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$9,250,000

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 180 do breathtaking ocean & harbor views and receive the natural light at the most appropriate time of day. 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, 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

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$/month over payments
Federal 30-year interest rate: 4.35% last updated on Feb 21, 2019
* 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

Active With Contract

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.

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$
%
$/month over payments
Federal 30-year interest rate: 4.35% last updated on Feb 21, 2019
* 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 Sipson Island Orleans MA 02653

Price$7,985,000

Est. Mortgage: $/month

Active With Contract

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.35% last updated on Feb 21, 2019
* 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 N Horseshoe Orleans MA 02662

Price$3,695,000

Est. Mortgage: $/month

MLS Number 21901003

  • Single Family
  • Village South Orleans
  • Year Built 1996
  • Bathroom 5
  • Full Bathrooms 4

PLEASANT BAY PARADISO. Unparalleled privacy, panoramic views, pool, and private sandy beach on magnificent Pleasant Bay. Set amidst hundreds of acres of unspoiled woodlands and conservation land, this classic waterfront offers vast, unencumbered views and 260 feet of private beach on one of Cape Cod's largest and most beautiful embayments. Leave the world behind, travel a quintessential Cape Cod sandy lane through acres of conservation land and arrive home to this serene and self-contained setting. Bordered by roses and hydrangeas, a classic front facade, punctuated by a crisp white portico and periwinkle blue shutters, welcomes. The residence is sophisticated, spacious and impeccable. An easy open floor plan of generous living spaces-- unified by gleaming wood floors--is eminently comfortable for two...or twenty! A gourmet kitchen with topline appliances, granite counters, and custom cabinetry is its centerpiece; dining area, living rooms, screen porch and deck--all with beautiful bay views--extend beyond. Above, three generously sized bedrooms, two chic baths, and a beautiful master suite are arranged to maximize privacy and water views. A sunny lower level hosts bonus flexible living, recreation and sleeping areas plus full bath. A new state-of-the-art heating/central air conditioning system warms and cools the house remotely. A two-car attached garage adjoins. For landlubbers, the heated inground pool is a hub for fun and recreation. For beach lovers, a natural path leads to a spectacular sandy beach for lazy afternoons, long walks, clamming and marine life exploration. With mooring potential, the bay beyond offers an enormous aquatic playground for swimming, paddle-boarding, kayaking, sailing or power boating. Explore bay, nearby islands, Nauset Beach, Chatham Harbor and the Atlantic Ocean beyond. Just minutes to Cape Cod's four premier golf courses, 5-star Wequasset Resort, vibrant Chatham and Orleans villages, major highways, and with easy access to world-class scenic, cultural and recreational destinations. (Septic system capacity: 5 Bedrooms) Video montage: https://youtu.be/WTNPGU8Fyfs.

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.35% last updated on Feb 21, 2019
* 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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8 Stony Island Orleans MA 02653

Price$3,500,000

Est. Mortgage: $/month

MLS Number 21809073

  • Single Family
  • Village Orleans
  • Year Built 1987
  • Bathroom 5
  • Full Bathrooms 4

Truly one of a kind and located in the Weeset Point area of Orleans. The home sits on almost two acres of land overlooking Nauset Inlet and the Atlantic Ocean beyond. The property abuts ten acres of conservation land assuring a lifetime of privacy in a park like setting. The residence offers five bedrooms with two master bedroom suites. The master on the main floor features a japanese soak tub and steam bath shower. On the main floor there is a massive Count Rumford fireplace to light up the living room while on the lower level there is a yodel Swedish wood stove incorporated in the stone work to provide heat through out the home. The second floor master offers breathtaking views outward over Nauset to the Atlantic. The 1200 square feet of deck give you a 180 degree view of Nauset Inlet The lower level offers a game/entertainment room with views! The residence offers a 11KW propane generator which is capable of running all essential lighting and appliances should the power go out. Exterior landscaping is Asian inspired to minimize ground maintenance, no lawns to mow! Also a year round paddle ball/pickleball court with a waterview. A one of a kind property and location that truly offers privacy rarely found on Cape Cod.

