Orleans MA Waterfront Homes

Scroll down to find current waterfront homes for sale in Orleans, MA. Look through a variety of premier real estate in this beautiful Cape Cod town! Contact Dick Martin today for more information or to schedule a showing. Register to save favorite listings and receive automatic emails when there's a new property in your search criteria!

13 Kingsbury, Orleans, MA 02653

Price$9,950,000

Est. Mortgage: $/month

MLS Number 21602722

  • Single Family
  • Acreage 4.4
  • Village Orleans
  • Lot Size Square Feet 191664
  • Bedrooms 5

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 B Kinlin of Robert Paul Properties, Inc.

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$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 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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10-54 Sipson Island, Orleans, MA 02653

Price$7,985,000

Est. Mortgage: $/month

MLS Number 21716591

  • Single Family
  • Acreage 24.31
  • Village Orleans
  • Lot Size Square Feet 1058944
  • Bedrooms 7

HISTORIC offering! Sipson Island--a ~25-acre landmark on the eastern coast of Cape Cod--is presented for sale in its entirety for the 1st time in generations. Located on Pleasant Bay, one of Cape Cod's most beautiful embayments & an international boating & sport fishing destination, the island includes several year-round, seasonal dwellings & outbuildings; 2 boathouses; 2 docks, rolling, lightly vegetated upland; coastal bluff; & extensive private sandy beach. Peerless privacy, acreage, water views, development potential & deep water boating access to the Atlantic. Less than 90 miles & under 2-hour drive from Boston, the property is short drive to municipal airports in Hyannis, Chatham, & Provincetown on Cape Cod. A 3-minute's calm boat ride from a private dockage on the South Orleans mainland across a channel known as The Narrows, the property includes 9 island parcels & private mainland dock & parking. The ultimate in coastal cache, privacy & lifestyle opportunity.

Listed by Paul E Grover of Robert Paul Properties, Inc.

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$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 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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108 Freeman, Orleans, MA 02653

Price$6,250,000

Est. Mortgage: $/month

MLS Number 21712145

  • Single Family
  • Acreage 1
  • Village Orleans
  • Lot Size Square Feet 43560
  • Bedrooms 4

Custom home built for sale by Cape Cod-based integrated architecture and construction firm, Polhemus Savery DaSilva (PSD). The new 4,659 sf home now under construction features an open living concept, 1st and 2nd floor master suites, and all the timeless details you'd expect in a PSD home. The acre waterfront site offers direct saltwater access, commanding water views, fabulous outdoor living, and a pool. (Disclosure: Agent has an interest in the property.)

Listed by Trainor & Ehnstrom of oldCape Sotheby's International Realty

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$
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%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 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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40 Toms Hollow, Orleans, MA 02662

Price$4,300,000

Est. Mortgage: $/month

Open House

MLS Number 21717283

  • Single Family
  • Next Open House: Sat 16th 11:00 am - 2:00 pm
  • Acreage 3.84
  • Village South Orleans
  • Lot Size Square Feet 167270

Cape Cod Cosmopolitan! A sandy lane winds through woods and fields to this remarkable waterfront estate on magnificent Little Pleasant Bay. With 4 acres of rolling woodland, boathouse/cabana and 170'-long private sandy beach frontage on Cape Cod's largest estuary, the property combines urban sophistication with Cape Cod character.A circular seashell drive curves before the gray-shingled center-entrance Colonial. A two-story foyer announces the cathedraled great room beyond whose vivid views and chic surroundings form the home's centerpiece. Flanking the great room is a sleek, state-of-the art kitchen accented with natural brass hardware, custom cabinetry, and cool quartz countertops. An adjoining dining area with wood-burning hearth affords beautiful bay views, and opens to an enclosed porch and wrap-around deck. Gray-and-white-washed oak plank floors unite the rooms with contemporary flair. A private first floor master suite occupies the opposite wing, with generous bedroom, sharp bath, private deck and beautiful views. The second level hosts three ensuite bedrooms, a loft for reading or media, and private deck with excellent bay views. The finished walkout lower level provides extensive bonus space for recreation, exercise, guest quarters, and other uses. A three-car garage, angled off the main house, is the understory for a private guest suite hosting two-bedrooms, full bath, kitchenette, dining area, living area, and spacious deck overlooking the bay. The natural, 4-acre setting offers myriad sites for an inground pool, coastal walks, play areas. The beachside cabana, with water and power, enhances beachside recreation and entertaining. With up-to-the-minute style, exceptional privacy, beautiful bay front location, and excellent rental history, 40 Tom's Hollow perfectly blends cosmopolitan, contemporary and coastal living.

