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!

108 Cotchpinicut Road Chatham MA 02650

MLS Number 72950704

  • Residential
  • Bedrooms 9
  • Bathroom 9
  • Square Feet 7,200

Few properties along the New England coast are as special and as significant as High Scatteree, the classic North Chatham summer home perched high above Pleasant Bay with breathtaking Atlantic Ocean views. Sited behind tall and established hedges for the ultimate in privacy, a gracious winding drive welcomes guests to the 7 bedroom Main House, which is surrounded by several acres of lush lawns and gardens. Pathways meander past a clay tennis court and through a private arboretum of specimen trees to the 2 bedroom Guest House, which overlooks a stunning seaside rose garden. The deep water dock, boathouse and private beach complement the property's many resort-like amenities. Thoughtfully updated and expanded several times by top builders and craftsmen, High Scatteree blends timeless architecture with modern systems. Ideal for large gatherings or intimate weekends away, time spent at this once-in-a-lifetime opportunity will rejuvenate and inspire. A pleasure to show, by appointment.

Listed by Brian Dougherty and Nicholas Robert of Compass

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$
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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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63 Shell Drive Chatham MA 02633

Chatham, MA63 Shell Drive

Price$9,999,000

Est. Mortgage: $/month

MLS Number 72955199

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,429

Waterfront estate with private beach ownership and panoramic Pleasant Bay, Outer Beach and Atlantic Ocean views on 3.47 acres. Acclaimed custom builder Sears Point Residential has begun construction of this 5 BR, 6.5 Bath, 6,205 sf custom home with saltwater swimming pool and hot tub, stunning pool house, and generous outdoor entertaining space. Private stairs lead you to 600' of private beach and a mooring field. The axis of the house is a chef's kitchen with an oversized center island that flows to a central dining space and a living area with a gas fireplace. The house boasts wide plank hardwood floors throughout, 9+ ft ceilings, custom woodwork, a covered porch, study, mudroom, laundry on two floors and a three car garage. Each bedroom is en-suite with primary bedrooms with private decks on both 1st and 2nd floors. Walk out lower level offers a living room, gym, recreation room, full bath and wine storage. Potential to add a boat/guest house in permitting. Completion spring 2023

Listed by Jack Bohman of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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63 Shell Drive Chatham MA 02633

Chatham, MA63 Shell Drive

Price$9,999,000

Est. Mortgage: $/month

MLS Number 22201138

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,429
  • Parking Spaces 4

Waterfront estate with private beach ownership and panoramic Pleasant Bay, Outer Beach and Atlantic Ocean views on 3.47 acres are among the many highlights of this exquisite property. Custom builder Sears Point Residential has begun construction of this 5 BR, 6.5 Bath, 6,205 sf custom home with saltwater swimming pool and hot tub, stunning pool house, and generous outdoor entertaining space. Private stairs lead you to 600' of private beach and a mooring field. The axis of the house is a chef's kitchen with an oversized center island that flows to a central dining space and a living area with a gas fireplace. The house boasts wide plank hardwood floors throughout, 9+ ft ceilings, custom woodwork, a covered porch, study, mudroom, laundry on two floors and a three car garage. Each bedroom is en-suite and there are primary bedrooms with private decks on both the first and second floors. The generous lower level walk-out offers the opportunity for living room, gym, recreation room and wine storage. The third floor Widow's Walk captures the sweeping Pleasant Bay and Atlantic ocean views. Permits are in the works for the buyer to add a custom guest/boat house. Completion spring 2023.

Listed by Jack D Bohman of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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444 Old Harbor Road Chatham MA 02633

Chatham, MA444 Old Harbor Road

Price$8,650,000

Est. Mortgage: $/month

Under Agreement

MLS Number 72985804

  • Residential
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 4,148

Tucked away from the road, “First Light” was designed in 2017 by distinguished architect Patrick Ahearn. Taking every advantage of an elevated site facing east to the ocean, Ahearn created a home for the generations, filled with features such as wide arched hallways, mill work, walnut floors, hidden cabinets and pocket doors. The large living area, every bedroom, each with its own deck, and pool take full advantage of panoramic views of the ocean. There is also 1300 + sq ft of living space in the lower level consisting of a large bedroom/exercise rm, bathroom and media rm. Other amenities include an elevator, 4 fireplaces, central a/c, outdoor shower, full irrigation system supplied by its own well, generator, and no flood zone or conservation commission restrictions. Wake up to spectacular sunrises, walk to charming Chatham village, with its shops, restaurants and movie theater, swim at or boat from your beach, and walk on the beach to the Fish Pier for dinner.

Listed by Jeffrey Marcus of Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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95 Tisquantum Road Chatham MA 02633

Chatham, MA95 Tisquantum Road

Price$7,500,000

Est. Mortgage: $/month

MLS Number 72941336

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,359

Available publicly for the first time in nearly 50 years, this coveted family property sits proudly atop a pristine private beach with panoramic ocean and harbor views! The prime one acre parcel with existing cottage is the perfect opportunity for a family looking to build lasting memories in a physically beautiful setting. Enjoy relaxing sea breezes and gorgeous scenery from sunrise to sunset at this exclusive Morris Island sanctuary. Stunning conceptual designs for new home, guesthouse and infinity edge pool by Patrick Ahern Architect. A pleasure to show, by appointment only.

