Chatham Walk to Water

Dreaming of cool summer breezes and sunshine? Discover homes a walk to water in Chatham, a picturesque beachside town on Cape Cod, MA. Whether for a summer getaway or a permanent home, you are sure to find what you've been looking for. Save your favorites when you register with us today, and get notifications when similar properties are posted. Contact us for more information and to set up a showing for any listing below.

230 Cedar Chatham MA 02633

Chatham, MA230 Cedar Street

Price$10,500,000

Est. Mortgage: $/month

MLS Number 21908223

  • Single Family
  • Village Chatham
  • Year Built 1960
  • Bedrooms 5
  • Bathroom 6

This extraordinary waterfront estate is one of the most significant properties to come to market in Chatham. Set on 7.75 fenced in acres and abutting 20 acres of conservation, the residence offers 300 feet of waterfront footage, a deep-water dock, Pebble-Tec pool, fountain and an impeccable Oyster Pond River setting that is just a short stroll to Chatham's Village. The multi-roomed renovated estate comprises 5 BR 5.1BA with 3 fireplaces, custom kitchen with Aspen wood cabinetry, first floor master suite and views from nearly every room. The estate surprises with a whimsical two-story ''tower'' radiating light that connects to a dramatic lounge with soaring beamed ceilings, state of the art projection systems, billiard room, kitchen, and full bath. Full amenities available upon request.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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

558 Fox Hill Chatham MA 02633

Chatham, MA558 Fox Hill Road

Price$9,995,000

Est. Mortgage: $/month

MLS Number 21806851

  • Single Family
  • Village Chatham
  • Year Built 2018
  • Bedrooms 5
  • Bathroom 10

Spectacular Opportunity! North Chatham Luxury Waterfront. The Only New Construction with a Deep-water Dock and Pool in Chatham! Luxurious 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 an 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 Conservatory with Views. One of a Kind Lower Level with Sauna, Stunning Stone Wine Cellar, Entertainment & Exercise Room and Changing Room with Custom Kitchen. Meticulous Attention to Detail. (Note: Furnishings are Virtually Staged.)

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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

96 Tilipi Run Chatham MA 02633

Chatham, MA96 Tilipi Run

Price$9,995,000

Est. Mortgage: $/month

MLS Number 22001868

  • Single Family
  • Village Chatham
  • Year Built 2007
  • Bedrooms 6
  • Bathroom 9

This showcase shingle style residence on Morris Island set on 1.88 acres offers architectural sophistication and the ultimate in luxury living. The interiors combine a masterfully designed open floor plan with beach-style elegance and ease of living. The graciously appointed rooms comprise a spectacular chef's kitchen, living room, dining, a plethora of entertainment spaces, six generous bedrooms, including a first and second floor master suite, eight bathrooms and nearly 10,000 square feet of living over three levels - all with elevator access. The Interior spaces on all levels open to a multitude of outdoor deck and living space, most with sweeping views of the Atlantic and Monomoy Islands. The lower level boasts an exercise space, home theater, family room and game room. Outdoors is a sparkling pool and outdoor kitchen amongst lush landscaping and beautiful lawns. This is a coveted location that offers a private lifestyle steps away from the beauty of Cape Cod's National seashore.

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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

98,100,100 A Oyster Pond Furlong Chatham MA 02633

MLS Number 21904615

  • Single Family
  • Village Chatham
  • Year Built 1940
  • Bedrooms 9
  • Bathroom 6

Fabulous waterfront family compound with 2 separate parcels.This in-town location on the Oyster Pond has over 160' of frontage and three homes with 2 stairways to the Oyster Pond. One parcel, containing 30,720 sf known as 100 & 100A Oyster Pond Furlong which is a main house with 3 bedrooms and 3 baths & a 2 bedroom 1 bath carriage house with a 2 car garage. The second parcel, containing 16,117 sf known as 98 Oyster Pond Furlong has 4 bedrooms and 2 full baths. Enjoy this waterfront estate from all that summer has to offer to ''First Night'' fireworks over the calm waters of Oyster Pond. This picturesque site with access to Nantucket Sound and the Atlanticis full of possibilities. Swimming, sailing, kayaking awaits you at this incredible property. PLEASE NO DRIVE-BYS!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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

373 Bridge Chatham MA 02633

Chatham, MA373 Bridge Street

Price$5,990,000

Est. Mortgage: $/month

MLS Number 22000133

  • Single Family
  • Village Chatham
  • Year Built 2019
  • Bedrooms 7
  • Bathroom 9

Available for immediate summer occupancy! Boasting one of Chatham's most sought-after Light House Beach locations, this stunning estate set on 1.54 acres is a true family compound. The brand new 5 BR main house is masterfully designed with a relaxed open layout combining elegance and sophistication. The first floor has a central kitchen, dining room, multiple living spaces with an en-suite bedroom. The upper floor offers a sumptuous master bedroom-suite with a family room and three additional en-suite bedrooms. The lower level has an entertainment room, family room, wine storage and full bath. The guest house built in 2003 offers striking spaces, three fireplaces, a first and second floor master suite, and an indoor lap pool. The estate is enhanced with lushly landscaped grounds, a pool, and a detached garage. (Note: Furniture Photos in Listing sheet are a combo of virtually and past staging efforts)

