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!

301 Whidah Road Chatham MA 02650

Chatham, MA301 Whidah Road

Price$14,950,000

Est. Mortgage: $/month

MLS Number 22402425

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 7,259
  • Parking Spaces 5

Experience unparalleled craftsmanship in this remarkably designed contemporary home with commanding views of Pleasant Bay, Bassing Harbor, and Ryder's Cove. This oceanfront property features one of the most picturesque locations offered on the Cape with peaceful evening sunsets to lively 4th of July fireworks over Pleasant Bay. Take the stairs to the water and enjoy your own private beach and moor your boat out in front of your home. Designed by renown Salt Architecture, the residence seamlessly blends Cape Cod design with a modern aesthetic elevating seaside living to a level all its own. Using the finest of building materials, attention to detail and the quality of craftsmanship is evident throughout. From the design-inspired interior to the outdoor patio, and heated pool and spa area, nothing is overlooked in this seaside beauty. A tour of the home starts in the front entryway where guests are greeted with striking views of the water, a grand staircase, and a welcoming sitting area. Floor to ceiling windows draw you into the living room that features an exquisitely designed gas fireplace and rock mantel serving as the focal point of the room. On your way to the kitchen, you'll pass an extended wet bar centrally located to the living, dining, kitchen, and patio areas giving the space a friendly indoor/outdoor vibe when entertaining. Walking through this space and approaching the kitchen you'll understand the value of masterful building design. The scale and proportion of the combined kitchen and dining area are perfect as one blends perfectly with the other. A nearby three-season room with gas stove adds another space to enjoy the views and watch the boats go by. Heading from the kitchen towards the side entrance you pass the laundry area, mudroom with cubbies, a half bath, and a door that leads out to a deck where you'll find a BBQ grill area customized for the home. A private primary suite is located on the West side of the home, set apart from the main living areas. This suite has a private office overlooking the water, and a spa-like private bath and its own outdoor shower providing the ideal alfresco experience. The grand staircase is one of the home's focal points and stands as a work of art extending to all 3 levels. An expansive second floor landing greets you at the top of the stairs giving a bird's eye view to the living room below. 3 bedrooms are located on this level, with 2 having spa-like private baths and the other being a fun bunkroom for kids. You'll also discover a comfortable reading nook, laundry and a family room with its own private deck overlooking the pool and having panoramic views of the water and shoreline. The lower level is designed as the ideal recreation space for both adults and children. Here you'll enjoy a nautical themed bar and half-kitchen, exercise room, glass enclosed climate-controlled wine cellar, full bath, a custom-built pool table, and a comfortable entertainment space with a media area, perfect for movie nights. The residence comes complete with a detached 2 car garage with a private suite above having its own bedroom, bath, wet bar, and laundry. With sustainability in mind during the design process, the home features triple glazed doors and windows, Savant Smart System, radiant heat in the bedrooms and baths, all-electric mechanical systems, above code R values with continuous exterior insulation, locally sourced wood flooring and ceilings, a separate well for irrigation, and a generator for Key Systems. With 5 bedrooms, 6.5 baths, spanning over 7,000 SF of living space, and set on 2.18 acres, this home is truly the epitome of coastal living. We encourage a tour through our photo collection to see more of this remarkable residence. A picture is worth a thousand words.

Listed by Doug Grattan of Christie's International Real Estate Atlantic Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 2024
* 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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552 Shore Road Chatham MA 02633

Chatham, MA552 Shore Road

Price$13,950,000

Est. Mortgage: $/month

MLS Number 73251537

  • Residential
  • Bedrooms 7
  • Bathroom 7
  • Square Feet 5,868

Situated on a bluff with commanding views over Chatham Harbor, North Beach, and the Atlantic beyond, this extraordinary offering stands as one of the most significant estate properties on exclusive Shore Road. A short stroll from everything Chatham Village has to offer, the property boasts an unprecedented 2.86 acres with rolling lawns, mature landscaping, and a private sandy beach. Mesmerizing views take center stage immediately upon entering the residence, with gracious living spaces and exquisite architectural details. Fit for everyday living and grand entertaining, thoughtful scale and proportions are evidenced throughout. From a large seaside terrace to a secluded deck just above the harbor, numerous outdoor living areas are found across the park-like grounds with ornamental trees and gardens. Set in one of New England’s most sought-after waterfront communities, this exceptional estate delivers an unsurpassed lifestyle.