Listed by Fran I Schofield of Robert Paul Properties, Inc.

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%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 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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36 Areys, Orleans, MA 02653

Price$3,900,000

Est. Mortgage: $/month

MLS Number 21714968

  • Single Family
  • Acreage 1.13
  • Village Orleans
  • Lot Size Square Feet 49223
  • Bedrooms 5

Finally an Orleans Trifecta! RENOVATED HOME, POOL, PRIVATE DOCK. Welcome to "SummerSalt" - a gorgeously renovated 4000+ sf 5 bedroom 6 bath home with lovely views and private dock on Areys Pond with deep water access to Pleasant Bay and the Atlantic Ocean. You'll love the outdoor living with its new pool, bocce court, three decks, and outdoor shower. Master suite w/ gas fireplace, sitting nook, and private deck overlooking the water. The beautiful chef's kitchen flows out to a covered area on the deck which can accommodate dining for 14! Plenty of room for everyone to spread out among the four living areas. A truly inspired summer family compound with every amenity. Also a proven rental winner currently fetching $15,000/week.

Listed by Trainor & Ehnstrom of oldCape Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 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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36 Old Field, Orleans, MA 02653

Price$3,249,000

Est. Mortgage: $/month

MLS Number 21607908

  • Single Family
  • Acreage 2.96
  • Village Orleans
  • Lot Size Square Feet 128937
  • Bedrooms 5

Almost three acres of incredible privacy abutting conservation land in exclusive Barley Neck neighborhood. Main house with five bedrooms and four full baths. 1,500sf Outbuilding with parking for two boats offers limitless possibilities. 161 feet of Pleasant Bay waterfront,with licensed private dock and direct ocean access. In-ground pool surrounded by attractive patio with captivating water view creates a perfect spot for entertaining. Incredible sunsets!

Listed by Bill Burling of William Raveis RE & Home Serv.

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 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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100 Freeman, Orleans, MA 02653

Price$2,895,000

Est. Mortgage: $/month

MLS Number 21701077

  • Single Family
  • Acreage 1.38
  • Village Orleans
  • Lot Size Square Feet 60112
  • Bedrooms 6

Enjoy direct salt-waterfront access from this magical waterside compound perfect for your active family. Pack up the boat for an easy cruise to the Orleans-only side of Nauset Beach. Launch kayaks from the backyard to explore some of the best paddling available on Cape Cod. Views galore up and down the Cove across to Fort Hill and Nauset Harbor and out the Atlantic Ocean. Fantastic home for entertaining with 5000 air-conditioned sq. ft. Wide open living, dining, kitchen, and bar areas flow easily to the pool, patios, decks, and the grassy private grounds. Generous master suite with renovated bath and dressing room. Private office. Garage, boat house. Fabulous privacy on a rolling 1.38 acres where gorgeous sunsets give way to mesmerizing starlit skies and the winking beacon of Nauset Light.

