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 May 27, 2022
13
Listed
165
Avg. DOM
N/A
Avg. $ / Sq.Ft.
$2,845,000
Med. List Price
13 Properties
Page 1 of 2
7
Beds
5F11/2
Baths
2.05
Acres
1940
Year Built
80
Days on Site
22200926
MLS
Introducing High Scatteree, one of New England's finest and most iconic waterfront estates. Sited to enjoy commanding and unrivaled ocean views on a bluff high above Pleasant Bay, High Scatteree is a...
5
Beds
6F11/2
Baths
3.47
Acres
2023
Year Built
70
Days on Site
22201138
MLS
Waterfront estate with private beach ownership and panoramic Pleasant Bay, Outer Beach and Atlantic Ocean views on 3.47 acres are among the many highlights of this exquisite property. Custom builder...
4
Beds
5F11/2
Baths
0.57
Acres
2017
Year Built
8
Days on Site
22202453
MLS
Tucked away from the road, ''First Light'' was designed in 2017 by distinguished architect Patrick Ahearn. Taking every advantage of an elevated site facing east to the ocean, Ahearn created a home...
5
Beds
3
Baths
4.02
Acres
1780
Year Built
23
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...
7
Beds
8
Baths
0.47
Acres
1839
Year Built
26
Days on Site
22200549
MLS
Charming New England Luxury meets 21st century living. Take a short stroll over to Cow Yard beach and catch Fish Pier for dinner. The 2021, extensive renovation provides plenty of room for multiple...
3
Beds
3F11/2
Baths
0.3
Acres
2013
Year Built
26
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
1F11/2
Baths
0.47
Acres
1950
Year Built
120
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...
5
Beds
2
Baths
0.91
Acres
1946
Year Built
41
Days on Site
22201691
MLS
Five bedrooms, Chatham Harbor views, living room, den, office, mudroom -- all on a builders acre . Set high on a knoll in prestigious North Chatham, Quisisana (owners property name) offers floods...
Open 5/29
560 Orleans Road North Chatham, MA 02650
4
Beds
2F11/2
Baths
0.58
Acres
1965
Year Built
176
Days on Site
22104345
MLS
New Spring/New Price ~ Enjoy sunset cruises on Pleasant Bay or beyond with deep water access to the Atlantic for fabulous fishing and recreation. Enjoy days on the water & evenings on the veranda...
5
Beds
6F41/2
Baths
2.74
Acres
2017
Year Built
17
Days on Site
22202221
MLS
New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home. Set on 2.74 acres, Fox Hill offers a coastal sanctuary with 11,000 square feet of luxury. The renovated...
3
Beds
1F11/2
Baths
0.44
Acres
1940
Year Built
18
Days on Site
22202180
MLS
Walk to town and Beach! Room for a pool! Set in a North Chatham location; this home has been lovingly cared for and updated through the years. The grounds are a delight with perennial gardens and...
2
Beds
1
Baths
0.38
Acres
1933
Year Built
163
Days on Site
22106924
MLS
You are not far from the beach and surrounded by million dollar plus houses in the area and a short walk to beautiful beach. There is a cottage on the property dating back to 1933 which needs major...