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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.

49 Margin Street, Cohasset, MA

Price$17,500,000

Est. Mortgage: $/month

MLS Number 72173715

  • Single Family
  • Bathroom 11
  • Bedrooms 10
  • Year Built 1932
  • Parking Spaces 20

The Oaks, a private 9.41 acre peninsula with 1,800’± of ocean frontage and protected 112’ deep water dock, is New England’s finest waterfront estate. Located 25± miles south of Boston and 250± miles from New York City, the magnificent 20,000±sf Georgian Revival mansion is renovated to the highest standards. The residence offers grand reception rooms and comfortable family living spaces. Panoramic water views can be enjoyed from almost all rooms in the home and from all vantage points around the beautifully manicured grounds. An additional 4,000±sf of outbuildings, a tennis court, swimming pool, skating pond with pond house, and children’s games lawn create the ultimate family resort and waterfront living experience. This historically significant estate has been home to Clarence W. Barron and family (owners of Dow Jones Company, the Wall Street Journal and Barron’s Weekly) for 60± years, and to the current owners for the past 28± years. This is truly a once-in-a-lifetime opportunity!

Listed by Jonathan Radford of Coldwell Banker Residential Brokerage - Boston - Newbury St.

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: 3.95% last updated on May 25, 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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27 Smiths Point Road, Manchester, MA

Price$16,800,000

Est. Mortgage: $/month

MLS Number 72174950

  • Single Family
  • Bathroom 5
  • Bedrooms 4
  • Year Built 2015
  • Parking Spaces 8

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.

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: 3.95% last updated on May 25, 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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33 Proctor Street, Manchester, MA

Price$14,500,000

Est. Mortgage: $/month

MLS Number 71903621

  • Single Family
  • Bathroom 9
  • Bedrooms 5
  • Year Built 2009
  • Parking Spaces 10

A rare opportunity to own a waterfront family compound consisting of 2± acres on Manchester Harbor with one of the few deep-water docks in Manchester-by-the Sea. With 325± feet of water frontage, the property offers direct boating access to Manchester Bay and beyond. Located on a peninsula on Smith’s Point, the newly built, 5-bedroom English Arts and Crafts residence, and 2-bed guest house sit on one of the original Smith’s Point’s summer estate parcels. Sited perfectly to take in the expansive harbor views, the home’s design features harken back to its turn of the century predecessor featuring extraordinary interior finishes and classic elements with stunning views at nearly every turn. The professionally landscaped grounds include a harbor facing pool and spa, a variety of mature specimen trees, flowering shrubs, perennial gardens and manicured lawns. Includes access to private association beach and dock.

Listed by Lanse Robb of LandVest, Inc.

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: 3.95% last updated on May 25, 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
  • Bedrooms 9
  • Year Built 1928
  • Parking Spaces 5

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

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: 3.95% last updated on May 25, 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$11,950,000

Est. Mortgage: $/month

MLS Number 71984709

  • Single Family
  • Bathroom 6
  • Bedrooms 5
  • Year Built 2012
  • Parking Spaces 3

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

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: 3.95% last updated on May 25, 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
  • Bedrooms 5
  • Year Built 2007
  • Parking Spaces 3

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

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: 3.95% last updated on May 25, 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
  • Bedrooms 5
  • Year Built 1999
  • Parking Spaces 8

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

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: 3.95% last updated on May 25, 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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25 Rockyledge Road, Swampscott, MA

Price$7,995,000

Est. Mortgage: $/month

MLS Number 71866285

  • Single Family
  • Bathroom 8
  • Bedrooms 5
  • Year Built 1999
  • Parking Spaces 10

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

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: 3.95% last updated on May 25, 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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667 Horseneck Road, Westport, MA

Price$7,900,000

Est. Mortgage: $/month

MLS Number 71850236

  • Single Family
  • Bathroom 6
  • Bedrooms 4
  • Year Built 2000
  • Parking Spaces 10

Extraordinary Waterfront Estate...The 50+/-acre estate is approached by a long private lane that meanders through open meadows and pristine woodlands. Stone walls flank the crushed gravel lane as it rises provocatively to the main residence and the unparalleled views of the Westport River and the ocean beyond! Exceptional Shingle style residence offers dramatic water views from every room, porch, deck and the Gunite pool...Set on high, this 7,000+/- s.f. of masterfully crafted space is highlighted by a colonnade-like gallery, leading to expansive open living/dining areas featuring a stone fireplace, winding staircase and a curved wall of glass overlooking the rolling fields, river and ocean. Luxurious fireplaced master suite with office/dressing room, deck...additional bedrooms all with baths en suite, media room...State of the art systems, two wonderful barns, over 800' of shorefront with a timber pier and dock. Beyond compare, this saltwater front farm is the ultimate indulgence.

Listed by William J. Milbury of Milbury and Company

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: 3.95% last updated on May 25, 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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248 North Bay Road, Barnstable, MA

MLS Number 72171411

  • Single Family
  • Bathroom 11
  • Bedrooms 7
  • Year Built 1970
  • Parking Spaces 2

Grand waterfront located in prestigious Oyster Harbors. Elaborate architectural details set the tone in this sprawling 17 room home with over 9,000 sq. ft. of living space featuring a chef's kitchen, formal dining room, living room with fireplace and first floor master suite with fireplace and sitting area. The stunning great room showcases the views of Cotuit Bay with expansive windows. Complete with in-ground pool, spa and private sandy beach. Information contained herein is believed to be accurate, but should be independently verified by prospective buyers.

Listed by Robert Kinlin of Robert Paul Properties, Inc

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: 3.95% last updated on May 25, 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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92 North Bay Road, Barnstable, MA

MLS Number 71857692

  • Single Family
  • Bathroom 4
  • Bedrooms 7
  • Year Built 1981
  • Parking Spaces 2

Luxury living in the private gated community of Oyster Harbors! Exclusive and luxurious waterfront residence overlooking the beautiful waters of North Bay offers the finest in seaside living. This special property has been creatively expanded and features exceptional attention to detail. The 6,742 square foot home offers 7 bedrooms with 2 first floor master suites, a beautifully designed kitchen, comfortable family room and great room with floor to ceiling walls of windows to take advantage of the stunning views. The lower level is complete with a home theater, entertainment room and spacious office with custom built-ins. Panoramic water and golf course views, an in-ground pool with pool house and private and substantial deep water dock combine to create an ideal setting for large scale entertaining and peaceful family living. Information contained herein is believed to be accurate, but should be independently verified by prospective buyers.

Listed by Robert Kinlin of Robert Paul Properties, Inc

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: 3.95% last updated on May 25, 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

35 Coolidge Point, Manchester, MA

MLS Number 71823812

  • Single Family
  • Bathroom 6
  • Bedrooms 4
  • Year Built 2008
  • Parking Spaces 8

NEWLY PRICED. This rare and unique property is undoubtedly one of the finest oceanfront estates and possible family compound with the additional purchase of the 7-bed, waterfront carriage house offered separately. This magnificent estate is located on the southeastern tip of private Coolidge Point overlooking Kettle Island in the picturesque seaside town of Manchester by-the-Sea. Situated high above the Atlantic with breathtaking 270 degree views. Every room in this spectacular home, spanning 7500± SF of gracious living area, enjoys a water view, and the many porches and terraces directly face the ocean. A stairway leads to the ocean where swimming and fishing can be enjoyed and where tide pools abound. All Coolidge Point residents have access to Magnolia Beach. More information upon request.

Listed by Lanse Robb of LandVest, Inc.

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: 3.95% last updated on May 25, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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.