Chatham Water View Homes


Chatham, with sixty-six miles of shoreline, has the most coastline in Massachusetts.  This extensive coastline, coupled with Chatham’s many freshwater kettle ponds, makes for a significant number of waterview properties throughout town.  

Not all Chatham waterview situations are the same and it is important to have an experienced Chatham neighborhood real estate professional to assist in your analysis. Some waterviews, particularly in waterfront settings with protected conservation and are direct and forever.  Other water views are seasonal and also subject to future development that could dramatically alter the view.

Chatham Waterview Real Estate

Price, High to Low
62 Properties Found.
Photo of Listing #21806851
  • MLS® #: 21806851
  • 558 Fox Hill Road
  • Chatham, MA 02633
  • $9,995,000
  • 5 Bed, 10 Bath, 10058 SqFt, 2.74 Acres
  • Single Family
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Photo of Listing #21808188
  • MLS® #: 21808188
  • 103 Shore Road
  • Chatham, MA 02633
  • $9,995,000
  • 5 Bed, 10 Bath, 6923 SqFt, 1.33 Acres
  • Single Family
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Photo of Listing #21808231
  • MLS® #: 21808231
  • 108 Shore Road
  • Chatham, MA 02633
  • $9,900,000
  • 7 Bed, 8 Bath, 6276 SqFt, 1.62 Acres
  • Single Family
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Photo of Listing #21407880
  • MLS® #: 21407880
  • 74 Sears Point Road
  • Chatham, MA 02633
  • $5,995,000
  • 5 Bed, 4 Bath, 2597 SqFt, 6.63 Acres
  • Single Family
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Photo of Listing #21802665
  • MLS® #: 21802665
  • 24 Captain Sears Way
  • Chatham, MA 02633
  • $4,999,999
  • 5 Bed, 6 Bath, 5896 SqFt, 0.96 Acres
  • Single Family
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Photo of Listing #21803466
  • MLS® #: 21803466
  • 155 & 157 Bridge Street
  • Chatham, MA 02633
  • $4,995,000
  • 8 Bed, 9 Bath, 7720 SqFt, 2.83 Acres
  • Single Family
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Photo of Listing #21808822
  • MLS® #: 21808822
  • 255 Seapine Road
  • North Chatham, MA 02650
  • $4,699,000
  • 4 Bed, 5 Bath, 5507 SqFt, 1.29 Acres
  • Single Family
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Photo of Listing #21805829
  • MLS® #: 21805829
  • 141 Cotchpinicut Road
  • North Chatham, MA 02650
  • $4,500,000
  • 8 Bed, 8 Bath, 4193 SqFt, 1.03 Acres
  • Single Family
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Photo of Listing #21807585
  • MLS® #: 21807585
  • 58 Pond Street
  • Chatham, MA 02633
  • $4,500,000
  • 5 Bed, 5 Bath, 4031 SqFt, 0.36 Acres
  • Single Family
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Photo of Listing #21806729
  • MLS® #: 21806729
  • 173 Main Street
  • Chatham, MA 02633
  • $3,995,000
  • 4 Bed, 6 Bath, 4309 SqFt, 0.39 Acres
  • Single Family
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Photo of Listing #21714909
  • MLS® #: 21714909
  • 535 Stage Harbor Road
  • Chatham, MA 02633
  • $3,750,000
  • 6 Bed, 6 Bath, 3550 SqFt, 2.07 Acres
  • Single Family
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Photo of Listing #21803332
  • MLS® #: 21803332
  • 154 Champlain Road
  • Chatham, MA 02633
  • $3,500,000
  • 6 Bed, 3 Bath, 1967 SqFt, 0.48 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 12/14/2018. All properties are subject to prior sale, changes or withdrawal.