Homes For Sale Near Pleasant Bay Cape Cod

Start Today! Save your favorites when you register with Chatelain Real Estate today, and receive notifications when similar properties are posted. Contact Chatelain Real Estate for more information and to set up a showing of any home below.

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. 

Search Properties By Bodies of Water

All Beach Homes | Long Pond - Harwich | Long Pond - BrewsterLake Wequaquet | Bass River | Scargo Lake | Lewis Bay

108 Cotchpinicut Road Chatham MA 02650

North Chatham, MA108 Cotchpinicut Road

Price$15,300,000

Est. Mortgage: $/month

MLS Number 22200926

  • Residential
  • Parking Spaces 20
  • Full Bath 5
  • Bathrooms Total Decimal 5.5
  • Bathroom 6

One of the finest oceanfront properties to exist in all of New England, ''High Scatteree'' sits proudly on nearly 3.7 acres and is sited to enjoy commanding water views. Behind tall and established hedges for the ultimate privacy, a winding gravel drive welcomes guests to the classic shingle style Main House which offers 7 bedrooms, 7 fireplaces and a thoughtful floor plan ideal for comfortable family living, or grand entertaining alike. Surrounded by meticulous lawns and gardens, a clay tennis court is found nestled on the park like grounds which include a personal arboretum of specimen trees. A 2 bedroom Guest House overlooks an award winning seaside rose garden, while steps to a private beach, deep water dock, and boathouse complement the property's many resort-like amenities. Updated and expanded several times by top builders and craftsmen, this once-in-a-lifetime property blends timeless architecture and current finishes with modern systems and infrastructure.

Listed by Brian W Dougherty of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

30 Hayward Lane Orleans MA 02653

Orleans, MA30 Hayward Lane

Price$6,299,000

Est. Mortgage: $/month

MLS Number 22302779

  • Residential
  • Bathroom 5
  • Bathrooms Total Decimal 4.5
  • Bedrooms 4
  • Full Bath 4

Waterfront in East Orleans! Welcome to the exquisite 30 Hayward Lane located in one of the most coveted neighborhoods on Barley Neck. Complete privacy on 1.9 acres with over 250 feet of waterfront on Little Pleasant Bay. This gracious residence boasts over 5200 sf of luxurious living space with multiple areas for entertaining all with commanding water views! The palatial first-floor primary bedroom has its own wing of the house including a sitting area with fireplace, office space and, of course, those mesmerizing water views! Amber colored wide-pine floors, beamed ceilings, cozy fireplaces and large bedrooms, the house is a welcome haven, warm as well as elegant.Take your boat for a day of fishing or exploring the islands in Pleasant Bay. Head out to the ocean for the big fish or whale watching, this location has access to the best water on the Cape. Talk to the Harbormaster because you won't have to wait for a mooring! Swim, kayak, paddle board or rake shellfish all from the private path to the water's edge. This property is the epitome of coastal living and a legacy to share with generations of family and friend

Listed by Leona W Bicker of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

192 Eastward Road Chatham MA 02633

Chatham, MA192 Eastward Road

Price$5,300,000

Est. Mortgage: $/month

MLS Number 22204503

  • Residential
  • Parking Spaces 5
  • Bathroom 3
  • Bathrooms Total Decimal 3
  • Full Bath 3

Your very own paradise in Chatham in exclusive Eastward Point Assoc. 180 degrees of beautiful waterfront views. Sandy beach on Pleasant Bay and association dock on Crows Pond. This 5 bedroom 3 bath home is positioned beautifully on the lot and takes in all the views from Pleasant Bay, Chatham Harbor and Bassing Harbor with boating access to all as well as Ryder's Cove Marina and out to the Atlantic. Primary bedroom on the first & second floor. Whole house generator. Make an appointment to see this fabulous property designed and built by the well renowned Horace F. Reynolds.

