Chatham MA Waterfront Homes

Scroll down to find current waterfront homes for sale in Chatham, MA! Look through a variety of premier real estate in this beautiful Cape Cod town! Contact Dick Martin today for more information or to schedule a showing. Register to save favorite listings and receive automatic emails when there's a new property in your search criteria!

97 Tilipi Run, Chatham, MA

Price$14,950,000

Est. Mortgage: $/month

Under Agreement

MLS Number 72419932

  • Single Family
  • Parking Spaces 10
  • Year Built 2010
  • Full Bath 6
  • Bathroom 10

LANDS END. Enchantment Begins. At the southeasterly tip of Cape Cod, this spectacular waterfront estate is a world unto itself--masterfully blending cosmopolitan luxury and sophistication with the wild natural beauty of the Atlantic Ocean, Nantucket Sound and Monomoy Islands. Literally and figuratively the ''ultimate estate,'' this gated residence is located blufftop at the cusp of Chatham's Morris Island with views as far as the eye can see. A rose-strewn iron gate opens to a glittering granite-edged drive approaching the main residence and encircling the two-story guest house. Spanning three levels connected by an interior elevator, the stunning estate employs a circular motif to capture near-360-degree water views. The residence includes 6 ensuite bedrooms, multiple family gathering rooms, banquet-size dining room, chef's kitchen, 11-seat theater, ingenious wine/dining rotunda, billiards room/entertainment area with bar, and a circular one-bedroom carriage house for guests or staff.

Listed by Paul E. Grover and Frances Schofield of Robert Paul Properties, Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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97 Tilipi, Chatham, MA 02633

Price$14,950,000

Est. Mortgage: $/month

Pending

MLS Number 21808394

  • Single Family
  • Village Chatham
  • Year Built 2010
  • Bathroom 10
  • Full Bathrooms 6

LANDS END. Enchantment Begins. At the southeasterly tip of Cape Cod, this spectacular waterfront estate is a world unto itself--masterfully blending cosmopolitan luxury and sophistication with the wild natural beauty of the Atlantic Ocean, Nantucket Sound and Monomoy Islands. Literally and figuratively the ''ultimate estate,'' this gated residence is located blufftop at the cusp of Chatham's Morris Island (one of Cape Cod's most exclusive residential enclaves) with views as far as the eye can see.A rose-strewn iron gate opens to a glittering granite-edged drive approaching the main residence and encircling the two-story guest house. Spanning three levels connected by an interior elevator, the stunning estate--designed by national-award-winning Osterville architect Doreve Nicholaeff-- employs a circular motif to capture near-360-degree water views. A symphony of wood, glass, and stone, the home's design, materials, amenities and craftsmanship are peerless. The residence includes 6 ensuite bedrooms, multiple family gathering rooms, banquet-size dining room, chef's kitchen, 11-seat theater, ingenious wine/dining rotunda, billiards room/entertainment area with bar, and a circular one-bedroom carriage house for guests or staff. The opulent master suite includes sumptuous bath, generous walk-ins and dressing areas, and a Tiger Maple-clad office for the executive of this universe. Off the main living area, a massive wrap-around deck provides a brilliant venue for alfresco dining, entertaining, and relaxing to mesmerizing views of ocean, islands, and Sound. To the east, a glorious stone pool pavillion is anchored by a vast infinity pool flanked by a pergola-topped outdoor kitchen, dining and living area. Throughout, the estate is accented by stunning stone work and gorgeous gardens. A Creston smart home system controls security, electronic gate, lighting, audio, and driveway and pool heat with a touch of a button. A natural path leads along stepped vegetable and flower gardens through a coastal dune to the white powdery beach of the Monomoy National Wildlife Refuge on Chatham Harbor. The ultimate in luxurious coastal living and a sublime sanctuary without peer.