Listed by Brian B Pothier of Kinlin Grover Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.35% last updated on Feb 21, 2019
* 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$2,995,000

Est. Mortgage: $/month

Open House

MLS Number 21900654

  • Single Family
  • Next Open House: Sun 24th 11:00 am - 1:00 pm
  • Village Orleans
  • Year Built 1976
  • Bathroom 5

This home has it all! Waterfront Family Compound enjoyed by the same family for over 40 years. Licensed deep water dock on Little Pleasant Bay, heated in-ground pool with expansive deck. 2.96 acres with abutting conservation land. This property offers you the ultimate views of Cape Cod's incredible sunsets and the utmost privacy.''Main Residence'' features 5 bedroom and 4 bathroom custom-built home. A large great room has cherry wainscoting and multiple glass sliders lead out to the expansive deck, pool, dock and waterway. Kitchen with custom cabinetry has adjacent multi-functional/catering room...perfect for entertaining large gatherings or handling a busy family life. Light filled Sunroom brings the outside in. Formal Dining Room is conveniently located between the kitchen and sunroom There are two first floor bedrooms and two full bathrooms. Master bedroom has en suite bath. Other bedroom is currently being used as a library and has built-in bookshelves. Upstairs offers three more bedrooms and two additional full baths. Two of these bedrooms have attached rooms for extra sleeping guests or bonus space. Finished lower level has access to 2 car garage, plenty of storage space and a wine cellar. "Boathouse/Studio" overlooks a beautiful tidal marshland and has 2 oversized bays for boats or car storage. 1500 square foot building has amazing space upstairs (with separate septic system from the main house) with half bath, wood floors and high ceilings offers wonderful possibilities. The Boathouse/Studio cannot be used as permanent living quarters, but could make an excellent entertaining/home theatre space, artist's studio, gym, (or workshop, as it is currently being used). Bring your imagination!

Listed by Jennifer S Holmes of Beach Road Properties

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$
%
$/month over payments
Federal 30-year interest rate: 4.35% last updated on Feb 21, 2019
* 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 21900716

  • Single Family
  • Village Orleans
  • Year Built 2016
  • Bathroom 4
  • Full Bathrooms 3

New custom home on a pastoral East Orleans private way with direct access to Pochet Inlet. Lovely first floor views of the Inlet, second floor views of Pleasant Bay. The spectacular upper-level deck provides 270-degree views spanning from Eastward Ho! Country Club across Pleasant Bay to Nauset Beach, the Atlantic, and back down the Inlet. 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. Thoughtful design in a delightful setting. (See video.) (Disclosure: Agent has an interest in the property.)

Listed by Trainor & Ehnstrom Team of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.35% last updated on Feb 21, 2019
* 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 Gesner Orleans MA 02653

Price$2,495,000

Est. Mortgage: $/month

MLS Number 21808646

  • Single Family
  • Village Orleans
  • Year Built 2013
  • Bathroom 5
  • Full Bathrooms 4

Like new stunning cape contemporary waterfront home with licensed dock and 220 feet of salt water frontage and deep water access to Pleasant Bay and the Ocean.Cape Cod casual elegant design providing magnificent picturesque views from all rooms. Open floor plan with walls of glass and kitchen designed for entertaining. 1st and 2nd floor master suites. Lower ground level walk out just finished with a large family/media room and bath. Abutting 12 acres of the White's Lane Conservation Area with walking paths and nesting gardens for Diamondback Terrapins, this property offers a rare and unique opportunity to enjoy preserved open space just a few steps from home. Truly a special place for the buyer who enjoys boating, nature and wants a private setting.

Listed by Alberti Team of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.35% last updated on Feb 21, 2019
* 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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9 Portside Orleans MA 02653

Price$2,395,000

Est. Mortgage: $/month

MLS Number 21900684

  • Single Family
  • Village Orleans
  • Year Built 1980
  • Bathroom 4
  • Full Bathrooms 3

Marvelously private 2+ acre waterfront site with shared saltwater dock and access to Pleasant Bay and the Atlantic. A perfect location if your season revolves around being out on the water as Pleasant Bay and the surrounding estuaries are home to some of the best boating, sailing, and kayaking the Cape has to offer. This impeccably-kept four bedroom, 3.5 bath, 2500+ sf home enjoys lovely saltwater views of The River and a never-ending dramatic display of wildlife and natural surroundings. A very special spot radiating with memories of endless Cape Cod summer days. (See video.)

Listed by Trainor & Ehnstrom Team of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.35% last updated on Feb 21, 2019
* 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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66 Towhee Orleans MA 02653

Price$2,395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 21712208

  • Single Family
  • Village Orleans
  • Complex Other
  • Year Built 2005
  • Bathroom 5

This property has it all, Lifestyle, Luxury and Location in this stunning home steps from Pleasant bay beach. An association mooring is available for boating & fishing. Entertain family and friends like a 5* resort. Meticulously designed with unprecedented craftsmanship and amenities. Lower Ground level features a professional bar set-up with beer on tap, state of the art wine cooler, pool room, and large media area. Outside includes an in-ground saltwater pool, surrounding stone patio, outside kitchen with industrial sized pizza oven & putting green. This property has all the benefits of a beach property without the erosion or flood problems. For the discriminating buyer looking for the best the Cape has to offer. Photos do not do justice to this amazing home. Please view the video

Listed by Alberti Team of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.35% last updated on Feb 21, 2019
* 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 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 February 23, 2019. 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.