Listed by Judith L Smith of John C Ricotta & Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

65-67 Towhee Lane Orleans MA 02653

Orleans, MA65-67 Towhee Lane

Price$4,995,000

Est. Mortgage: $/month

MLS Number 22107164

  • Residential
  • Full Bath 4
  • Bathroom 5
  • Bedrooms 5
  • Half Baths 1

If your going to dream, dream Big. This unique property on Pleasant Bay has everything you could want. The 2 bedroom Boat House is amazing the minute you step on the deck you know why this is one of a kind with sweeping and I mean sweeping views of the best waterfront has to offer Pleasant Bay. Enjoy all the water activity with the sailboats sailing by so peaceful talk about serenity. Mooring no problem and with your own private beach what more could you ask for. Well l hope you'd ask the property is 1.90 acres the house on the hill sits high with sweeping views its three bedrooms but a 7000 sq.ft. home can be built with no restrictions with a pool call your builder and have the charm of the Boat House with a new home on the hill to let your imagination run wild. Enjoy boating over to Wequassett to dock for lunch and a cold drink or to enjoy dinner and jazz all this awaits you at 65-67 Towhee Lane.

Listed by Noreen E Kennedy of Kennedy Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

65 Towhee Lane Orleans MA 02653

Orleans, MA65 Towhee Lane

Price$3,500,000

Est. Mortgage: $/month

MLS Number 22200007

  • Residential
  • Full Bath 3
  • Bathroom 4
  • Bedrooms 3
  • Half Baths 1

Pleasant Bay Waterfront. This private home with amazing views and deeded access on Pleasant Bay can be torn down and a 7000 sq.ft.home can be built high on the hill overlooking unbelievable water views. Tucked away on a quiet peaceful street is such a delight. Build a one of a kind forever dream home on this beautiful lot or renovate existing home add a pool why not, and have your own mooring on Pleasant Bay what a treat. The possibilities are endless. The owner is also selling 67 Towhee as a package deal at $5,499,000 for the savvy buyer.

Listed by Noreen E Kennedy of Kennedy Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

32 Toms Hollow Lane Orleans MA 02653

Orleans, MA32 Toms Hollow Lane

Price$2,500,000

Est. Mortgage: $/month

MLS Number 22303403

  • Residential
  • Bathrooms Total Decimal 2.5
  • Half Baths 1
  • Full Bath 2
  • Bathroom 3

Charming cozy home on three acres of waterfront on Little Pleasant Bay. Expansive views from your deck across a private sandy beach and out to the bay and ocean beyond. Terrific access for boating, sailing, and kayaking. The modest home has an open plan on the main level encompassing 1300+ sf. Fireplaced living room, dining, breakfast nook, and kitchen flow out to a spacious deck for grilling. Large bedroom with private bath and walk-in closet. In the finished walk-out basement you'll find an additional 1100+ sf with two beds, a full bath, and an additional living area. A delightful and simple Cape Cod getaway with some of the prettiest views you'll find. (Sale includes a 3 acre portion of the 4.1 acre property addressed as 32 Toms Hollow Lane, which 3 acre portion will be created by Approval Not Required Plan approved by the Orleans Planning Board prior to closing.)

Listed by Eric Ehnstrom of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk A QuestionMore Details

2131 Ma-28 Harwich MA 02645

Harwich, MA2131 Ma-28

Price$2,450,000

Est. Mortgage: $/month

MLS Number 22203244

  • Residential
  • Bathroom 4
  • Bedrooms 3
  • Bathrooms Total Decimal 3.5
  • Full Bath 3

Unassuming and hidden amidst the natural landscape, this magical residence unfolds its regal presence the moment you enter as you are immediately drawn towards its glorious views of Round Cove and Pleasant Bay. Waking up to the calm and serenity of the breathtaking landscape as far as the eye can see, relaxing on your private garden terrace as you enjoy your morning coffee or afternoon cocktail, rejuvenating yourself in the fresh air breezes following your workout in your fully-equipped gym, this beautifully designed home includes custom cabinetry, fine moldings, and elegant fixtures. Newly cut curbing to allow for ease of access and parking. This is truly a one-of-a-kind intimate hideaway with proximity to Forbes Five-Star: Wequassett Resort, Restaurant, and Golf Club. Ideally situated on the Harwich/ Chatham town line and close to Orleans and Brewster. Have a front row seat to the jaw-dropping Fourth of July fireworks over Pleasant Bay in the comfort and luxury of this distinctive home. Three levels of spacious rooms with direct water views enjoyed both inside and out, create a magical respite. Live the life you have always dreamed of...

Listed by Team Guthrie - Mabile of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 7.19% last updated on Sep 21, 2023
* 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 TourAsk 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 September 26, 2023 5:51 AM EDT. 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.