Pleasant Bay Orleans

Pleasant Bay Orleans

Pleasant Bay is located next to the towns of Orleans, Chatham, and Harwich and includes many beaches including the popular Barrier Beach, and Nauset Beach. Explore the bay for hours on your kayak, sail the calm open waters, or catch your dream trophy fish on Pleasant Bay.

With over 7,000 acres at high tide, Pleasant Bay is the largest bay along the Cape Cod National Seashore and is protected from the Ocean by Nauset Beach and North Chatham Beach. The northern area of the bay is known as Little Pleasant Bay.

Pleasant Bay Homes For Sale

Price, High to Low
7 Properties Found.
Photo of Listing #21716591
  • MLS® #: 21716591
  • 10-54 Sipson Island
  • Orleans, MA 02653
  • $7,985,000
  • 7 Bed, 4 Bath, 4412 SqFt, 24.31 Acres
  • Single Family
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Photo of Listing #21607146
  • MLS® #: 21607146
  • 10 Sipson Island
  • Orleans, MA 02653
  • $7,985,000
  • 1058944 SqFt, 24.31 Acres
  • Lots and Land
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Photo of Listing #21901003
  • MLS® #: 21901003
  • 26 N Horseshoe Lane
  • South Orleans, MA 02662
  • $3,695,000
  • 4 Bed, 5 Bath, 4070 SqFt, 1.9 Acres
  • Single Family
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Photo of Listing #21900716
  • MLS® #: 21900716
  • 43 Payson Lane
  • Orleans, MA 02653
  • $2,495,000
  • 4 Bed, 4 Bath, 4340 SqFt, 0.92 Acres
  • Single Family
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Photo of Listing #21712208
  • MLS® #: 21712208
  • 66 Towhee Lane
  • Orleans, MA 02653
  • $2,395,000
  • 4 Bed, 5 Bath, 4571 SqFt, 0.62 Acres
  • Single Family
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Photo of Listing #21801168
  • MLS® #: 21801168
  • 12 Ewing Drive
  • Orleans, MA 02653
  • $1,650,000
  • 73181 SqFt, 1.68 Acres
  • Lots and Land
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Photo of Listing #21808826
  • MLS® #: 21808826
  • 17 Boulder Lane
  • Orleans, MA 02653
  • $715,000
  • 2 Bed, 3 Bath, 1598 SqFt, 1.42 Acres
  • Single Family
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The 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 02/23/2019. All properties are subject to prior sale, changes or withdrawal.