Chatham Waterfront Homes

Browse through Chatham, Cape Cod waterfront real estate listings below to find your next property! Situated on the "elbow" of the Cape, you'll be sure to find the quintessential Cape Cod home in Chatham. Learn More About Chatham.

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558 Fox Hill Road Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$1,528,000

Est. Mortgage: $/month

MLS Number 22305212

  • Residential
  • Bedrooms 5
  • Bathroom 10
  • Square Feet 11,000

New co-ownership opportunity: Own one-eighth of this turnkey home, professionally managed by Pacaso. Set on 2.74 acres, Fox Hill offers a private sanctuary with 11,000 square feet of sophisticated coastal luxury. The renovated retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and a private boat dock.The open, airy living room has a stone fireplace and window seats, and offers vast water views. More views are served up in the chef's kitchen, which features a Wolf gas range, a large island with seating, and doors to an expansive deck overlooking Crows Pond. A cased opening from the kitchen leads to the formal dining room with traditional raised panel walls and a butler's pantry with a wet bar.The three-level home includes a quiet office area for work, a lower-level gym for working out, and an outdoor pool and indoor sauna for pure relaxation. An elevator makes it easy to move between floors. The lower level also has a guest suite with a full kitchen and living room. The home, close to Lighthouse Beach, comes fully furnished and professionally decorated.

Listed by Brian W Dougherty of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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580 Meetinghouse Road Chatham MA 02659

Chatham, MA580 Meetinghouse Road

Price$2,150,000

Est. Mortgage: $/month

Open House

MLS Number 22305181

  • Residential
  • Next Open House: Sat 9th 11:00 am - 1:00 pm
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 2,813

Search no more - perfect 2.3 Acre Family Estate or Vacation Getaway with access to & partial ownership of Minister's Pond with stunning views & privacy. Idyllic location for weddings, gatherings, or seasonal rentals. Has consistently high rental history with bookings for 2024 already in place.Stunning views of Minister's Pond for kayaking, fishing (stocked by town annually) & nature observing. Walking paths leading to conservation trails & Goose Pond. Easy access to intra-towns bike/running trails. Perennial Gardens abound, meandering driveway w/ extra parking spaces plus 2-car attached garage. Basketball court, hammock, space for boat, gazebo, firepit, 2 outdoor showers & huge, elevated wrap around deck. 10 Rooms, 6 Bedrooms, 3 Full & 2 1/2 Baths.2 Master Beds with Ensuite Baths, one of 1st floor, 1st floor laundry. A-Framed ceilings, recessed lighting, natural wood built-ins, hardwood floors, wood burning FP in LR, & finished LL with gas FP & 1/2 bath.Light from numerous windows with wooded & pond views, DR seats 12; All rooms AC.Close to public beaches, boat ramps, yacht clubs, golf, restaurants, Chatham amenities. Must be seen to be appreciated.

Listed by David C Petrasko of Cape Harbor Realty

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Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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111 Barcliff Avenue Chatham MA 02633

Chatham, MA111 Barcliff Avenue

Price$3,999,999

Est. Mortgage: $/month

MLS Number 22304409

  • Residential
  • Bedrooms 8
  • Bathroom 5
  • Square Feet 4,413

Sitting on 1.74 acres, this is a truly unique and meticulously maintained Chatham compound that offers a variety of possibilities. Whether you're looking for an investment property, a retirement home, a second home, or the potential for expansion, this property has it all. The main home features 4 bedrooms and 4.5 bathrooms. Two of the bedrooms are recently renovated first -floor primary and the remaining two bedrooms are located on the 2nd floor and share a full bathroom. The kitchen is fully equipped and opens up to a large patio fitted with an awning. One of the highlights of this property is the unique Pilot House with its circular design and window lined walls. From here, you can enjoy breathtaking views of the sprawling lawn and Black Pond. In addition to the main house, there is a charming guest cottage located next door which features 3 bedrooms and a recently renovated full bath, sitting area and updated kitchen. Adjacent to both the cottage and main house is a carriage house with additional living space. Ideally situated close to both town and the Atlantic, this property is conveniently close to various activities and attractions, including the Chatham Fish Pier, Chatham A's games, pickleball courts, Seaside Links golf course, and swimming spots. Additionally Downtown Chatham with all it has to offer is just moments away: fine & casual dining, galleries, shops and the beach are within easy reach. Overall, this Chatham pond-front compound is a highly desirable property that combines versatility & beauty in a prime Chatham location. See attached for amenities, improvements and rental history.

Listed by Kimberly A Robbins of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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372 Fox Hill Road Chatham MA 02633

Chatham, MA372 Fox Hill Road

Price$6,895,000

Est. Mortgage: $/month

MLS Number 22303217

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 2,214

Overlooking beautiful Crows Pond, this exquisite property has a myriad of opportunities with a six bedroom septic, conceptual building plans for a four bedroom main house and an existing two bedroom, two bath waterfront home that feels like a private sanctuary exuding a perfect blend of luxury living with an elegant coastal charm. Located on 1.8 acres across from Eastward Ho Country Club. The home highlights custom craftsmanship and detailed finishes and provides ample space for intimate or large gatherings with generously proportioned indoor and outdoor living spaces. The great room with gas fireplace and dining area are view-filled and adjoin a sunroom with a wood burning fireplace, walls of windows and access to a patio. The kitchen has all the amenities as well as a sitting area that opens to a patio with a firepit. The bedrooms afford privacy with a first floor primary suite and a second level sitting room and en suite bedroom-all with water vistas. This home is a perfect Chatham retreat, but can also provide an exceptional palate to create a custom compound or family property for generations to come.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

