Chatham Luxury Homes

Chatham Luxury Home

Luxury can mean different things in the various Cape Cod communities and the bar is very high in Chatham.  With sixty-six miles of shoreline, Chatham is the ideal community for luxury buyers desiring a waterfront setting for their primary or second home.  

Variables impacting the Chatham luxury market include proximity to beaches, boating access and distance to open waters and whether property is in the 100-year flood zone.  With the significant number of luxury neighborhoods in Chatham, our team can help you navigate and focus your search on the best option for your family.

Chatham Luxury Homes For Sale

Price, High to Low
102 Properties Found.
Photo of Listing #21808394
  • MLS® #: 21808394
  • 97 Tilipi Run
  • Chatham, MA 02633
  • $14,950,000
  • 6 Bed, 10 Bath, 11284 SqFt, 1.9 Acres
  • Single Family
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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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Blog Posts About Luxury Living

Morris Island: An Exclusive Chatham Location

Imagine a place where you wake up to unobstructed and exquisite views of the Atlantic Ocean, while surrounded by peaceful wooded acreage and wetlands.  That’s what you’ll find when you become homeowners in the exclusive Chatham location of Morris Island.  Located on the southern end of Chatham, this tranquil oasis offers the unmatched scenery of Stage Harbor and Chatham Harbor, including deep-water access to Nantucket Sound.  It’s much more than just a location for many homeowners; it’s q... Read More

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 11/18/2018. All properties are subject to prior sale, changes or withdrawal.