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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19 Old Wharf Chatham MA 02650

North Chatham, MA19 Old Wharf Road

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 Martha Knapp of Kinlin Grover Real Estate

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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617 Fox Hill Chatham MA 02633

Chatham, MA617 Fox Hill Road

Price$3,995,000

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 Livia A Freitas Monteforte of NextHome Freitas Realty Group

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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168 Whidah Chatham MA 02633

Chatham, MA168 Whidah Road

Price$3,995,000

Est. Mortgage: $/month

MLS Number 21903995

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

Move in for Summer 2020. Custom builder Sears Point Residential is well under way constructing 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 a large yard with ample room for a swimming pool and pool deck. This is a rare opportunity in Chatham to buy a brand new house with stunning ocean vistas.

Listed by Jack D Bohman of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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 Shane K Masaschi of Kinlin Grover Real Estate

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

Chatham, MA789 Fox Hill Road

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! Please enjoy the Virtual Tour...

Listed by Pamela C Roberts of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

Orleans, MA36 Old Field Road

Price$2,595,000

Est. Mortgage: $/month

Open House

MLS Number 21900654

  • Single Family
  • Next Open House: Sat 23rd 11:00 am - 1:00 pm
  • Village Orleans
  • Year Built 1976
  • Bedrooms 5

Saltwater Paradise! Waterfront Family Compound with gorgeous views of ''The River'' with Private Licensed Deep Water dock with easy access to Pleasant Bay and the Atlantic Ocean. Perfect location for kayaking and paddle boarding! Heated in-ground pool with expansive deck. 2.96 acres plus abutting conservation land. This property offers you the ultimate views of Cape Cod's incredible sunsets and the utmost privacy.Main house features 5 bedroom and 4 bathroom custom-built home. Multiple glass sliders lead out to the expansive deck, pool, dock and waterway. Outbuilding offers plenty of potential uses. Zillow Users: Map and Directions are not accurate on their site. Please use Google Maps or other source.

Listed by Jennifer S Holmes of Beach Road Properties

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Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

Orleans, MA18 Ewing Drive

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 Blake L Decker of Monomoy Properties Group, LLC

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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 1 Whidah Chatham MA 02633

Chatham, MALot 1 Whidah Road

Price$1,599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 21903997

  • Lots and Land
  • Village Chatham
  • Acreage 1.18
  • Miles to Beach 0 - .1
  • Special List Cond None

Whidah Hill - A rare opportunity to purchase a water view ANR lot for up to 5 bedrooms on 1.18 acres high above Pleasant Bay. This spectacular property comes with shared beach ownership. Conceptual drawings by Sears Point Residential are shown to give an example of a design/build option of what could potentially be built on the property

Listed by Jack D Bohman of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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57 Old Salt Works Chatham MA 02633

Chatham, MA57 Old Salt Works Road

Price$1,499,900

Est. Mortgage: $/month

MLS Number 21902807

  • Single Family
  • Village Chatham
  • Year Built 1960
  • Bedrooms 3
  • Bathroom 4

Located in desirable Eastward Point and just past Eastward Ho Country Club and The Chatham Yacht Club, this property provides its new owners with the ideal setting to enjoy summertime fun in Chatham. The essence of the water is present throughout the home, with some rooms offering peeks of Bassing Harbor, which is part of Pleasant Bay. Access to a deep-water dock and three association beaches make boating, beachcombing, and swimming a breeze. Kayak from your beach to explore Strong Island or sit out on deserted Fox Hill Island and enjoy watching the boats as they make their way out to the open ocean. This classic Cape-Style home has an outstanding curb appeal and the level of care given and attention to detail to this home is evident both inside and out. The interior has a kitchen with quartz countertops and stainless-steel appliances, 3 bedrooms, including a luxurious master suite with a spa like bath and walk in closet, 3.5 baths, fireplaced living room and den, and a large dining room. Notable features include a beautiful stone terrace, large level yard with lush professional landscaping, lawn irrigation by well, cobble driveway apron, natural gas heat, central air conditioning, and a 2 car garage just to name a few of the many amenities.

Listed by Doug Grattan of Chatham Properties Group

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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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65 Lake Orleans MA 02653

Orleans, MA65 Lake Drive

Price$1,398,000

Est. Mortgage: $/month

MLS Number 21716228

  • Single Family
  • Village Orleans
  • Year Built 1979
  • Bedrooms 4
  • Bathroom 4

Listed by Alberti Team of Gibson Sotheby's International Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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20 Horseshoe Orleans MA 02653

Orleans, MA20 Horseshoe Lane

Price$1,290,000

Est. Mortgage: $/month

MLS Number 21903617

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

Little Pleasant Bay - Seize this rare opportunity to acquire one of the few properties in private ownership among vast conservancy lands. Enjoy access to some of the most beautiful beaches on Little Pleasant Bay without making a multi-million dollar investment. This flowing one-level home gracefully integrates into its 2 acre open/wooded setting. Recently renovated, this 3 bedroom contemporary ranch provides easy living for year round or vacation use. Wide-open vaulted living/dining/kitchen space adjoins the bedroom wing. Enjoy the migrating birds from the delightful screened porch & sprawling decks which flank both front and back of the house. Follow the gentle story book path through pristine woodlands to a natural sweeping beach at the Narrows where it is rare to encounter others. Superb sailing, kayaking, paddle boarding or beach combing to your hearts content. Lose your city cares and embrace the carefree beach life!

Listed by Hardman-Liberles Team of Gibson Sotheby's International Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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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34 Lake Orleans MA 02653

Orleans, MA34 Lake Drive

Price$1,145,000

Est. Mortgage: $/month

MLS Number 21805988

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

This is the one you've been waiting for! Priced for immediate sale and one of the very best values in Orleans with views!Imagine being surrounded by endless natural beauty with the sights and soft sounds of birds singing in the gracious evergreens around you. This home has been impeccably designed and maintained with many soft and stylish updates over the years. Open, sun drenched and airy living spaces, perfect for entertaining or curling up with a good book. Enjoy the morning paper and coffee on the back deck while enjoying all that this home has to offer. This is an ideal home for anyone, one floor living, plenty of room to spread out for entertaining or private spaces for quiet contemplation. The Quanset Harbor Association is one of the most sought after areas offering deeded dock, beach and mooring rights. Ideal neighborhood for walking, biking, jogging. Start your family memories here.

Listed by Team Guthrie - Mabile of Robert Paul Properties, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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 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 November 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.