Listed by Paul E Grover of Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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558 Fox Hill, Chatham, MA 02633

Price$9,995,000

Est. Mortgage: $/month

MLS Number 21806851

  • Single Family
  • Village Chatham
  • Year Built 2018
  • Bathroom 10
  • Full Bathrooms 6

Spectacular 2018 Opportunity! North Chatham Luxury Waterfront. The Only New Construction with a Deep-water Dock and Pool in Chatham! Still Time to Customize Interior Finishes. Serenity and Privacy abound. Finest Details and Millwork with Top Amenities. Views of Crows Pond and Eastward Ho. 10,000 S.F. of Exceptional Living Space with 5-Bedroom Suites over 3 Levels including with Elevator. Stunning Main Level Layout with Custom Kitchen, Dining Room, Living Room, Study, Master Suite and Laundry. Above are Four Striking En-suite Bedrooms Laundry Room, Sitting Room with Waterfront Deck and a Gorgeous Conservatory with Views. One of a Kind Lower Level with Sauna, Stunning Stone Wine Cellar, Entertainment & Exercise Room and Pool House with Custom Kitchen. Meticulous Attention to Detail.

Listed by Chris Rhinesmith of Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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108 Shore Road, Chatham, MA

Price$9,900,000

Est. Mortgage: $/month

MLS Number 72417507

  • Single Family
  • Parking Spaces 3
  • Year Built 1920
  • Square Feet 6276
  • Full Bath 7

Located on the Gold Coast of Chatham, you will benefit from the combination of essentially new construction with the style of a 1920's Colonial and an open concept contemporary interior. Elevated views of Chatham harbor and the Atlantic will wow your guests who will enjoy the privacy of the newly renovated 3 bedroom guest house with au pair quarters, while you escape to the seaside cabana with a good book and a bottle of wine. The residence includes 4 bedrooms, 4 full and 1 half baths, an office, and a finished lower level with a home theater. The Chatham Bars Inn is nearby as is Chatham village with fine restaurants, shopping, and a lively social scene.

Listed by G. Stewart Young and James Crowley of LandVest, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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108 Shore, Chatham, MA 02633

Price$9,900,000

Est. Mortgage: $/month

MLS Number 21808231

  • Single Family
  • Village Chatham
  • Year Built 1920
  • Bathroom 8
  • Full Bathrooms 7

Located on the Gold Coast of Chatham, you will benefit from the combination of essentially new construction with the style of a 1920's Colonial and an open concept contemporary interior. Elevated views of Chatham harbor and the Atlantic will wow your guests who will enjoy the privacy of the newly renovated 3 bedroom guest house with au pair quarters, while you escape to the seaside cabana with a good book and a bottle of wine. The residence includes 4 bedrooms, 4 full and 1 half baths, an office, and a finished lower level with a home theater. The Chatham Bars Inn is nearby as is Chatham village with fine restaurants, shopping, and a lively social scene.

Listed by Stewart Young of LandVest, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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74 Sears Point, Chatham, MA 02633

Price$5,995,000

Est. Mortgage: $/month

Active With Contract

MLS Number 21407880

  • Single Family
  • Street Number Modifier 77
  • Village Chatham
  • Year Built 1959
  • Bathroom 4

This exceptional waterfront property offers arresting panoramas of Stage Harbor and beyond. Situated in one of Chatham's most private enclaves, the property is comprised of two adjoining lots totaling 6.6 acres and 350 feet of water frontage. A long winding driveway and charming barn enhance the property's magical approach. Currently there is an existing five bedroom, three and half bath classic Cape Cod style residence built in 1959 spanning 2,500 s.f. sited on the property. This unbeatable setting offers exceptional potential to built a dramatic dream estate or to reinvent the old. Existing Polhemus Savery DaSilva architectural plans are available. Discover more about this spectacular property upon request.