Listed by Paul E. Grover and Matthew De Groot of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 2024
* 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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552 Shore Road Chatham MA 02633

Chatham, MA552 Shore Road

Price$13,950,000

Est. Mortgage: $/month

MLS Number 22402778

  • Residential
  • Bedrooms 7
  • Bathroom 7
  • Square Feet 5,868
  • Parking Spaces 8

Situated on a bluff with commanding views over Chatham Harbor, North Beach, and the Atlantic beyond, this extraordinary offering stands as one of the most significant estate properties on exclusive Shore Road. A short stroll from everything Chatham Village has to offer, the property boasts an unprecedented 2.86 acres with rolling lawns, mature landscaping, and a private sandy beach. Mesmerizing views take center stage immediately upon entering the residence, with gracious living spaces and exquisite architectural details. Fit for everyday living and grand entertaining, thoughtful scale and proportions are evidenced throughout. From a large seaside terrace to a secluded deck just above the harbor, numerous outdoor living areas are found across the park-like grounds with ornamental trees and gardens. Set in one of New England's most sought-after waterfront communities, this exceptional estate delivers an unsurpassed lifestyle.

Listed by Paul E Grover and Matthew de Groot of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 2024
* 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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23 Oyster Pond Lane Chatham MA 02633

Chatham, MA23 Oyster Pond Lane

Price$12,500,000

Est. Mortgage: $/month

MLS Number 73241325

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,308

Set in the heart of Chatham Village, yet a world apart, 23 Oyster Pond Lane offers an extraordinary lifestyle in one of New England’s most sought after communities. Hidden behind tall hedges, a winding driveway gives way to park-like grounds with manicured gardens and mature trees that set the stage for an inimitable seaside estate. Grand and inviting, the five-bedroom colonial residence is ideally perched on a bluff with panoramic views of Oyster Pond and Chatham Village. The interiors artfully balance old world craftsmanship and modern luxury with exquisite attention to detail throughout. At the heart of the home, a gourmet kitchen caters to indoor and outdoor living with French doors that open to a waterside terrace and swimming pool. The well-appointed primary suite is accessed via a private staircase, complete with a walk-in closet, study, and en suite bathroom.

Listed by Paul E. Grover and Matthew De Groot of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 2024
* 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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23 Oyster Pond Lane Chatham MA 02633

Chatham, MA23 Oyster Pond Lane

Price$12,500,000

Est. Mortgage: $/month

MLS Number 22402360

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,308
  • Parking Spaces 4

Set in the heart of Chatham Village, yet a world apart, 23 Oyster Pond Lane offers an extraordinary lifestyle in one of New England's most sought after communities. Hidden behind tall hedges, a winding driveway gives way to park-like grounds with manicured gardens and mature trees that set the stage for an inimitable seaside estate. Grand and inviting, the five-bedroom colonial residence is ideally perched on a bluff with panoramic views of Oyster Pond and Chatham Village. The interiors artfully balance old world craftsmanship and modern luxury with exquisite attention to detail throughout. At the heart of the home, a gourmet kitchen caters to indoor and outdoor living with French doors that open to a waterside terrace and swimming pool. The well-appointed primary suite is accessed via a private staircase, complete with a walk-in closet, study, and en suite bathroom. At the edge of the lawn, a private dock and boathouse offer endless activities on the water with easy access to Nantucket Sound and the Atlantic Ocean. This magnificent estate is located a short walk from Oyster Pond Beach, Main Street, and everything else Chatham has to offer. Offered furnished for summer enjoyment.

Listed by Paul E Grover and Matthew de Groot of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 2024
* 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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504 Old Harbor Road Chatham MA 02650
Under Agreement

MLS Number 73207907

  • Residential
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 4,859
  • High School Monomoy

"Turntide" is a spectacular quintessential Cape Cod estate featuring elevated breathtaking panoramic vistas of Chatham Harbor and the Atlantic. From this magnificent 8 bed/5.5 bath mansion you will enjoy unsurpassed sunrises and romantic nights watching the moon rise over the outer beach. You will never want to leave. This timeless masterpiece by Architect Edward Sears Read demonstrates the beauty of classic custom architectural moldings, and graciously designed living spaces to accommodate every lifestyle. The 2.94 Acres of property with sweeping lawn to almost 300 ft of private sandy beach, offers endless possibilities for a pool, tennis court, or a guest house to expand this legacy property further...This is a once in a lifetime opportunity to own one of the finest iconic waterfront estates in Chatham. This North Chatham address is nearby Chatham center for dining & shopping, or Shore Rd, Chatham Bars Inn, the Fish Pier & the best that Chatham has to offer. Location! Location!

