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

• Single Family
• 6 Beds
• 4 Baths
• 3,367 SqFt

811 Fox Hill Road, Chatham

$5,995,000

Listing Agent: Chris Rhinesmith

Listing Office: Compass

• Single Family
• 5 Beds
• 7 Baths
• 5,131 SqFt

4 Ministers Lane, North Chatham

$5,950,000 ↓ $1,000,000

Listing Agent: Fran I Schofield

Listing Office: Robert Paul Properties, Inc.

• Single Family
• 4 Beds
• 7 Baths
• 4,554 SqFt

70 Seaview Street, Chatham

$4,500,000 ↑ $501,000

Listing Agent: Chris Rhinesmith

Listing Office: Compass

• Single Family
• 5 Beds
• 6 Baths
• 7,894 SqFt

34 Salt Marsh Way, North Chatham

$4,249,000

Listing Agent: Phyllis N Power

Listing Office: William Raveis RE & Home Serv.

• Single Family
• 3 Beds
• 2 Baths
• 1,820 SqFt

19 Old Wharf Road, North Chatham

$4,195,000 ↓ $100,000

Listing Agent: David J Dubuque

Listing Office: EXIT Cape Realty

• Single Family
• 4 Beds
• 3 Baths
• 2,169 SqFt

299 Cranberry Lane, North Chatham

$4,095,000 ↓ $204,000

Listing Agent: Lee C Ziegler-prouty

Listing Office: Compass

• Single Family
• 4 Beds
• 5 Baths
• 4,544 SqFt

10 Fairway Drive, Chatham

$3,999,000 ↓ $251,000

Listing Agent: Chris Rhinesmith

Listing Office: Compass

• Single Family
• 3 Beds
• 5 Baths
• 3,378 SqFt

60 Seaview Street, Chatham

$3,999,000 ↑ $500,000

Listing Agent: Chris Rhinesmith

Listing Office: Compass

• Single Family
• 6 Beds
• 8 Baths
• 5,700 SqFt

24 Andrew Mitchell Lane, North Chatham

$3,750,000 ↓ $140,000

Listing Agent: Shane K Masaschi

Listing Office: Kinlin Grover Real Estate

• Single Family
• 4 Beds
• 4 Baths
• 4,095 SqFt

620 Orleans Road, North Chatham

$3,749,900

Listing Agent: Doug Grattan

Listing Office: Chatham Properties Group

• Single Family
• 5 Beds
• 7 Baths
• 4,454 SqFt

581 Shore Road, Chatham

$3,499,900 ↓ $500,000

Listing Agent: Doug Grattan

Listing Office: Chatham Properties Group

• Single Family
• 5 Beds
• 6 Baths
• 6,311 SqFt

16 Aunt Lydias Way, Chatham

$3,250,000 ↓ $245,000

Listing Agent: Chris Rhinesmith

Listing Office: Compass