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Orleans MA Real Estate

The Town Of Orleans. Originally known as South Parish of Eastham, which was settled in 1644, Orleans became incorporated in 1797 after seeking independence since 1717. The Nauset Indians were the native people of the area. The relationship between the settlers and native Americans was peaceful and co-operative.

The present NausetHeights area was the farming site of the Indians. The last of their settlements lived in South Orleans.The sea has influenced the economy of Orleans from the beginning to the present. Salt works were located on the bay and Town cove shores. There were many domestic needs for salt and the fishing fleet's requirements were large for fish preservation. Finally with the discovery of salt deposits in the U.S. the salt-making industry became obsolete in the 1850s. Sea Captains and ordinary seamen of Orleans manned the merchant and whaling vessels during the age of sail. The fishing industry has waxed and waned through the years according to the supply. Fish weirs and small boat hand lining as well as coastal whaling thrived in the early years.

Today there is a large charter boat sports fishing fleet located in RockHarbor, which has been the Orleans center of maritime commerce and history. The Indians initially taught the settlers about shell fishing. It has continued to be an excellent source and generally reliable monetary factor in good and bad economic times. Now aquaculture appears to have a successful future. Packet boats were the mode of transportation of goods and people until the arrival of the railroad in 1865, which opened up other avenues of commerce such as pants manufacturing. The railroad spawned early tourism. The many needs of the town supplied by the railroad were taken over by cars and trucks. Railroad service to the town ceased in the 1950's. The formerly barren landscape is now covered with trees and vegetation and people are very supportive of land conservation. The advent of the National Seashore Park in 1962 created the complete tourist economy of today.

Search all Orleans, MA real estate for sale below. Be sure to favorite the listings you love and save any searches you create by registering with our site. If you're serious about buying an Orleans property or if you have questions about any of the listings below, don't hesitate to contact me.

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 Dec 21, 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 Sipson Island, Orleans, MA 02653

Price$7,985,000

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.

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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 Dec 21, 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 Team of oldCape Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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

MLS Number 21717283

  • Single Family
  • Acreage 3.84
  • Village South Orleans
  • Lot Size Square Feet 167270
  • Bedrooms 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.

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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$3,499,000

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 Team of oldCape Sotheby's International Realty

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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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17 Overlook, Orleans, MA 02643

Price$3,295,000

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 living room and den, grand master suites on both 1st and 2nd living levels, two additional bedrooms all en suite, stately 322 sq.ft. 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

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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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16 Archer, Orleans, MA 02653

Price$3,200,000

Est. Mortgage: $/month

MLS Number 21714397

  • Single Family
  • Acreage 3.8
  • Village Orleans
  • Lot Size Square Feet 165528
  • Bedrooms 5

Amazing Estate in Prestigious Pochet Association with ocean views from most rooms. A seperate 2+acre lot adjoining lot to preserve views and privacy is included with this propertyOpen floor plan with gleaming solid cherry floors, high ceilings & skylights. Deeded rights to private Assoc. beach. A rare offering in this highly sought after community.

Listed by Alberti Team of oldCape Sotheby's International Realty

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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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4 Hammatt, Orleans, MA 02653

Price$2,900,000

Est. Mortgage: $/month

Pending

MLS Number 21800280

  • Single Family
  • Acreage 1.45
  • Village Orleans
  • Lot Size Square Feet 63162
  • Bedrooms 4

Enjoy VIEWS of Little Pleasant Bay from almost every room of this exceptional shingle-style home, recently built and designed by Polhemus, Savery, Dasilva. Its private saltwater DOCK and BEACH are jointly owned with only two other families and offer boating access to the Atlantic. This luxurious 3+ bedroom 3600 sq. ft. home sits on 1.4 acres of a professionally landscaped hill top, which once housed the HQ for Camp Quanset.First Floor includes: Entry hall; Front-to-back living room with fireplace; Chef's kitchen with French doors opening to the screened porch; Dining room; Den with bath; Laundry; Powder room; and Mud room. Second floor contains the master bedroom suite and two other bedrooms each with its own bath. The lower level includes a finished bonus room and full bath.

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

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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 21800820

  • Single Family
  • Acreage 1.38
  • Village Orleans
  • Lot Size Square Feet 60113
  • 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 Team of oldCape Sotheby's International Realty

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 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.