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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.  

51 Nauset, Orleans, MA 02653

Price$9,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21806068

  • Single Family
  • Village Orleans
  • Year Built 2016
  • Bathroom 7
  • Full Bathrooms 5

Newly built stunning architectural masterpiece is the crown jewel of Nauset Heights. Built to capture 180o breathtaking ocean & harbor views and receive the natural light at the most appropriate time of day it is the ultimate Cape Cod Dream Home. Built by award winning architects/builders Polhemus Savery DaSilva with inventive design and skillful craftsmanship including layered mill work, extensive moldings, artistically carved built-ins that are integrated throughout the home and create a high degree of originality yet achieve a casual elegance . The open living space promotes social interaction where socializing, cooking and dining are connected.Enjoy the ever changing water views from the amazing sunrises to the lavish sunsets. You will never want to leave. Rare and unique.

Listed by Alberti Team of Gibson 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: 4.65% last updated on 2018-09-20

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
  • Village Orleans
  • Year Built 1979
  • Bathroom 4
  • Full Bathrooms 4

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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

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 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: 4.65% last updated on 2018-09-20

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

5 Standish, Orleans, MA 02643

Price$5,150,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21805318

  • Single Family
  • Village East Orleans
  • Year Built 1993
  • Bathroom 3
  • Full Bathrooms 2

OCEANFRONT in Nauset Heights! 5 Standish Road resides at the pinnacle of properties in ''The Heights'', THE premier East Orleans enclave.Anchored high above the Outer Beach on private, manicured grounds, the home offers unmatched,unobstructed Atlantic Ocean vistas sweeping 225 degrees or more, encompassing Weeset Point, Eastham's Fort Hill, Coast Guard Station and Nauset Light; Nauset Harbor and Inlet, stretching south in one grand infinitely-varied marine tableau of sea, marsh, sand, and sky. Built in 1993 in a Cape style with lofty ceilings and walls of windows, the 3 bedroom home (the lot may support 4) offers over 4,200 sft of living space with ocean views from almost every room. Private Association Stairs to Nauset Beach are just around the corner. VIDEO found under Virtual Tour!

Listed by David W Newell 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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

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

MLS Number 21717283

  • Single Family
  • Village South Orleans
  • Year Built 1999
  • Bathroom 7
  • Full Bathrooms 6

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: 4.65% last updated on 2018-09-20

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

10 Sheeps Pasture, Orleans, MA 02653

Price$4,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21804712

  • Single Family
  • Village Orleans
  • Year Built 2001
  • Bathroom 3
  • Full Bathrooms 3

The aptly named Shangri-La is among Orlean's finest waterfront homes. Situated privately in Sheep's Pasture Point the elevated site affords sweeping views of Nauset Harbor and The Atlantic. The secluded grounds are a horticultural tapestry of artfully developed colors and textures. The hardscape and outdoor spaces blend native elements with quarried stone to a striking effect. The dwelling is a masterwork of form and function. It flows gallery-like from one composed space to the next, each offering superb utility and a refined aesthetic. The impeccably outfitted kitchen inspires creativity, the living room captivates with its views, the master suite is a work of art with its singular onyx bath, copper tub and fireplaces. The walkout level houses a fully appointed home office as well as... a signature element of the home, the gallery and media room. The gallery is designed and lit for optimal showcasing of a fine art collection, there is additional storage for paintings. The Home theater incorporates a complete Goldmund Epilogue Signature Audio system for an unforgettable listening experience. This home will entice those with an appreciation for true artisanship and a taste for life's finer pleasures.

Listed by Jeffrey E Cusack of Cove Road Real Estate

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: 4.65% last updated on 2018-09-20

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

14-29-35 Twitchknot Farm - Uncle Marks, Orleans, MA 02653

Price$3,940,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21803523

  • Single Family
  • Village Orleans
  • Year Built 1920
  • Bathroom 7
  • Full Bathrooms 6

14 Twitchknot Farm Way and 29 & 35 Uncle Marks Way in East Orleans encompass 7.91 acres and offer an almost unheard of opportunity to create your Cape Cod legacy. Also included in the sale is a sandy beach known as 19 Smugglers Path which is accessed by a charming footpath. The gorgeous grounds provide terrific privacy. All told there are four dwellings on two parcels plus an additional buildable lot. The properties are also being offered individually: 29 Uncle Marks Way (MLS # 21803520), 35 Uncle Marks Way (MLS # 21803521), and 14 Twitchknot Farm Way (MLS # 21803522).

Listed by Trainor & Ehnstrom Team of Gibson 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: 4.65% last updated on 2018-09-20

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

14-29-35 Twitchknot Farm - Uncle Marks, Orleans, MA 02653

Price$3,940,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21803524

  • Lots and Land
  • Village Orleans
  • Acreage 7.91
  • Miles to Beach .1 - .3
  • Special List Cond None

14 Twitchknot Farm Way and 29 & 35 Uncle Marks Way in East Orleans encompass 6.65 acres and offer an almost unheard of opportunity to create your Cape Cod legacy. Also included in the sale is a sandy beach known as 19 Smugglers Path which is accessed by a charming footpath. The gorgeous grounds provide terrific privacy. All told there are four dwellings on two parcels plus an additional buildable lot. The properties are also being offered individually: 29 Uncle Marks Way (MLS # 21803520), 35 Uncle Marks Way (MLS # 21803521), and 14 Twitchknot Farm Way (MLS # 21803522).

Listed by Trainor & Ehnstrom Team of Gibson 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: 4.65% last updated on 2018-09-20

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

16 Thayer, Orleans, MA 02653

Price$3,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21802750

  • Single Family
  • Village Orleans
  • Year Built 1998
  • Bathroom 6
  • Full Bathrooms 5

Spacious, salt waterfront home with open architecture overlooking Namequoit River and association DOCK. Highest quality materials used and meticulously maintained. Main house features interconnected entry hall, living room, kitchen,dining room, screened porch, and full length deck - all with water views. Second floor contains spacious master bedroom suite and two other bedrooms. Lower level has walk-out game room. Attached guest wing has kitchenette, separate first floor laundry, den, and five more bedrooms. In addition to dock with boating access to Pleasant Bay and the Atlantic, association membership includes two tennis courts and a small beachfront on Pilgrim Lake, bocce court, and tether ball. Great gathering place for friends and relatives. Pristine, move-in condition.

Listed by Chester Crabtree, III of Wilkinson & Associates R E

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: 4.65% last updated on 2018-09-20

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$2,999,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21714968

  • Single Family
  • Village Orleans
  • Year Built 1942
  • Bathroom 6
  • Full Bathrooms 4

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 Team of Gibson 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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.65% last updated on 2018-09-20

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 September 22, 2018. 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.