and enchanting 7,000+ sq.ft. home with 5 bedrooms features well-proportioned rooms with high ceilings, wide planked floors, arched doorways, a stunning new gourmet kitchen and master bedroom with new bath. Enjoy dining al fresco on tiered terraces surrounded by colorful gardens and witness the amazing sunsets overlooking the Seapuit River and West Bay. This breathtaking home, with a two-bedroom updated guest house, remains close in proximity to upscale boutique shopping and fine dining. This is a unique offering that will captivate the most discerning buyer. There really is no comparison!

Listed by Robert Kinlin of Robert Paul Properties, Inc

{$agent->Name}

Macdonald & Wood Sotheby's International Realty
459 Washington Street, PO Box 621
Duxbury MA, 02331
Office: 781-934-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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 Black Horse Lane, Cohasset, MA

Price$11,400,000

Est. Mortgage: $/month

MLS Number 72245245

  • Single Family
  • Bathroom 6
  • Full Bath 5
  • Bedrooms 6
  • Year Built 1742

This exclusive, private direct waterfront estate located on Cohasset Harbor boasts 14 acres, including a 7 acre island and 2500 feet of water frontage. The property currently features a 250 year old Sea Captain's House, a beautiful and a spacious barn/carriage house/boat house with green house. It also has a private boat dock and an outdoor pool and pool house. The home has six bedrooms and five and a half baths, including a Master Suite with his and her dressing rooms. The home is already hooked up to town sewer and is ready for renovations. There are also two buildable lots approved for town sewer hookup. The property is on town water and has a private well for irrigation. This property is a one of a kind estate setting and has only had three owners in the last 100 Years. The 14 acre property is being sold in its entirety. This is a Must See opportunity!

Listed by Frank Neer of Coldwell Banker Residential Brokerage - Cohasset

{$agent->Name}

Macdonald & Wood Sotheby's International Realty
459 Washington Street, PO Box 621
Duxbury MA, 02331
Office: 781-934-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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260 North Bay Road, Barnstable, MA

MLS Number 72084506

  • Single Family
  • Bathroom 8
  • Full Bath 6
  • Bedrooms 5
  • Year Built 2007

Classic Cape Cod Estate! This stunning and traditional Royal Barry Wills waterfront residence sits on the banks of Cotuit Bay and offers magnificent water views, 275 feet of water frontage and inspirational sunsets. Capturing the luxurious spirit of Oyster Harbors, a private gated community, this home features elegant interiors with rich details, modern comforts and extraordinary views. Dramatic vaulted ceilings and expansive windows; sprawling master suite; chef's kitchen with two granite center islands; handsome home library; a fabulous entertainment room in the lower level; and formal and informal living spaces all provide ample room to host family and friends. The 1.52 acre site combines access to outdoor adventure and modern amenities in a natural setting. Add in a private 2 bedroom guest house, an in-ground pool, sandy beach and private dock, and this property takes your life to new heights!

Listed by Robert Kinlin of Robert Paul Properties, Inc

{$agent->Name}

Macdonald & Wood Sotheby's International Realty
459 Washington Street, PO Box 621
Duxbury MA, 02331
Office: 781-934-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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13 Kingsbury Lane, Orleans, MA

Price$9,950,000

Est. Mortgage: $/month

MLS Number 71984709

  • Single Family
  • Bathroom 6
  • Full Bath 4
  • Bedrooms 5
  • Year Built 2012

A lustrous gem in a world-class setting! Secluded 4.4-acre waterfront estate on peninsula overlooking Pleasant Bay--one of the jewels of the Eastern Seaboard. Luminous new 8,500 sf residence offers magnificent views of a bay studded with islands, cut by winding rivers, and bordered by the Outer Beach and Atlantic Ocean. Set atop an elevated bluff surrounded by 900' of private sandy beach, the residence offers sophisticated, striking design; generous yet comfortable living spaces; beautiful architectural detailing; richly variegated water views; & flawless craftsmanship. Waterside Gunite pool, spa & outdoor kitchen, accented by granite terraces & gardens, are havens for entertaining and relaxing. Boathouse and moorings offer deep water access to world-class beaches, boating & fishing on the Atlantic. Cape Cod's 5-star resort is a 5-minute boat ride away; Chatham and Orleans fine dining & shopping destinations just 7 minutes by car. Utter brilliance in an exquisite setting.

Listed by Robert Kinlin of Robert Paul Properties, Inc

{$agent->Name}

Macdonald & Wood Sotheby's International Realty
459 Washington Street, PO Box 621
Duxbury MA, 02331
Office: 781-934-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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461 Main Street, Barnstable, MA

MLS Number 72237005

  • Single Family
  • Bathroom 9
  • Full Bath 8
  • Bedrooms 5
  • Year Built 2002

461 Main Street is the epitome of luxury waterfront living on Cape Cod. This exquisite estate is situated in the heart of Osterville overlooking East Bay and Nantucket Sound offering stellar views. From the minute you enter the dramatic front door you are impressed by the quality and attention to detail throughout. From the furniture quality windows and doors, custom bronze railings, wenge inlaid oak paneling and custom cherry cabinets you know no expense was spared. All 5 bedrooms are en suite and there is an elevator for easy access. You will enjoy entertaining whether by the infinity pool/spa, in the billiards/game room, in the theater or launching a boat from your private dock. The private office on the third floor offers the best view on Cape Cod! A magical lifestyle!!

