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 March 28, 2023
11
Listed
271
Avg. DOM
N/A
Avg. $ / Sq.Ft.
$2,995,000
Med. List Price
11 Properties
7
Beds
5F11/2
Baths
2.05
Acres
1940
Year Built
385
Days on Site
22200926
MLS
Few properties along the New England coast are as special and as significant as High Scatteree, the classic North Chatham summer home perched high above Pleasant Bay with breathtaking Atlantic Ocean...
$16,500,000
Neighborhood: North Hill
8
Beds
6
Baths
2.94
Acres
1940
Year Built
76
Days on Site
22300106
MLS
Magnificent eight bedroom mansion from days gone by designed by Architect Edward Sears Read. Perched on a hill overlooking Chatham Harbor, North Beach, and the Atlantic Ocean beyond. Almost 300 feet...
5
Beds
6F41/2
Baths
2.74
Acres
2017
Year Built
76
Days on Site
22300100
MLS
Set on 2.74 acres, Fox Hill offers everything you could want in a coastal sanctuary with 11,000 square feet of luxury. This retreat has stunning views of Crows Pond, Eastward Ho Pleasant Bay, and the...
5
Beds
3
Baths
0.8
Acres
1958
Year Built
217
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...
1
Beds
1F11/2
Baths
0.1
Acres
1900
Year Built
175
Days on Site
22205317
MLS
CHATHAM - FINALLY- you can move to Chatham and own your first floor commercial space and live above it right on Main Street in a beautiful apartment ! Offering the extremely rare and desirable...
3
Beds
2F11/2
Baths
1.5
Acres
1979
Year Built
260
Days on Site
22203316
MLS
Waterfront with a permitted 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,...
4
Beds
3
Baths
0.25
Acres
1924
Year Built
49
Days on Site
22300394
MLS
Exceptional in-town home with expansive views of Mill Pond and just steps away from the Mill Pond town dock as well as the activity of downtown Chatham. This renovated 2097 sq ft, 4 bedroom, 3 bath...
3
Beds
1F11/2
Baths
0.47
Acres
1950
Year Built
425
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
3
Baths
1910
Year Built
87
Days on Site
22205716
MLS
In the heart of Village, this picture perfect home and 2015 Preservation Award winner, is completely renovated and designed to capture the true spirit of quintessential Chatham living. Located at the...
3
Beds
2F11/2
Baths
1.06
Acres
1964
Year Built
6
Days on Site
22300968
MLS
Won't last long. This expanded cape with 3 bedrooms and 2 1/2 baths is sited beautifully on over an acre of land for future expansion. There is an outbuilding on the property that would be a...
4
Beds
3
Baths
0.46
Acres
1965
Year Built
1
Day on Site
22301049
MLS
Don't miss this opportunity to enjoy this wonderful home in Ryder's Cove Association with tennis, pickle ball, pool and dock on Ryder's Cove just steps from the front door.4 large bedrooms, 3 full...