Pleasant Bay

Dreaming of cool summer breezes and sunshine? Discover real estate and houses for sale 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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617 Fox Hill Chatham MA 02633

Price$4,500,000

Est. Mortgage: $/month

MLS Number 21900804

  • Single Family
  • Village Chatham
  • Year Built 2001
  • Bedrooms 4
  • Bathroom 7

First time offering of this exceptional, custom-designed, palatial center-hall Colonial. This waterfront estate is set water's edge on Crow's Pond, abutting the famed Eastward Ho golf-course. Built in 2001, this home offers over 7,000 square feet of meticulously planned luxury living with attention to every detail. The exterior gardens were laid out and designed by a master gardener to be an outdoor oasis. The interior space is formal and luxurious while also comfortable. The spectacular water views can be enjoyed from almost every room. The first floor offers a grand foyer, formal fireplaced living room, beautiful dining room, den/study, library, sun room, screened sun room, gourmet eat-in kitchen, butlers pantry with prep kitchen space, in-door pool (that ranges from 3' to 8'), changing room and 3-car garage. Upstairs is a large family room, master suite and three bedrooms as well as au pair quarters. The master quarters offer dual walk-in closets, dual bathrooms with whirlpool tubs, sitting room and expansive master bedroom. The large laundry room is located on the second level along with closeted home office. The home also offers an elevator to access the three levels with ease. This is a true perfect blend of indoor/outdoor living. The parcel also abuts Fox Pond and deeded rights to sandy beach on Pleasant Bay.

Listed by NextHome Freitas Realty Group

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%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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141 Cotchpinicut Chatham MA 02650

Price$4,500,000

Est. Mortgage: $/month

MLS Number 21805829

  • Single Family
  • Village North Chatham
  • Year Built 1734
  • Bedrooms 8
  • Bathroom 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: 3.81% last updated on Jul 18, 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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19 Old Wharf Chatham MA 02650

Price$4,500,000

Est. Mortgage: $/month

MLS Number 21902885

  • Single Family
  • Village North Chatham
  • Year Built 1803
  • Bedrooms 4
  • Bathroom 3

Imagine your view of Pleasant Bay, directly across from Chatham Inlet, to the Atlantic Ocean and a horizon as far as your eye can see... high enough for a fabulous view! Such is Spindrift, the perfect respite to replenish your soul, the ultimate North Chatham location, a circa 1803 Sea Captain's home overlooking spectacular Chatham Harbor. View ships from around the world sailing the Cape coastline, the Chatham fishing fleet going to sea, and pleasure boats out for a bountiful day of fishing. Whether you cherish the history, restore the antique Cape home, or build your dream home, Spindrift evokes the feeling of being on top of the world. Capture the magic!!

Listed by Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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Lot 2 Whidah Chatham MA 02633

Price$3,995,000

Est. Mortgage: $/month

MLS Number 21903995

  • Single Family
  • Village Chatham
  • Year Built 2019
  • Bedrooms 5
  • Bathroom 6

Sears Point Residential is poised to begin construction of this 5 bedroom, 5.5 bath, 4,496 sf home on 1.2 acres with private beach ownership and commanding elevated Pleasant Bay, Outer Beach and Atlantic Ocean views from virtually every room. Each bedroom will be en-suite with master bedrooms with soaking tubs on both floors. Center stage will be a chef's kitchen with a large island, open floor-plan dining and living space with wide plank hickory floors, 9 ft ceilings and custom woodwork. Two roof decks with panoramic ocean views, a screened porch, a den/office, a two-car garage and a mudroom round things out. There is ample room for a large yard and a swimming pool. There are two ocean view lots also available for sale. This is a rare opportunity in Chatham worthy of exploration

Listed by Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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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: 3.81% last updated on Jul 18, 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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789 Fox Hill Chatham MA 02633

Price$3,495,000

Est. Mortgage: $/month

Open House

MLS Number 21806918

  • Single Family
  • Next Open House: Sat 20th 2:00 pm - 4:00 pm
  • Village Chatham
  • Year Built 1950
  • Bedrooms 3

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: 3.81% last updated on Jul 18, 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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68 Shell Chatham MA 02650

Price$2,750,000

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.

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$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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7 Portside Orleans MA 02653

Price$2,495,000

Est. Mortgage: $/month

Active With Contract

MLS Number 21903385

  • Single Family
  • Village Orleans
  • Year Built 1975
  • Bedrooms 5
  • Bathroom 5

Unique salt-waterfront location where The River and Namequoit River meet and spill into Little Pleasant Bay. The 2.7 acre lot features expansive views and a shared dock. The 5 bed, 4.5 bath, 4885 sf home includes a 1 bed, 1 bath in-law apartment over the 3-car garage. The dock has been refurbished for the 2019 season and provides quick access to Pleasant Bay and the Atlantic. See video and virtual tour which includes interactive floor plans. The abutting property at 9 Portside Ln which shares the dock is also on the market (different owners) creating a rare opportunity for siblings or friends to live side by each.

