Pleasant Bay

Dreaming of cool summer breezes and sunshine? Discover homes near Pleasant Bay, a beautiful protected water body with access to the ocean and shoreline in Harwich, Chatham and Orleans.  Whether for a summer getaway or a permanent home, you are sure to find what you've been looking for. 

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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 Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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.

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10-54 Sipson Island, Orleans, MA 02653

Price$7,985,000

Est. Mortgage: $/month

MLS Number 21716591

  • Single Family
  • Village Orleans
  • Year Built 1979
  • Bedrooms 7
  • 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 Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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.

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141 Cotchpinicut, Chatham, MA 02650

Price$4,500,000

Est. Mortgage: $/month

Open House

MLS Number 21805829

  • Single Family
  • Next Open House: Sat 22nd 11:00 am - 1:00 pm
  • Village North Chatham
  • Year Built 1734
  • Bedrooms 8

If you are looking for spectacular views you will not want to miss this exceptional estate that sits high on a hill overlooking Pleasant Bay on coveted Cotchpinicut Road. With plenty of room for guests, you will be charmed by the ambiance of this circa 1740 home with all of the updates required for today's stylish living. It features eight bedrooms including an opulent master suite and seven baths , wide pine floor boards, original paneling in the older sections, a large chef's kitchen, gas fireplaces in the den and kitchen, three wood burning fireplaces, a finished basement for the kids, separate apartment, office and man cave by the garage. With a heated inground pool, beach, two decks for entertaining, there is plenty of privacy but also great gathering places for all.

Listed by William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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.

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24 Andrew Mitchell, Chatham, MA 02650

MLS Number 21802245

  • Single Family
  • Village North Chatham
  • Year Built 2003
  • Bedrooms 6
  • Bathroom 8

This stunning North Chatham estate was built by James Gable of Gable Building Corp. Sited on 1.54 acres of private grounds, this luxurious residence offers a stately 5,700 square foot main house, heated 2-car garage, beautifully appointed detached guest house over an additional 3-car garage, an in-ground heated pool with pool house, patio, multiple decks and deeded access to an association beach. The open concept first floor features multiple living & dining spaces, a cook's kitchen w/maple cabinets, granite counters & high-end stainless appliances, and a master suite w/private deck, master bath w/dressing room. The walk-out lower level offers a media room, gym, 1,000 bottle wine cellar w/tasting room & beautiful stonework. The mature landscape abounds with gardens & an apple orchard.

Listed by Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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.

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789 Fox Hill, Chatham, MA 02633

Price$3,495,000

Est. Mortgage: $/month

MLS Number 21806918

  • Single Family
  • Village Chatham
  • Year Built 1950
  • Bedrooms 3
  • Bathroom 2

Breathtaking views of Bassing Harbor, Fox's Spit, Pleasant Bay & distant views of North Beach from this gorgeous private sandy beach on Bassing Harbor with access to Crow's Pond. Quintessential Cape Cod home, built in 1950 by the founder of the Camp Avalon Girl's Sailing Camp, is sweet, charming, and beautifully maintained and is located on a well treed 1/2 Acre sloping parcel. The front to back living room with fireplace & wood floors opens to a lovely enclosed porch with walls of windows, light filled dining area and bright kitchen. First floor master bedroom with 1/2 bath. Second floor offers 2 corner bedrooms and full bath. Full walkout basement. Extraordinary property near Eastward Ho! Golf Course & Chatham Yacht Club! A TREASURE! Enjoy the Virtual Tour...

Listed by Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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.

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68 Shell, Chatham, MA 02650

Price$3,099,000

Est. Mortgage: $/month

MLS Number 21805502

  • Single Family
  • Village North Chatham
  • Year Built 1880
  • Bedrooms 6
  • Bathroom 5

This magnificent property boasts close to 3 acres of breathtaking, expansive views with deed beach rights directing abutting. The house is a rich history with he original cottage built for William Nickerson in 1700, main house added on in 1800 by Solomon Howes, and added onto and updated over the last 2 centuries. Completely comfortable living as all main systems updated in 2003. Unparalleled views of Pleasant Bay with Strong Island in the horizon. This is an ideal family compound opportunity with endless potential for something even more special.Now offered BELOW assessment

Listed by Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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.

