Pleasant Bay Chatham

Pleasant Bay marks Chatham’s northern boundary and provides miles of pristine sand and sheltered water from the Atlantic.  It’s the largest bay contiguous to the Cape Cod National Seashore and provides world-class windsurfing, canoeing, boating, fishing and other water activities.  

The Town of Chatham operates several landings ideal for boat launches and smaller swimming beaches.   Many residents moor their boats in Pleasant Bay and enjoy accessing the open waters of the Atlantic via Chatham Harbor.  The raw beauty of the wide open spaces provide the perfect backdrop for treasured homes used for entertaining and family gatherings.

Pleasant Bay Homes For Sale

Pleasant Bay Homes For Sale October 6, 2022
11
Listed
179
Avg. DOM
N/A
Avg. $ / Sq.Ft.
$3,750,000
Med. List Price
11 Properties
5
Beds
6F41/2
Baths
2.74
Acres
2017
Year Built
14
Days on Site
22205073
MLS
Set on 2.74 acres, Fox Hill offers a coastal sanctuary with 11,000 square feet of luxury. The renovated retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and a private dock. The...
5
Beds
2F11/2
Baths
0.8
Acres
1958
Year Built
44
Days on Site
22204503
MLS
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...
5
Beds
5F11/2
Baths
0.51
Acres
2022
Year Built
17
Days on Site
22205018
MLS
Discover this magnificent stately home being built in Chatham Village with a renowned custom home builder, Eastward Homes. Professionally designed, every detail has been thought of to create one of...
5
Beds
3
Baths
4.02
Acres
1780
Year Built
155
Days on Site
22202108
MLS
Are you looking for salt water coastal views with peace & quiet in a beautiful natural setting? You will want to stay forever when you come home to over 4 Acres in this private No Chatham hideaway...
5
Beds
5
Baths
1910
Year Built
21
Days on Site
22204955
MLS
Here is a rare opportunity to own an in-town family compound in the heart of Chatham Village. The property comprises two completely renovated Cape Cod quintessential style homes both with very...
3
Beds
2F11/2
Baths
1.5
Acres
1979
Year Built
87
Days on Site
22203316
MLS
Waterfront with a licensed pier on Ryders Cove, encompassing 1.5 acres and 175 feet of salt waterfront. Settle in and enjoy in the marvelous scenery of the salt marsh and the waters of Ryders Cove,...
1
Beds
1F11/2
Baths
0.1
Acres
1900
Year Built
2
Days on Site
22205317
MLS
CHATHAM - Offering the extremely rare and desirable combination of a Main Street Commercial/Residential multi-use Building with the coveted GB1 zoning status that is a Top Notch Location! There is a...
3
Beds
3F11/2
Baths
0.3
Acres
2013
Year Built
39
Days on Site
22202006
MLS
Tucked within a quiet enclave in the heart of Chatham Village, this pristine home designed and built by Polhemus Savery DaSilva Architects Builders offers a combination of casual open concept design...
3
Beds
3F11/2
Baths
0.68
Acres
1986
Year Built
21
Days on Site
22204843
MLS
Waterfront on Ryder's Cove with dock access for deep-water boating! Glorious Southwesterly views from the spacious open floor plan in this 3 bedroom home. Now available for the first time in 33...
3
Beds
1F11/2
Baths
0.47
Acres
1950
Year Built
252
Days on Site
21806918
MLS
Simply magical! Escape to the calm of the gently rolling tide on your own private, sandy, saltwater beach from which you can enjoy relaxing, swimming, sailing and boating...just down the pine needle...
3
Beds
4F11/2
Baths
1.08
Acres
2012
Year Built
88
Days on Site
22203611
MLS
Last chance! One share left! Create your Cape dream vacation destination in a shared-ownership model! North Chatham, gorgeous-waterfront 3 bedroom, 4.5 bath home, featuring views and access to...