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.

97 Tilipi, Chatham, MA 02633

Price$17,500,000

Est. Mortgage: $/month

MLS Number 21306159

  • Single Family
  • Village Chatham
  • Year Built 2010
  • Bedrooms 6
  • Bathroom 10

Boasting one of the most spectacular properties on the Cape Cod shoreline, this shingle-clad home is poised on 1.9 acres and majestically resides over the Atlantic Ocean, Monomoy Islands and Nantucket Sound. With 10,974 square feet of living space spanning three levels, the six bedroom estate has simply breathtaking views, manicured grounds and a glorious stone pool pavilion. The enchanting home is designed with a circular motif and gleams of pure elegance and includes multiple family gathering rooms, a banquet size dining room, chef's kitchen, 11 seat theater, an opulent wine cave and a circular one bedroom carriage house for guests or staff. A Creston smart home system controls security, electronic gate, lighting, audio, and driveway and pool heat with a touch of a button. idyllic property is incomparable on Cape Cod.

Listed by Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 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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150 -154 Cross, Chatham, MA 02633

Price$9,999,000

Est. Mortgage: $/month

MLS Number 21801182

  • Single Family
  • Village Chatham
  • Year Built 1948
  • Bedrooms 10
  • Bathroom 10

A Landmark in town Estate sited on 1.3 acres of rolling lawns and elevated westerly water views over the Oyster Pond is available for the first time in over a generation. The Beechwood is a stately Federal style home built by Henry Sherman Howes in 1948, using the finest materials and craftsmanship. Unique ability to use as an 8000 s.f.single family, or have three legal townhomes, each with separate entrances. 10 BR's, 7 full and 3 half baths,7 fireplaces, three story elevator, an additional 4000 s.f. on lower level with speakeasy and ballroom. Incredible hand painted murals, curved staircase, and hand carved woodwork are just some special details. The grounds include multiple terraces,specimen plants and terrific privacy. A living piece of history. Peerless in its architechual detail and scale. Steps to both a sandy beach and the vibrant village of Chatham. Please ask broker for full historic information.

Listed by Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 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
  • Bedrooms 5
  • Bathroom 10

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 Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 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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75 Tilipi Run, Chatham, MA 02633

Price$9,900,000

Est. Mortgage: $/month

Active With Contract

MLS Number 21607303

  • Single Family
  • Village Chatham
  • Year Built 2003
  • Bedrooms 6
  • Bathroom 6

Situated in one of Chatham's most prestigious neighborhoods, this luxurious Morris Island residence is truly unique among waterfront properties. Perched high above the shoreline, with panoramic views of the Atlantic Ocean and Monomoy Islands, this world class home offers a magnificent living experience. Commanding views from nearly every room, this six bedroom, four full and two half bath home has excellent flow and generously proportioned rooms. The finest artisan fixtures and custom craftsmanship are seen throughout. Highlights include a magnificent great room with stone and wood architectural touches, a gourmand's kitchen, a magnificent first floor master suite, billiard room, & a lower level filled with every amenity imaginable. gardens, this is one of Chatham's finest properties.

Listed by Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 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$6,750,000

Est. Mortgage: $/month

MLS Number 21407880

  • Single Family
  • Village Chatham
  • Year Built 1959
  • Bedrooms 5
  • 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 Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 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
  • Bedrooms 5
  • Bathroom 6

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 Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 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
  • Bedrooms 8
  • Bathroom 9

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 Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 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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141 Cotchpinicut, Chatham, MA 02650

Price$4,500,000

Est. Mortgage: $/month

Open House

MLS Number 21805829

  • Single Family
  • Next Open House: Sat 22nd 11:00 am - 1:00 pm
  • Village North Chatham
  • Year Built 1734
  • Bedrooms 8

If you are looking for spectacular views you will not want to miss this exceptional estate that sits high on a hill overlooking Pleasant Bay on coveted Cotchpinicut Road. With plenty of room for guests, you will be charmed by the ambiance of this circa 1740 home with all of the updates required for today's stylish living. It features eight bedrooms including an opulent master suite and seven baths , wide pine floor boards, original paneling in the older sections, a large chef's kitchen, gas fireplaces in the den and kitchen, three wood burning fireplaces, a finished basement for the kids, separate apartment, office and man cave by the garage. With a heated inground pool, beach, two decks for entertaining, there is plenty of privacy but also great gathering places for all.