Listed by Brian Dougherty and Nicholas Robert of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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95 Tisquantum Road Chatham MA 02633

Chatham, MA95 Tisquantum Road

Price$7,500,000

Est. Mortgage: $/month

MLS Number 22200508

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,359
  • Village Chatham

Available publicly for the first time in nearly 50 years, this coveted family property sits proudly atop a pristine private beach with panoramic ocean and harbor views! The prime one acre parcel with existing cottage is the perfect opportunity for a family looking to build lasting memories in a physically beautiful setting. Enjoy relaxing sea breezes and gorgeous scenery from sunrise to sunset at this exclusive Morris Island sanctuary. Stunning conceptual designs for new home, guesthouse and infinity edge pool by Patrick Ahern Architect. A pleasure to show, by appointment only.

Listed by Brian W Dougherty of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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52 Tisquantum Road Chatham MA 02633

Chatham, MA52 Tisquantum Road

Price$6,995,000

Est. Mortgage: $/month

Under Agreement

MLS Number 72944467

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,467

'' Shambala'' ....Nature and design merge seamlessly in this exquisite contemporary cape home on 2.29 acres. Set on a knoll to take full advantage of the ever changing views over salt marsh ,Stage Harbor and the Atlantic beyond. Custom built in 2016, this Hutker designed home offers 5 Br's, 3 full and 2 half baths, and living space on three levels. A wrap around deck draws you outside to the natural beauty and privacy. The interior offers a refreshing contemporary vibe with open , light filled spaces and a massive fireplace as the focal point of the great room. A chef's kitchen with tremendous views and breakfast island open to a large living room/dining space. A cozy den with access to the screened porch, and guest suite with private bath complete the first floor. Second floor includes a luxurious primary suite with spa like bath with free standing soaking tub , two additional bedrooms and several viewing balconies and decks. A walk out lower level has a media/game room, bunk/office.

Listed by Lori Fanning Smith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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177 Cross Street Chatham MA 02633

Chatham, MA177 Cross Street

Price$4,995,000

Est. Mortgage: $/month

MLS Number 72974056

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 4,576

Originally built in 1838, Hiawatha, located between Chatham Village and Oyster Pond Beach, is meticulously restored top to bottom achieving an elegant combination of comfort and modern coastal sophistication. Clean-lined spaces, wood floors, abundant light and a neutral palette hallmark the flowing interiors and highlight the fine period craftsmanship throughout. Perfect for entertaining, there are 6 bedrooms, 4 full and 2 half baths, 5 woodburning fireplaces, a grand porch, finished space above the detached garage, and stunning bluestone terraced grounds hidden from the road. The focal point of the home is a stately sized living room with a fireplace overlooking the landscape. The well-appointed chef's kitchen has a center island and dining area with a wood burning fireplace, adjoining a formal dining room. Living space is extended to the front of the home with a family room and library both with fireplaces. This historic beauty is private, timeless, and a classic Chatham home.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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62 Chase Street Chatham MA 02633

Chatham, MA62 Chase Street

Price$4,499,000

Est. Mortgage: $/month

MLS Number 72995595

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,440

Rare Old Village waterfront home situated privately at the end of a quiet dead-end street offers easy access to the heart of Chatham's downtown and Pleasant Bay beaches. Boaters will love how the protected waters of the Mill Pond flow under the Bridge Street bridge, past two marinas and out to Stage Harbor and Nantucket Sound. Mesmerizing Little Mill Pond and southwesterly views fill virtually every room in this comfortable and thoughtfully maintained 4 bedroom, 4.5 bath, 3,440 sf home. The open concept floor plan blending the kitchen, family, living and dining rooms along with the large outdoor deck creates an ideal environment for entertaining family and friends. Other first floor highlights include a primary bedroom and a guest room, both en suite, a study with a half bath and laundry room. The second floor guest room also has a private full bath. The walkout finished lower level includes a guest room, full bath, fitness room and a three-car garage.

Listed by Jack Bohman of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

62 Chase Street Chatham MA 02633

Chatham, MA62 Chase Street

Price$4,499,000

Est. Mortgage: $/month

MLS Number 22202845

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,440
  • Parking Spaces 3

Rare Old Village waterfront home situated privately at the end of a quiet dead-end street offers easy access to the heart of Chatham's downtown and Pleasant Bay beaches. Boaters will love how the protected waters of the Mill Pond flow under the Bridge Street bridge, past two marinas and out to Stage Harbor and Nantucket Sound. Mesmerizing Little Mill Pond and southwesterly views fill virtually every room in this comfortable and thoughtfully maintained 4 bedroom, 4.5 bath, 3,440 sf home. The open concept floor plan blending the kitchen, family, living and dining rooms along with the large outdoor deck creates an ideal environment for entertaining family and friends. Other first floor highlights include a primary bedroom and a guest room, both en suite, a study with a half bath and laundry room. The second floor guest room also has a private full bath. The walkout finished lower level includes a guest room, full bath, fitness room and a three-car garage. Natural gas fuels the house and generator and well water feeds the irrigation system. Cross the wooden footbridge at the foot of the property which serves as a shortcut to the nearby town dock and to downtown dining or shopping

Listed by Jack D Bohman of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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. MLSPIN 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 July 5, 2022. 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.