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279 Woodland, Chatham, MA 02650

Price$2,495,000

Est. Mortgage: $/month

MLS Number 21710034

  • Single Family
  • Village North Chatham
  • Year Built 2005
  • Bedrooms 3
  • Bathroom 6

Waterfront home on Ryder's Cove with deep water access for boating, fishing clamming, beautiful sunsets and the mooring area is right in front. Walk via the private path to the assoc. beach. This luxury home is truly elegant offering the perfect balance between formality and livability. The interior is enhanced with Brazilian cherry floors, custom cabinetry and beautiful mill-work. This amazing home features a first floor master suite and the living room is spacious and beautiful with a coffered ceiling, built-ins, wet bar and multiple sliders to the deck great for entertaining overlooking the water. Sunny finished lower level is just as glamorous with lots of glass to enjoy the views. Family room, exercise room, bath with steam shower and game room.Exterior is enhanced with a custom Japanese water fall, patios, gardens, heated driveway. Buyers agent to verify all information . Please take a moment to view the virtual tour.

Listed by Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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.

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66 Towhee, Orleans, MA 02653

Price$2,395,000

Est. Mortgage: $/month

MLS Number 21712208

  • Single Family
  • Village Orleans
  • Year Built 2005
  • Bedrooms 4
  • 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 Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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.

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12 Ewing, Orleans, MA 02653

Price$1,650,000

Est. Mortgage: $/month

Active With Contract

MLS Number 21801168

  • Lots and Land
  • Village Orleans
  • Acreage 1.68
  • Miles to Beach 0 - .1
  • Special List Cond None

This is a beautiful large lot on Pleasant Bay! Such a rare opportunity to build a wonderful home with salt water frontage. A high point set back from the water allows for a perfect building site. There is 153 +/- water frontage with a beach, easily accessed by way of a well worn path. Location of panhandle driveway has been mowed to see where it is located.

Listed by Orleans Village Properties, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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.

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17 Whidah, Chatham, MA 02650

Price$1,299,000

Est. Mortgage: $/month

MLS Number 21804609

  • Single Family
  • Village North Chatham
  • Year Built 1968
  • Bedrooms 5
  • Bathroom 5

Are you looking for a renovated Cape Cod home with deeded rights to Pleasant Bay? Is rental income of $50,000 a year (2017) attractive to you? This lovely Cannon Hill Estates home is the answer. Sited on 1.02 acres of rolling lawns and easy maintenance grounds, this expansive Cape offers 5BRs, 4 BAs and 3500 sq ft of living space on 3 levels. Open floor plan includes renovated kitchen, great room, with vaulted ceilings and fireplace and wet bar. The walk out lower level, with full bath is perfect for teenagers or overflow. Deeded rights to sandy beach on Pleasant Bay. Possible mooring of boat.

Listed by Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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.

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34 Lake, Orleans, MA 02653

Price$1,199,000

Est. Mortgage: $/month

MLS Number 21805988

  • Single Family
  • Village Orleans
  • Year Built 1990
  • Bedrooms 4
  • Bathroom 4

Simply beautiful, peaceful, spacious and open with remarkable privacy and views of Lilly Pond. This prestigious location in Quanset Harbor Club give you deeded access to an association dock, beach AND mooring. The home has been impeccably maintained and updated over the years. Open, bright and airy living spaces, perfect for entertaining or curling up with a good book. Enjoy morning coffee on the back deck and enjoy all the activity of nature. The house is also equipped with a full house generator, the exterior was just freshly painted as was the interior. New quartz counter tops have also just been added. Enjoy easy living in this very special home.

Listed by Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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.

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20 Lords Pond, Chatham, MA 02633

Price$899,000

Est. Mortgage: $/month

MLS Number 21807118

  • Single Family
  • Village Chatham
  • Year Built 1984
  • Bedrooms 3
  • Bathroom 4

Rare opportunity to own ''The Compound''! This 1.8 acre property boasts a renovated main house, heated in-ground swimming pool, 2-car garage with 1-bedroom apartment above, and beautiful grounds to enjoy! This private retreat abuts Conservation for privacy, has deeded access to Lovers Lake, and is around the corner from Ryder's Cove Boatyard. The 2010 renovation begins with an updated kitchen, pantry, dining area, living space with pool view, full bath and an office/bonus space for overflow. The second story features a spacious master suite with full bath w/whirlpool and walk-in closet, a second en-suite bedroom and separate laundry room. The 2-car garage features a 1 bedroom, 1-bath apartment above. Amenities include central AC, owned solar system, and natural gas.

Listed by Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.63% last updated on Dec 13, 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.

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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 Cape Cod Chatelains are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Cape Cod Chatelains shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated December 19, 2018. All properties are subject to prior sale, changes, or withdrawal.

Cape Cod Chatelains 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.