Listed by Chris Rhinesmith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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

148 Whidah Chatham MA 02633

Chatham, MA148 Whidah Road

Price$4,399,000

Est. Mortgage: $/month

MLS Number 22003173

  • Single Family
  • Village Chatham
  • Year Built 2020
  • Bedrooms 5
  • Bathroom 6

Private beach ownership and magnificent panoramic Pleasant Bay, Outer Beach and Atlantic Ocean views on 1.18 acres are among the many highlights of this exquisite property. Custom builder Sears Point Residential has begun construction on this 5 bedroom, 5.5 bath, 4,720 sf custom home with commanding vistas from virtually every room and a stunning swimming pool. A deeded path leads you to 600' of private beach ownership and a mooring field. The hub of the house is defined by a chef's kitchen with a Wolf six burner range, Sub Zero refrigerator and additional wine and beer storage, a large center island with Quartz countertops, an open floor-plan dining and living space with wide plank hardwood floors, 9.5 ft ceilings and custom woodwork. Each bedroom is en-suite with master bedrooms with soaking tubs on both floors. Two second floor roof decks and a third floor widow's walk capture the stunning Pleasant Bay views. Rounding things out are a 4 season porch with a gas fireplace, a den/office, a mudroom and a two-car garage. The large irrigated yard is perfectly poised for a swimming pool and a generous pool deck. Now is the ideal time to add your personal touches.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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

19 Old Wharf Chatham MA 02650

North Chatham, MA19 Old Wharf Road

Price$4,295,000

Est. Mortgage: $/month

MLS Number 22003110

  • Single Family
  • Village North Chatham
  • Year Built 1800
  • Bedrooms 3
  • Bathroom 2

Located in iconic North Chatham, this sea captain's home overlooks the Atlantic Ocean, Pleasant Bay and Chatham Inlet. Boasting one of the best views on Cape Cod, enjoy your morning coffee on the patio watching the sun rise out of the Atlantic. Aptly named Spindrift, the house was originally built in the early 1800s by William Nickerson, Chatham's founder. Travel back in time to Chatham's historic seafaring days. Spindrift offers an unusually warm and inviting atmosphere with beautiful original wide plank floors, graced with rustic fireplaces, including an original beehive oven. As new owners, you may restore Spindrift to her former glory, or create your own history by building the home of your dreams. With 1.3 acres for expansion, take advantage of the 48 foot elevation to create your dream, surrounded by natural beauty and stunning water views. With Spindrift's proximity to downtown Chatham and Chatham Bars Inn, enjoy shopping, fine dining and entertainment at your fingertips! Outdoor enthusiasts will enjoy some of the best fishing on the Atlantic, or taking out your sea kayak to explore the numerous inlets and coves. Create your own piece of Chatham history withSpindrift! With 4 bedrooms and 3 bathrooms, this home offers a warm and inviting atmosphere that is sure to please. Built in the early 1800's, new owners can keep the house as is, restore it to its former glory or create their own history by building the home of their dreams. With potential to build and expand, new owners can take advantage of the elevation to create a home surrounded by natural beauty and stunning water views. Located a mile and a half outside of Downtown Chatham, you can enjoy shopping, fine dining and entertainment at your fingertips! Steps down the road, you will find Cow Yard Beach located on Pleasant Bay, just north of Tern Island and Aunt Lydia's Cove. Area residents can moor their boats nearby and have direct access to the Atlantic Ocean via Chatham Harbor. Outdoor enthusiasts will delight in taking out their sea kayak or paddle board to explore the inlets and coves long the shore. Nestled off Old Harbor Road, this neighborhood is known for its stunning views of the water and is graced with many historic homes that were built during Chatham's maritime days. Handed down through generations, Sprindrift House is now available for you to create your own piece of Chatham history!

Listed by David J Dubuque of EXIT Cape Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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

24 Captain Sears Chatham MA 02633

Chatham, MA24 Captain Sears Way

Price$4,250,000

Est. Mortgage: $/month

MLS Number 22000329

  • Single Family
  • Village Chatham
  • Year Built 2002
  • Bedrooms 5
  • Bathroom 6

It's all about a private dock with access to Nantucket Sound and beyond........Flawless Waterfront estate on sheltered inlet offers panoramic views over THE OYSTER POND to the church steeples in town and is sited on a very private lot with its own saltwater dock . Completely rebuilt(2002-03) from the ground up including top of the line heating and cooling systems, this tremendous home offers an inviting kitchen with walls of windows overlooking the water and 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 porch with fireplace, solid cherry paneled study and grand gallery are just some additional spaces. Surrounded by flowering coastal gardens, Pickle ball court and boating access to Nantucket Sound. When privacy matters. For a virtual tour please call listing agent.