Listed by Trainor & Ehnstrom of oldCape Sotheby's International Realty

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 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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43 Payson, Orleans, MA 02653

Price$2,495,000

Est. Mortgage: $/month

MLS Number 21701107

  • Single Family
  • Acreage 0.92
  • Village Orleans
  • Lot Size Square Feet 40075
  • Bedrooms 4

East Orleans - Newly completed custom home with saltwater views and direct access. Lovely first floor water views of Pochet Inlet, second floor of Pleasant Bay. The four bedroom, three and one-half bath layout encompasses 3700 sf with an open living concept. First and second floor master suites, office, chef's kitchen with Wolf and Viking appliances, wood floors, two-car garage, a/c. Delight in sweeping saltwater views from Chatham to Orleans while you enjoy happy hour from the spacious third-story deck. Thoughtful design in a delightful setting. See video attached. (Disclosure: Agent has an interest in the property.)

Listed by Trainor & Ehnstrom of oldCape Sotheby's International Realty

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 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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15 Packet, Orleans, MA 02643

Price$2,489,000

Est. Mortgage: $/month

MLS Number 21717313

  • Single Family
  • Acreage 1.44
  • Village East Orleans
  • Lot Size Square Feet 62726
  • Bedrooms 4

Set at a beloved bend in The River, 15 Packet Landing occupies one of East Orleans most idyllic coastal settings. The impeccable waterfront property includes a private licensed pier, 200 feet of water frontage, sublime views, and a walk-to-East-Orleans Village location.Sequestered at the end of a long tree-lined drive, abutted by conservation land and vegetated screening, the home offers exceptional privacy, serene views of the nautical parade, and deep-water boating access to the Outer Beach, Pleasant Bay and the Atlantic. While the home is set on a nice rise above the flood zone, The River's presence is striking and immediate.Beautifully renovated and maintained, the Cape-style home includes 4 bedrooms, bonus sleeping area, 3.5 baths and more than 3,000 square feet of living space on two floors. The first floor hosts a designer kitchen with granite counters, topline cabinets and Subzero and Bosch appliances. An adjoining open living/dining area with fireplace and built-ins opens onto an awning-shaded deck, licensed dock, and winding river below. To the west, a formal dining area, living room and four-season sunroom offer picture postcard river views. To the east, a first-floor master bedroom suite includes a spacious bedroom with beautiful views, private deck access, and full updated bath. The second level hosts two generous bedrooms, bonus sleeping/living area, and full bath. A fourth bedroom and full bath, with independent access, are set above the oversize two-car garage. Extensive and topline home renovations and improvements include: whole house generator, premium red cedar-shingled roof, premium windows and sliders, Buderus heating system, Trane central air conditioning, full alarm system, multi-zone irrigation, and mahogany decking. Outdoor spaces are beautifully landscaped with a profusion of hydrangeas and a side lawn for summer games and gardens. Well built, comfortably appointed and impeccably maintained, 15 Packet Landing will provide years of waterside enjoyment for its next owners. (Note: home is occupied. Please no drives-by.)

Listed by Fran I Schofield of Robert Paul Properties, Inc.

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 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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77 Keziahs, Orleans, MA 02653

Price$2,099,000

Est. Mortgage: $/month

MLS Number 21607567

  • Single Family
  • Acreage 2
  • Village Orleans
  • Lot Size Square Feet 87120
  • Bedrooms 4

This landmark property known as 'The Point' enjoys tremendous privacy, elevated views up and down The River, boathouse, and private dock with deep saltwater access. Originally owned by legendary Orleans resident, H.K. Cummings, the summer 'cottage' has been lovingly cared for and still retains that Old Cape charm. Built in 1926, the original interior woodworking still populates the home making one nostalgic for easy Cape Cod summer gone by. Sited on a knoll at elevation 30-feet, the two acre grounds are a park-like setting with views everywhere you turn. Direct access to The River, Pleasant Bay, and Nauset Outer Beach. A true Cape Cod legacy property that your family will cherish for decades to come. (See video attached.)

Listed by Trainor & Ehnstrom of oldCape Sotheby's International Realty

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Nov 2, 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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broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Dick Martin - ERA Cape Cod Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Dick Martin - ERA Cape Cod Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated March 7, 2017. All properties are subject to prior sale, changes, or withdrawal.

Dick Martin - ERA Cape Cod Real Estate has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.