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$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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270 Stage Island Road Chatham MA 02633

Chatham, MA270 Stage Island Road

Price$7,300,000

Est. Mortgage: $/month

MLS Number 22302289

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,000
  • Parking Spaces 8

A captivating coastal gem, nestled on the crest of Stage Island and surrounded by the scenic waters of Nantucket Sound, this picturesque setting offers a serene and idyllic backdrop for nature enthusiasts and beachgoers alike. This one of a kind private property provides a tranquil escape from the bustling mainland, making it a cherished destination for those seeking peace and natural beauty with its unspoiled landscapes, yet not far from downtown Chatham. Some of the best views of Stage Harbor and Nantucket Sound beyond, this is simply a remarkable spot. On a double lot this home was completely renovated in 2015 by Steven Nickerson and outfitted with all the modern amenities one could dream of. A true chef's kitchen, custom cabinetry throughout, hurricane rated windows, radiant heated floors, wireless control technology, Sonos, full house generator, and more. What more could you ask for...

Listed by Team Guthrie - Mabile of Berkshire Hathaway HomeServices Robert Paul Properties

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$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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21 Captains Cove Lane Chatham MA 02650

Chatham, MA21 Captains Cove Lane

Price$5,995,000

Est. Mortgage: $/month

Open House

MLS Number 22302262

  • Residential
  • Next Open House: Sat 9th 12:00 pm - 1:30 pm
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 5,519

This exceptional 5 bedroom coastal retreat & boater's delight offers the best of waterfront living; complete with a private deep water dock on Ryder's Cove! Beautifully constructed by Eastward Homes, the home is nestled in a private cul-de-sac and positioned to provide stunning water views from nearly every room. Multiple living spaces inside and out, elegant first-floor primary suite, and 4 additional en-suite bedrooms. An expansive great room encompasses the living room, dining area, and gourmet kitchen, and leads to a water view bluestone patio. The finely-finished walk-out lower level offers a variety of uses and includes a full bath. Amenities include Hardwood floors, Central A/C, generator, 2 laundry rooms, irrigation, outside shower, on-demand hot water and much more to add to your ease of living. This picturesque North Chatham neighborhood is just 10 minutes to Town; with easy access to fine restaurants, shopping, beaches & surrounding towns. Ryder's Cove is a protected saltwater inlet that leads out to Pleasant Bay and the Atlantic ocean. 21 Captains Cove offers exclusive luxe living and phenomenal location for a premiere Chatham waterfront lifestyle!

Listed by Shane K Masaschi and Lori Jurkowski of Kinlin Grover Compass

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$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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$12,900,000

Est. Mortgage: $/month

MLS Number 22300106

  • Residential
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 4,859
  • Parking Spaces 15

Magnificent eight bedroom mansion from days gone by designed by Architect Edward Sears Read. Perched on a hill overlooking Chatham Harbor, North Beach, and the Atlantic Ocean beyond. Almost 300 feet of sandy private beach described by an article on CNN as ''one of the top 9 secret beaches in NORTH AMERICA''. Three acres of land has room for expansion, a guest house, a pool, and/or a tennis court with town approvals... A true forever, family compound within an easy walk to downtown Chatham or Chatham Bars Inn. Must see the whole property, inside and out, to fully appreciate the surroundings, the privacy of the three acres, the 300 feet of beach, the eight bedrooms, the six fireplaces, and the miles of views to the north, south, and east. And what a spectacular, one of a kind property owned by the same family since the 1940's. Opinion of some people in town is that this is the nicest property in Chatham......You decide......

Listed by John B Burke and Ward H Brown,III of William Raveis Real Estate & Home Services

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%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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189 Moonpenny Lane Chatham MA 02633

Chatham, MA189 Moonpenny Lane

Price$4,995,000

Est. Mortgage: $/month

MLS Number 22205347

  • Residential
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 2,919

Perfectly sited on 1.4 acres directly on Oyster Pond River, this spectacular waterfront six bedroom property overlooks one of Chatham's most coveted vistas of the iconic Stage Harbor Lighthouse. From every vantage point, there are sweeping views of the waterfront with beautiful sunsets, swimming, clamming and relaxing at the beach right outside your door. Built in 1938, this property has been occupied by the same family for 70 years and opens the possibility to start a new family legacy in an unmatchable setting. Renovate or rebuild - the home is outside the flood zone. The current residence has a classic old fashion Cape Cod charm with some updates. This is a very special location with easy access to both the Atlantic Ocean and Nantucket Sound.

Listed by Chris Rhinesmith of Compass Massachusetts,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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192 Eastward Road Chatham MA 02633

Chatham, MA192 Eastward Road

Price$4,500,000

Est. Mortgage: $/month

MLS Number 22204503

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,514
  • Parking Spaces 5

Your very own paradise in Chatham in exclusive Eastward Point Assoc. 180 degrees of beautiful waterfront views. Sandy beach on Pleasant Bay and association dock on Crows Pond. This 5 bedroom 3 bath home is positioned beautifully on the lot and takes in all the views from Pleasant Bay, Chatham Harbor and Bassing Harbor with boating access to all as well as Ryder's Cove Marina and out to the Atlantic. Primary bedroom on the first & second floor. Whole house generator. Make an appointment to see this fabulous property designed and built by the well renowned Horace F. Reynolds.

Listed by Judith L Smith of John C Ricotta & Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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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 Coldwell Banker Martha Murray 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 Coldwell Banker Martha Murray Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated December 8, 2023 2:22 PM EST. All properties are subject to prior sale, changes, or withdrawal.

Coldwell Banker Martha Murray 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.