Listed by William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 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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173 Main, Chatham, MA 02633

Price$3,995,000

Est. Mortgage: $/month

MLS Number 21806729

  • Single Family
  • Village Chatham
  • Year Built 1823
  • Bedrooms 4
  • Bathroom 6

Sensational Elegance! Set in the Old Village, with waterviews of Chatham Harbor, this totally renovated Antique is in a top location is across from Andrew Harding's Lane Beach, and easy stroll away to downtown Chatham. This amazingly detailed and well planned home expands behind a craftully fitting Greek Revival exterior. The breezy kitchen offers many custom designed features and loads of room for guests. Four spacious bedrooms, each with private bathroom, including a lovely Master Suite with custom bath and breakfast nook with wine fridge. The interior spaces were impeccably planned including private office, welcome cubbies, storage and finished basement/ media room. Outdoor entertaining space on the patio and firepit look over the lovely gardens and private yard.

Listed by Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 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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535 Stage Harbor, Chatham, MA 02633

Price$3,750,000

Est. Mortgage: $/month

MLS Number 21714909

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

Location is everything...Iconic family estate overlooking Stage Harbor and on the loop to town and Lighthouse Beach. A welcoming wide front porch with lovely vistas of the sailboats in the Harbor and sweeping green lawns and coastal gardens sets the tone for casual Cape Cod elegance inside. Renovated over the years, the Main house boasts spacious rooms, updated kitchen, formal dining and over sized living room with fireplace. A newly renovated guest house offers two baths, two sleeping areas, full kitchen and private deck. Additional outer building includes a home office/artist studio. The property includes waterfront accessed via a path. The house easily expands for large family gatherings or can feel intimate in the off season. A special place.

Listed by Pine Acres Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 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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439 Shore, Chatham, MA 02633

Price$3,595,000

Est. Mortgage: $/month

Open House

MLS Number 21801587

  • Single Family
  • Next Open House: Sat 22nd 11:00 am - 2:00 pm
  • Village Chatham
  • Year Built 1997
  • Bedrooms 4

Masterfully transformed, this complete renovation is sophisticated, sleek,yet casual coastal design, taking advantage of the ocean and Black Pond views from every room, as well as the roof top deck. With high end finishes throughout, including a chef's kitchen with top of the line appliances, open floor plan, increased living space with the upstairs living/entertaining area and partially finished lower level, not yet reflected on the field card, brings the living space to almost 5000 sq. ft. AND on Shore Rd, you will admire every nook and cranny. Get in now and enjoy everything Chatham has to offer year round . PERMITS IN PLACE FOR POOL

Listed by Robert Paul Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 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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257 Stage Harbor, Chatham, MA 02633

Price$3,500,000

Est. Mortgage: $/month

MLS Number 21712414

  • Single Family
  • Village Chatham
  • Year Built 2004
  • Bedrooms 4
  • Bathroom 5

Price Reduced ! Fabulous Chatham near town location on the ''Loop.' Built in 2004 this Luxurious Captains Style home with architectural detail is generously sized and features a significant gathering room with a spacious gourmet kitchen, and breakfast area.This is accentuated with a giant fireplace and access to a sizeabe screened porch. There are 4 bedrooms, including a very private master bedroom suite,that includes a sizable master bath with lots of extras including a heated tile floor. The other bedrooms have individual baths. The fourth bedroom over the garage is also spacious and plenty of privacy accessible by a separate staircase.Downtown Chatham with its quaint shops,restaurants and band concerts are but a short distance away as are Oyster Pond Beach and Stage Harbor. Access to the ''Widows Walk'' by staircase give another dimension of grandeur of this stately home. The grounds are second to none and feature in-ground irrigation and an outdoor shower.It is spectacular

Listed by William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.6% last updated on Sep 13, 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.

Virtual TourSave FavoriteSchedule A VisitAsk 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 Cape Cod Chatelains are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Cape Cod Chatelains shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated September 20, 2018. All properties are subject to prior sale, changes, or withdrawal.

Cape Cod Chatelains 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.