Listed by Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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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 on Ryder's Cove. Deep water access for boating, fishing clamming & the mooring area is right in front. Walk via the private path to the assoc. beach. This homes has 3 floors of living space offering private areas for family and guests. The interior is enhanced with Brazilian cherry floors, custom cabinetry and beautiful mill-work. This amazing home features a 1st floor master suite, living room is spacious and beautiful with a coffered ceiling, built-ins, wet bar and multiple sliders to the deck for entertaining overlooking the water. Second floor has loft, office w/ a half bath 2 large bedrooms and full bath. Walkout finished lower level has a family room w/ sliders to the patio, exercise room, full bath with steam shower and playroom. Japanese waterfall, heated driveway. 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: 3.81% last updated on Jul 18, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

69 Strong Island Chatham MA 02633

Price$1,995,000

Est. Mortgage: $/month

MLS Number 21902071

  • Single Family
  • Village Chatham
  • Year Built 1964
  • Bedrooms 3
  • Bathroom 3

Set in the most desirable and coveted North Chatham location, this coastal retreat sits on nearly an acre lot with breathtaking views of a salt water pond and Pleasant Bay. This three Bedroom, three bath home lies nestled on a quit street with rolling grass lawns and mature trees, making it the perfect tranquil escape. The first floor has an open floor plan with kitchen and large island adjacent to living room and dinning room. Spacious master suite with soaring ceilings, windows and fireplace. Three sets of french doors lead to an oversized back deck, perfect for entertaining family and friends.Upstairs you will find an en-suite bedroom with adjacent bonus room, ideal for a second master suite. As well as a third bedroom and separate bath. There is also a separate room in the basement which can be used for added sleeping quarters. Short picturesque walk to an association sandy beach on Pleasant Bay. If you enjoy the open waters, there is an association dock on crows pond. Many upgrades have been added to the home. Air conditioning installed, Aprilaire humidifying system to improve air quality, new roof, new crawl space, new heating system, abundance of outdoor lighting added to surround the home and plantings, high end coastal drapery and blinds and new interior paint throughout. Home comes fully furnished with the exception of some wall pictures, entrance mirror and inside kitchen cabinet items: utensils, dishes, bowls, coffee percolator, pots etc. There is an electrical fence for dog owners. This is truly a must see property to appreciate all the home has to offer!

Listed by Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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77 Keziahs Orleans MA 02653

Price$1,950,000

Est. Mortgage: $/month

MLS Number 21802863

  • Single Family
  • Village Orleans
  • Year Built 1926
  • Bedrooms 4
  • Bathroom 2

Fabulous 2 acre waterfront family property known as ''The Point'' with a delightful 4 bedroom ''Cottage'' with its original interior woodworking!Incredible privacy & fabulous forever views from ''The River'' to Pleasant Bay!Boaters will love the original Boat House & 792' of frontage with deep water access to Nauset Beach & the Ocean!This very special one of a kind property has been in the same family for generations!

Listed by William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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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18 Ewing Orleans MA 02653

Price$1,799,900

Est. Mortgage: $/month

MLS Number 21904057

  • Single Family
  • Village Orleans
  • Year Built 1999
  • Bedrooms 4
  • Bathroom 7

Nestled in the woods of South Orleans with views of Pleasant Bay on 6.5 acres, this gorgeous home is a luxurious Cape escape. The home has nearly 5000 square feet of living space, 4 bedrooms, 6 full baths, and 1 half bath. Three of the bedrooms are located upstairs in the main section of the house. There are two master suites with private full baths as well as third bedroom room also with a private bath. There is an in-law suite with a separate staircase that provides a quiet retreat for guests who may need extra space . The lower level is partially finished with a living area and yet another full bath. The kitchen is filled with the highest quality appliances and granite counter tops. The over-sized deck offers idyllic views of Pleasant Bay and looks across the water to Chatham's Eastward Ho Golf Club. There is also a screen porch in which to take in the water views. Although you do not have direct water access from the property, Quanset Landing is 500 feet away, a great place to drop a kayak or small boat and explore Pleasant Bay. The home has been a successful luxury vacation rental property for many years with gross revenues of $50-$70K.

Listed by Monomoy Properties Group, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.81% last updated on Jul 18, 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.

Virtual TourSave 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 Chatelain 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 Chatelain Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated July 18, 2019. All properties are subject to prior sale, changes, or withdrawal.

Chatelain 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.