Listed by Joan Witter of Sotheby's International Realty

{$agent->Name}

Macdonald & Wood Sotheby's International Realty
459 Washington Street, PO Box 621
Duxbury MA, 02331
Office: 781-934-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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81 Oyster Way, Barnstable, MA

MLS Number 72103017

  • Single Family
  • Bathroom 8
  • Full Bath 6
  • Bedrooms 5
  • Year Built 1999

Exceptional waterfront estate located within the premier gated community of Oyster Harbors. This stunning five bedroom residence with lush landscaping and breathtaking views of West Bay and Nantucket Sound combine to create the ideal waterfront setting. The dramatic, light filled interior spaces have been thoughtfully designed and offer expansive windows with beautiful water views. Anchoring the home is a well-equipped kitchen with a spacious dining area opening into a great room with vaulted ceilings and fireplace. There’s a handsome study/den and spacious and elegant first floor master bedroom. Custom columns, built-ins and beautiful wood floors enhance these spaces. Additional bedrooms on the 2nd level along with a private bedroom suite with sitting room, kitchen and bath are perfect for family gatherings or large scale entertaining. Amenities include an in-ground pool and private deep water dock. Included in this offering is a separate one acre building parcel.

Listed by Robert Kinlin of Robert Paul Properties, Inc

{$agent->Name}

Macdonald & Wood Sotheby's International Realty
459 Washington Street, PO Box 621
Duxbury MA, 02331
Office: 781-934-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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26 Associates Road, Falmouth, MA

MLS Number 72198400

  • Single Family
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 5
  • Year Built 1936

Welcome to the remarkable Chapoquoit Island in West Falmouth with its storied history of sailing, tennis and beach activities. Join in the fun of sun, sea and sand with association docks, beaches and tennis. Now imagine sunsets and cocktails from the privacy of your waterfront patio at the end of the day. Casual and sophisticated elegance are the hallmarks of this exceptional home with water views from every room. High end finishes throughout and meticulously maintained, this property entreats you to relax and enjoy. This gracious home lends itself to comfortable family living, intimate gatherings or grand entertaining. Chappy Island, a lifestyle opportunity for the most discerning buyer.

Listed by Robert Kinlin and Barbara Hussey of Robert Paul Properties, Inc.

{$agent->Name}

Macdonald & Wood Sotheby's International Realty
459 Washington Street, PO Box 621
Duxbury MA, 02331
Office: 781-934-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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103 Penzance Road, Falmouth, MA

MLS Number 72256941

  • Single Family
  • Bathroom 5
  • Full Bath 3
  • Bedrooms 5
  • Year Built 1966

This extraordinary Penzance Point waterfront estate is perfectly sited on a stunning 1.66 acre parcel overlooking Buzzards Bay. The owners have painstakingly built a haven of beautiful plants, flowers and shrubbery with small areas for quiet sitting and larger spaces for family and friends to gather by the water or near the in-ground pool. And from everywhere, the views are truly amazing. This five-bedroom shingle style home has a timeless and elegant aesthetic, which captures the unique charm of seaside living. Throughout the home you are struck by the quality of workmanship and the innovative architecture designed to blend old world tradition with modern necessity. This stunning residence is set against the tranquil backdrop of Buzzards Bay’s shimmering waters and magnificent sunsets and is a leisurely walk to the charming village of Woods Hole. Information herein is not guaranteed or warranted and should be verified by any person who is looking at this property to purchase.

Listed by Robert Kinlin of Robert Paul Properties, Inc

{$agent->Name}

Macdonald & Wood Sotheby's International Realty
459 Washington Street, PO Box 621
Duxbury MA, 02331
Office: 781-934-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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 A VisitAsk A QuestionMore Details

25 Rockyledge Road, Swampscott, MA

Price$7,995,000

Est. Mortgage: $/month

MLS Number 71866285

  • Single Family
  • Bathroom 8
  • Full Bath 5
  • Bedrooms 5
  • Year Built 1999

One of the most spectacular homes in all of New England! This direct waterfront estate sits on an elevated lot and offers panoramic ocean views. Designed for the present owner by nationally acclaimed architectural firm Booth Hansen of Chicago, this home is beautifully designed with a floor to ceiling curved wall of glass that extends all the way to the second floor, creating a simply stunning effect. Old world craftsmanship coupled with the finest materials, including hand selected Italian marble, black walnut flooring in a herringbone pattern and limestone flooring. There are 5 en suite bedrooms, an expansive master suite, an elevator, four fireplaces a wine cellar, a Valders limestone 5 car garage with heated driveway and an oceanside infinity pool. Located in the iconic seaside community of Swampscott, you’ll enjoy the charm of a historic town, the comfort of upscale luxuries and the convenience of living just 12 miles from the city of Boston. Come home to 25 Rockyledge Road!

Listed by Bill Willis Jr. of Coldwell Banker Residential Brokerage - Marblehead

{$agent->Name}

Macdonald & Wood Sotheby's International Realty
459 Washington Street, PO Box 621
Duxbury MA, 02331
Office: 781-934-2000

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. MLS Property Information Network, Inc. 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.