Listed by The Nickerson Power Group and Phyllis Power of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 2024
* 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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504 Old Harbor Road Chatham MA 02650

Chatham, MA504 Old Harbor Road

Price$9,800,000

Est. Mortgage: $/month

Pending

MLS Number 22400780

  • Residential
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 4,615
  • Parking Spaces 12

''Turntide'' is a spectacular quintessential Cape Cod estate featuring elevated breathtaking panoramic vistas of Chatham Harbor & Atlantic. From this 8 BED/5.5BA mansion you will enjoy unsurpassed sunrises and romantic nights watching the moon rise over the Outer Beach. You will never want to leave. This timeless masterpiece by Architect Edward Sears Read demonstrates the beauty of classic custom architectural moldings and graciously designed living spaces to accommodate every lifestyle. The 2.94 acres of property with sweeping lawn to almost 300 ft of private sandy beach, offers endless possibilities for a pool, tennis court, or a guest house to expand this legacy property further...This is a once in a lifetime opportunity to own one of the finest iconic waterfront estates in Chatham. This North Chatham address is nearby Chatham center for dining and shopping, or Shore Rd, Chatham Bars Inn, the Fish Pier and all the best that Chatham has to offer. Location! Location! Location!

Listed by The Nickerson Power Group of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 2024
* 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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771 Fox Hill Road Chatham MA 02633

Chatham, MA771 Fox Hill Road

Price$8,500,000

Est. Mortgage: $/month

MLS Number 73283329

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,439

Spectacular waterfront home in a highly desirable location with stellar views of Bassing Harbor and the Atlantic. High end construction and easy one floor living with an open floor plan and primary bedroom on the first floor, office over the garage, and guest bedrooms upstairs. Lower level provides additional living space with full windows and doors and water views rivaling the rest of the house. Built in 2012 and meticulously maintained so it feels brand new. Quality craftsmanship evident throughout with 4-inch quarter sawn floors and Ivory Coast Coretec flooring in the lower level. Central A/C, gas fireplace, central vacuum, outdoor shower, irrigation system, surround sound stereo, and cedar closet. The exterior is equally impressive with carefully designed landscaping ensuring that something blooms from spring to fall, highlighted by a breathtaking Kousa Dogwood. A waterfront enthusiast's dream with a path to the beach and easy access to a mooring. And yes, there is room for a pool!

Listed by Deborah Evans of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 2024
* 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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771 Fox Hill Road Chatham MA 02633

Chatham, MA771 Fox Hill Road

Price$8,500,000

Est. Mortgage: $/month

Pending

MLS Number 22404183

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,425
  • Town Chatham

Spectacular four bedroom waterfront home in a highly desirable location with stellar views of Bassing Harbor and the Atlantic. High end construction by Spencer & Company and a thoughtful floor plan by designed by Karen Kempton. Easy one floor living with an open floor plan and primary bedroom with bay windows. Breathtaking views from every room. Office over the garage and guest bedrooms on the second floor. The lower level provides additional living space with full windows and doors and water views rivaling the rest of the house. This lightly used and meticulously maintained home was built in 2012 and feels brand new. Quality craftsmanship evident throughout with 4-inch quarter sawn floors and Ivory Coast Coretec flooring in the lower level. Central A/C, gas fireplace, central vacuum, outdoor shower, irrigation system, surround sound stereo, and cedar closet. The exterior is equally impressive with carefully designed landscaping ensuring that something blooms from spring to fall, highlighted by a breathtaking Kousa Dogwood. This home is a waterfront enthusiast's dream with a path to the beach where there is easy access to a mooring. And yes, there is room for a pool!

Listed by Debbie Evans of Kinlin Grover Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 2024
* 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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70 Sears Point Chatham MA 02633

Chatham, MA70 Sears Point

Price$6,495,000

Est. Mortgage: $/month

MLS Number 73282917

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,992

70 Sears Point is a rare legacy property where Cape Cod history meets breathtaking beauty. Set on the bend of Oyster Pond River, and overlooking Stage Harbor, this generational estate offers 270-degree views, including the iconic Stage Harbor Lighthouse and the Atlantic beyond. Designed by Edward Sears Read, grandson of the renowned Willard T. Sears, and completed in 1940, this home harmoniously merges historical sophistication with modern craftsmanship. Antique wood paneling from 1600s Salem, and a nautical-inspired design, with the primary suite positioned like a ship's aft, create a unique treasure. The suite's balcony provides a secluded retreat and perfect perch for panoramic sunsets. The 'wheelhouse' below offers the perfect setting for evening cocktails, while additional living quarters provide space for family or guests. Set on over 200 feet of saltwater frontage with a private beach and licensed dock, the property invites invites you to connect with land and sea.

Listed by Tony Guthrie and Alfred Schofield of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.35% last updated on Sep 5, 2024
* 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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This site was last updated September 8, 2024 11:59 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

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