Listed by Chris Rhinesmith of Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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24 Captain Sears, Chatham, MA 02633

Price$4,999,999

Est. Mortgage: $/month

MLS Number 21802665

  • Single Family
  • Village Chatham
  • Year Built 1850
  • Bathroom 6
  • Full Bathrooms 5

Flawlessly renovated Waterfront estate on sheltered inlet with dock boasts 5BR's, 5.5 baths and is sited on a very private lot.A complete and thoughtful renovation in 2003 incorporated the needs of today with a preservation of the unique details of the past. Inviting kitchen with walls of windows overlooking the water also includes Viking and Wolf appliances, copper farmer's sink and breakfast room. The Great room beckons with soaring ceilings, stone fireplace, and multiple french doors leading to patio. A screened in porch with fireplace, solid cherry paneled study and grand gallery are just some additional spaces. A master suite offers his/ her closets, and privacy from additional bedrooms. Surrounded by flowering coastal gardens, Pickle ball court and boating access to Nantucket Sound.

Listed by Lori L Fanning Smith of Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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155 & 157 Bridge, Chatham, MA 02633

Price$4,995,000

Est. Mortgage: $/month

MLS Number 21803466

  • Single Family
  • Village Chatham
  • Year Built 1980
  • Bathroom 9
  • Full Bathrooms 7

This remarkable waterfront location overlooks the Mitchell River and Mill Pond and presents a multitude of possibilities for development or renovation. Privately situated within mature landscaping on 2.8 acres with 900 feet of waterfront footage, this current family compound comprises a five bedroom, four and a half bath main house with an inground swimming pool. On a separate parcel resides a three bedroom, two and a half bath, spacious guest house with a tennis court. This is a perfect venue to create a family retreat for generations to come, yet there is also the possibility to subdivide the two lots and develop two brand new waterfront homes in one of Chatham's most picturesque settings.

Listed by Chris Rhinesmith of Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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255 Seapine, Chatham, MA 02650

Price$4,699,000

Est. Mortgage: $/month

MLS Number 21808822

  • Single Family
  • Village North Chatham
  • Year Built 2000
  • Bathroom 5
  • Full Bathrooms 4

Enjoy breathtaking views of Crows Pond from this impeccable & unique Timberframe home. This open-concept post & beam home has abundant natural light & water views from most of the first floor, including the first floor master suite with two walk-in closets. The family room, living room, and sitting area are situated around a spectacular 2-story stone fireplace & flow directly into the chef's kitchen with over-sized center island with separate pantry. The second floor includes 3 en-suite bedrooms & a special ''lighthouse'' office with panoramic views of Crows Pond & a 1600-bottle wine cellar with naturally maintained temperature/humidity resides on the lower level. Steps down to the private beach bring you to the boat house with water & electricity. This is truly a must-see waterfront gem!

Listed by Kristin E Muller of John C Ricotta & Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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58 Pond, Chatham, MA 02633

Price$4,500,000

Est. Mortgage: $/month

MLS Number 21807585

  • Single Family
  • Village Chatham
  • Year Built 2007
  • Bathroom 5
  • Full Bathrooms 3

A view with a house. Timeless design and fine craftsmanship, make this classic shingle style home a very unique retreat. With its beautiful beaches, abundance of outdoor activities and, small town charm, Chatham is one of the jewels in Cape Cod's crown. Enjoy 500 feet of Panoramic Unobstructed Western Water Views over the Oyster Pond-A moments stroll to a sandy beach or use of the Private Assoc. dock to enjoy boating, paddleboarding, kayaking or fishing. Imagine sunsets and cocktails from the privacy of your waterfront patio. A quick stroll to the vibrant village to enjoy Anglers baseball, watch a movie at the Orpheum, dine at fine restaurants, golf, galleries and boutique shopping. This gracious 4000 sq. ft. lends itself to comfortable family living. Chefs kitchen. High end finishes.

Listed by John C Ricotta of John C Ricotta & Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

broker reciprocity 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 Dick Martin - ERA Cape Cod Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Dick Martin - ERA Cape Cod Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated December 11, 2018. All properties are subject to prior sale, changes, or withdrawal.

Dick Martin - ERA Cape Cod Real Estate has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.