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

558 Fox Hill Road, Chatham
  • Single Family
  • 5 Beds
  • 10 Baths
  • 11,000 SqFt

558 Fox Hill Road, Chatham

$8,995,000 ↓ $500,000
4 Ministers Lane, North Chatham
  • Single Family
  • 5 Beds
  • 7 Baths
  • 7,500 SqFt

4 Ministers Lane, North Chatham

$6,499,000 ↑ $1,009,000
48 Salt Marsh Way, Chatham
  • Single Family
  • 5 Beds
  • 3 Baths
  • 2,305 SqFt

48 Salt Marsh Way, Chatham

$4,750,000 ↓ $740,000
19 Old Wharf Road, North Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,820 SqFt

19 Old Wharf Road, North Chatham

$3,695,000 ↓ $255,000
789 Fox Hill Road, Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,275 SqFt

789 Fox Hill Road, Chatham

$2,995,000 ↓ $350,000
584 Main Street, Chatham
  • Single Family
  • 0 Beds
  • 1 Baths
  • 2,328 SqFt

584 Main Street, Chatham

$2,900,000
584 Main Street, Chatham
  • Income/Multi Family
  • 0 Beds
  • 0 Baths
  • 2,328 SqFt

584 Main Street, Chatham

$2,900,000
Crows Pond Road, Chatham
  • Lots and Land
  • 0 Beds
  • 0 Baths
  • 107,158 SqFt

Crows Pond Road, Chatham

$2,499,000
Whidah Road, North Chatham
  • Lots and Land
  • 0 Beds
  • 0 Baths
  • 124,108 SqFt

Whidah Road, North Chatham

$2,150,000
456 Main Street, Chatham
  • Income/Multi Family
  • 0 Beds
  • 0 Baths
  • 781 SqFt

456 Main Street, Chatham

$1,999,900
98 Orleans Road, North Chatham
  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,128 SqFt

98 Orleans Road, North Chatham

$1,495,000 ↓ $54,000
604 Orleans Road, North Chatham
  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,512 SqFt

604 Orleans Road, North Chatham

$1,149,000 ↓ $346,000

Cape Cod img src Islands Association of Realtors LogoThe 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 ROBERT PAUL PROPERTIES are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor ROBERT PAUL PROPERTIES shall be responsible for any typographical errors, misinformation or misprints and shall be held totally harmless. This site was last updated 04/21/2021. All properties are subject to prior sale, changes or withdrawal.

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