Listed by Lori L Fanning Smith of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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

168 Whidah Chatham MA 02633

Chatham, MA168 Whidah Road

Price$3,990,000

Est. Mortgage: $/month

Active With Contract

MLS Number 21903995

  • Single Family
  • Village Chatham
  • Year Built 2020
  • Bedrooms 5
  • Bathroom 6

Move in for summer 2020. Custom builder Sears Point Residential has just completed this magnificent 5 bedroom, 5.5 bath, 4,496 sf custom home on 1.2 acres with commanding elevated Pleasant Bay, Outer Beach and Atlantic Ocean views from virtually every room. A deeded path leads to 600' of private beach ownership and a mooring field. Center stage is a chef's kitchen with a Wolf six burner range, Sub Zero refrigerator and additional wine and beer storage, a large center island with Quartz countertops, an open floor-plan dining and living space with wide plank hickory floors, 9.5 ft ceilings and custom woodwork. Each bedroom is en-suite with master bedrooms with soaking tubs on both floors. Two second floor roof decks and a third floor widow's walk capture panoramic ocean views. Rounding things out are a screened porch with a gas fireplace, a den/office, a mudroom and a two-car garage. The basement walkout is lined with stone walls and blue stone steps. With ample windows and a glass sliding door welcoming in lots of sunlight, there is the potential for a 1,500+ sf basement build out with 8.5' ceilings and a full bathroom and changing room. The large irrigated yard is perfectly poised for a swimming pool and a generous pool deck. This is a unique opportunity to buy a brand new house with stunning ocean vistas and private beach and Pleasant Bay access in Chatham.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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

56 Stage Island Chatham MA 02633

Chatham, MA56 Stage Island Road

Price$3,850,000

Est. Mortgage: $/month

MLS Number 21908207

  • Single Family
  • Village Chatham
  • Year Built 2009
  • Bedrooms 4
  • Bathroom 4

Thoughtfully positioned for optimum views and natural light this property offers gorgeous scenes of Stage Harbor, SW, the tidal marsh across the street and views of the Atlantic to the east. The abundance of glass allows for natural light in tandem with an open floor plan on all 3 levels. All four bedrooms have views as does the living room, kitchen/dining room and two very large rooms in the lower level. Plenty of space for families and overflow.The property was constructed in 2009 and built to ''post Katrina'' standards that the insurance mandated. This means extra tie-downs from foundation to roof and extra-strong windows.This property has a very strong summer rental background with PAR.The Stage Island Assoc.includes a deeded private beach. Easy access for swimming, kayaking and clamming in front of property and across the street.A new revetment has been installed as of 2019.Information contained herein is considered reliable but not guaranteed.

Listed by Trudi D Burrows of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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

676and 684 Orleans Road Chatham MA 02650

MLS Number 21903676

  • Single Family
  • Village North Chatham
  • Year Built 1977
  • Bedrooms 7
  • Bathroom 7

NORTH CHATHAM OCEANFRONT COMPOUND: One 3 bedroom, 4 bath waterfront home and one 4 bedroom, 3 bath waterfront home w/panoramic views and offering inviting floor plans w/separate deeds. This idyllic property provides the opportunity to own a new Dock & sea wall for boating & fishing. An in-ground swimming pool w/awning area & bunk house all situated on a 1.31 acre parcel offering limitless potential. The two homes were built in 1977 & 1900 respectively, the 1900 property has many updates & an addition. Amenities include lovely manicured grounds, irrigation by well, central AC, gas heat, 2 two-car garage, a back-up generator and it is not in the flood zone. This special property with the perfect blend of indoor/outdoor living provides space for family & friends to enjoy this summer and North Chatham for many years to come!

Listed by Shane K Masaschi of Kinlin Grover Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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

620 Orleans Chatham MA 02650

North Chatham, MA620 Orleans Road

Price$3,749,900

Est. Mortgage: $/month

MLS Number 22001210

  • Single Family
  • Village North Chatham
  • Year Built 2002
  • Bedrooms 4
  • Bathroom 4

Not very often does a property become available that offers so much. This direct waterfront home along with its large boat house is a true Cape Cod charmer. This expansive residence has a noteworthy setting with panoramic water views of Ryder's Cove, a rolling lawn down to the water's edge, and boat house to the side of the property for kayaks, swimming and boating equipment. Most rooms of the home provide intriguing water views whether it be wildlife or boats resting on their moorings. Thoughtfully positioned to take full advantage of the view and light, this 4,100 sq. ft home has 3 levels of living. Highlights of the first floor include an expansive living room overlooking a veranda, and a bright kitchen and dining area where views from these rooms are an easy distraction. A first floor master suite, exceptional office, pantry and half bath finish off that level. Below is a recreation room ideal for the fitness enthusiast and a hobby room for the tinkerer. The second floor features another master suite, and third bedroom both with stunning views. Over the garage is a media room. A 2 car garage, lawn irrigation, and central a/c complete the picture. Please note that this home has been built with careful consideration using the finest of construction methods. Details are happily provided to interested parties

Listed by Doug Grattan of Chatham Properties Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* 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

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 Chatelain 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 Chatelain Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated July 8, 2020. All properties are subject to prior sale, changes, or withdrawal.

Chatelain 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.