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Orleans, MA

As the year-round commercial and retail hub for most Outer Cape communities, Orleans, Massachusetts is the past outpost of bustling activity as the journey to the end of this peninsula begins.

Nestled between spectacular Nauset Beach on the Atlantic and tranquil Skaket Beach on Cape Cod Bay, Orleans offers something for everyone. In the quaint town center, enjoy shopping and gallery hopping, and dine on fresh local seafood. In our historic district explore museums and take in live theater performances. And in the natural beauty of its shores and forests, discover the perfect spot for a wide range of outdoor sports including fishing, boating, swimming, biking and just plain relaxing in the clean, fresh air!

For more info on Orleans MA real estate, contact Shoreland Realty Group.  Register with our site to stay up-to-date on your favorite Orleans Massachusetts home listings.  

13 Kingsbury, Orleans, MA 02653

Price$9,950,000The price has recently decreased

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.

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

10 Sipson Island, Orleans, MA 02653

Price$7,985,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21607146

  • Lots and Land
  • Village Orleans
  • Acreage 24.31
  • Miles to Beach 0 - .1
  • Special List Cond Standard

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. www.sipsonisland.com

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

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

10-54 Sipson Island, Orleans, MA 02653

Price$7,985,000The price has recently decreased

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.

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

108 Freeman, Orleans, MA 02653

Price$6,250,000The price has recently decreased

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

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

40 Toms Hollow, Orleans, MA 02662

Price$4,300,000The price has recently decreased

Est. Mortgage: $/month

Open House

MLS Number 21717283

  • Single Family
  • Next Open House: Sat 16th 11:00 am - 1:00 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.

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

36 Areys, Orleans, MA 02653

Price$3,900,000The price has recently decreased

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

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

17 Overlook, Orleans, MA 02643

Price$3,295,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21711542

  • Single Family
  • Acreage 1.05
  • Village East Orleans
  • Lot Size Square Feet 45738
  • Bedrooms 4

Debuting to the market, an exceptional 4BD/6BA home currently under construction. Thoughtfully inspired in design by the outstanding water views and location in Grandview Estates. Attention to detail will be evident through out the home, strategically combining character with impressive finishes and state-of-the-art amenities. Open main living level with gas fire place and superb views, gleaming hardwood floors, spectacular kitchen to meet any chef's needs, over-sized year-round sun porch, grand master suites on both 1st and 2nd living levels, two additional bedrooms all en suite, stately 322 sqft lounge on the 3rd level with mesmerizing saltwater views, 1st & 2nd level laundry, 3 car garage, studio & more! Association mooring, deep water access.Walk to Nauset Beach from this dream home!

Listed by Jack Bohman/ Jo-Ellen Erickson of oldCape Sotheby's International Realty

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

36 Old Field, Orleans, MA 02653

Price$3,249,000The price has recently decreased

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.

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

16 Archer, Orleans, MA 02653

Price$3,200,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21714397

  • Single Family
  • Acreage 0.75
  • Village Orleans
  • Lot Size Square Feet 32670
  • Bedrooms 5

One of the best locations in the Pochet Association with deeded access and walk to private association Nauset Beach. Picturesque Pochet Inlet and ocean views from most rooms. A spiral staircase leads to a lovely deck to enjoy the vast Atlantic views. Open floor plan with gleaming solid cherry floors, high ceilings & skylights. Deeded rights to private Assoc. beach. Separate 2+ acre lot adjacent to property affords extra privacy and an estate setting. A rare offering in this highly sought after community.

Listed by Alberti Team of oldCape Sotheby's International Realty

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

Do not fill in this field:

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

24 Woodsneck, Orleans, MA 02653

Price$2,895,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21716037

  • Single Family
  • Acreage 0.93
  • Village Orleans
  • Lot Size Square Feet 40295
  • Bedrooms 4

New gorgeous 3596 sq. ft. Nantucket Shingle style home with views of the Atlantic to be built on this special site in the Pochet Association.Walk over the Pochet Bridge to beautiful Nauset Beach. Plans include the house to be sited high on the lot to maximize first and second floor views. Quality construction and lux features with 4 bedrooms 3 1/2 baths, 2 en suites for either 1st or 2nd floor master, kitchen with high end appliances, granite counters or other surface, wood floors throughout,tile baths, mudroom/laundry room, screened in porch, extensive 1st and 2nd floor decks, large master bath, 2 car garage, and much more. Basement with additional bath can be finished at additional cost. A site for a pool has been identified to be added in the future if desired at buyer's cost. Please watch the drone video: go to photos and click on video tab. Buyer can choose colors, surfaces, tile, style of cabinetry within parameters set by seller and builder. Please note that the home currently on this property can be purchased as it is for $1,149,000 with the plans for the new home. Please refer to listing #21716002 for details of that existing home.

Listed by Christine O Altneu of Robert Paul Properties, Inc.

Shoreland Realty - Hyannis Office
1220 Route 132 Suite 8
Hyannis MA, 02601
Office: 508-771-2008

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.94% last updated on 2017-11-02

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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 Shoreland Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Shoreland Realty 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.

Shoreland Realty 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.