and narrow your search. If you have fewer than 200 results, you can save your search.

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.

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 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

10-54 Sipson Island, Orleans, MA

Price$7,985,000

Est. Mortgage: $/month

MLS Number 72054198

  • Single Family
  • Parking Spaces 10
  • Year Built 1979
  • Full Bath 4
  • Bathroom 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 and Frances Schofield of Robert Paul Properties, Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

10-54 Sipson Island, Orleans, MA 02653

Price$7,985,000

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

5 Standish, Orleans, MA 02643

Price$5,150,000

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

40 Toms Hollow Lane, Orleans, MA

Price$4,300,000

Est. Mortgage: $/month

MLS Number 72259280

  • Single Family
  • Parking Spaces 10
  • Year Built 1999
  • Full Bath 6
  • Bathroom 7

Cape Cod Cosmopolitan! 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 2-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 quartz countertops. 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. A three-car garage, angled off the main house, is the understory for a private guest suite hosting 2 bedrooms, full bath, kitchenette, dining area, living area, and spacious deck overlooking the bay

Listed by Frances Schofield and Paul E. Grover of Robert Paul Properties, Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

40 Toms Hollow, Orleans, MA 02662

Price$4,300,000

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

10 Sheeps Pasture, Orleans, MA 02653

Price$4,250,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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 September 25, 2018. 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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.