Chatham Waterfront Homes

Chatham Waterfront Homes

At sixty-six miles, Chatham has the longest shoreline in Massachusetts and some of the finest waterfront neighborhoods on all of Cape Cod.  Chatham is a boater's paradise with the open waters of the Atlantic and Nantucket Sound located just outside the protected Harbor.  Chatham also boasts some of the finest beaches found in New England with aggressive Atlantic waves for the surfing crowd as well as gentler Nantucket Sound beaches for families with young children.

With waterfront homes available in so many neighborhoods throughout Chatham,  a seasoned Chatham real estate professional that has in-depth knowledge of the landscape including boating access, flood zones, deed restrictions and other Chatham nuances should be in your corner during the buying process.  If a Chatham waterfront home is out of your budget comfort zone, you may want to explore Chatham waterview homes as an alternative.

Chatham Waterfront Homes For Sale

Price, High to Low
39 Properties Found.
Photo of Listing #21306159
  • MLS® #: 21306159
  • 97 Tilipi Run
  • Chatham, MA 02633
  • $19,995,000
  • 6 Bed, 10 Bath, 10974 SqFt, 1.9 Acres
  • Single Family
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Photo of Listing #21607479
  • MLS® #: 21607479
  • 67 Wilkey Way
  • Chatham, MA 02633
  • $13,500,000
  • 6 Bed, 9 Bath, 7040 SqFt, 1.26 Acres
  • Single Family
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Photo of Listing #21508560
  • MLS® #: 21508560
  • 520 Shore Road
  • Chatham, MA 02633
  • $10,995,000
  • 7 Bed, 8 Bath, 6161 SqFt, 2.92 Acres
  • Single Family
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Photo of Listing #21607303
  • MLS® #: 21607303
  • 75 Tilipi Run
  • Chatham, MA 02633
  • $9,900,000
  • 6 Bed, 6 Bath, 6043 SqFt, 1.45 Acres
  • Single Family
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Photo of Listing #21407880
  • MLS® #: 21407880
  • 74 Sears Point Road
  • Chatham, MA 02633
  • $6,750,000
  • 5 Bed, 4 Bath, 2597 SqFt, 6.63 Acres
  • Single Family
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Photo of Listing #21710937
  • MLS® #: 21710937
  • 24 Captain Sears Way
  • Chatham, MA 02633
  • $5,595,000
  • 5 Bed, 6 Bath, 5896 SqFt, 0.96 Acres
  • Single Family
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Photo of Listing #21609439
  • MLS® #: 21609439
  • 344 Fox Hill Road
  • Chatham, MA 02633
  • $4,995,000
  • 6 Bed, 7 Bath, 5552 SqFt, 0.99 Acres
  • Single Family
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Photo of Listing #21509408
  • MLS® #: 21509408
  • 338 Seapine Road
  • North Chatham, MA 02650
  • $4,750,000
  • 4 Bed, 3 Bath, 2235 SqFt, 1.56 Acres
  • Single Family
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Photo of Listing #21505531
  • MLS® #: 21505531
  • 21 Captains Cove Lane
  • North Chatham, MA 02650
  • $3,999,900
  • 5 Bed, 7 Bath, 4405 SqFt, 0.85 Acres
  • Single Family
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Photo of Listing #21700550
  • MLS® #: 21700550
  • 144 Chatharbor Lane
  • South Chatham, MA 02659
  • $3,995,000
  • 3 Bed, 2 Bath, 2227 SqFt, 5.72 Acres
  • Single Family
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Photo of Listing #21505447
  • MLS® #: 21505447
  • 558 Fox Hill Road
  • Chatham, MA 02633
  • $3,995,000
  • 4 Bed, 4 Bath, 3400 SqFt, 2.74 Acres
  • Single Family
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Photo of Listing #21601015
  • MLS® #: 21601015
  • 24 Avalon Point Road
  • Chatham, MA 02650
  • $3,990,000
  • 4 Bed, 7 Bath, 5400 SqFt, 0.92 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 Old Cape Sotheby's International Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Old Cape Sotheby's International Realty shall be responsible for any typographical errors, misinformation or misprints and shall be held totally harmless. This site was last updated 06/25/2017. All properties are subject to prior sale, changes or withdrawal.