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$14,950,000

Est. Mortgage: $/month

MLS Number 21808394

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

LANDS END. Enchantment Begins. At the southeasterly tip of Cape Cod, this spectacular waterfront estate is a world unto itself--masterfully blending cosmopolitan luxury and sophistication with the wild natural beauty of the Atlantic Ocean, Nantucket Sound and Monomoy Islands. Literally and figuratively the ''ultimate estate,'' this gated residence is located blufftop at the cusp of Chatham's Morris Island (one of Cape Cod's most exclusive residential enclaves) with views as far as the eye can see.A rose-strewn iron gate opens to a glittering granite-edged drive approaching the main residence and encircling the two-story guest house. Spanning three levels connected by an interior elevator, the stunning estate--designed by national-award-winning Osterville architect Doreve Nicholaeff-- employs a circular motif to capture near-360-degree water views. A symphony of wood, glass, and stone, the home's design, materials, amenities and craftsmanship are peerless. The residence includes 6 ensuite bedrooms, multiple family gathering rooms, banquet-size dining room, chef's kitchen, 11-seat theater, ingenious wine/dining rotunda, billiards room/entertainment area with bar, and a circular one-bedroom carriage house for guests or staff. The opulent master suite includes sumptuous bath, generous walk-ins and dressing areas, and a Tiger Maple-clad office for the executive of this universe. Off the main living area, a massive wrap-around deck provides a brilliant venue for alfresco dining, entertaining, and relaxing to mesmerizing views of ocean, islands, and Sound. To the east, a glorious stone pool pavillion is anchored by a vast infinity pool flanked by a pergola-topped outdoor kitchen, dining and living area. Throughout, the estate is accented by stunning stone work and gorgeous gardens. A Creston smart home system controls security, electronic gate, lighting, audio, and driveway and pool heat with a touch of a button. A natural path leads along stepped vegetable and flower gardens through a coastal dune to the white powdery beach of the Monomoy National Wildlife Refuge on Chatham Harbor. The ultimate in luxurious coastal living and a sublime sanctuary without peer.

Listed by Robert Paul Properties, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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: 4.94% last updated on Nov 15, 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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108 Shore, Chatham, MA 02633

Price$9,900,000

Est. Mortgage: $/month

MLS Number 21808231

  • Single Family
  • Village Chatham
  • Year Built 1920
  • Bedrooms 7
  • Bathroom 8

Located on the Gold Coast of Chatham, you will benefit from the combination of essentially new construction with the style of a 1920's Colonial and an open concept contemporary interior. Elevated views of Chatham harbor and the Atlantic will wow your guests who will enjoy the privacy of the newly renovated 3 bedroom guest house with au pair quarters, while you escape to the seaside cabana with a good book and a bottle of wine. The residence includes 4 bedrooms, 4 full and 1 half baths, an office, and a finished lower level with a home theater. The Chatham Bars Inn is nearby as is Chatham village with fine restaurants, shopping, and a lively social scene.

Listed by LandVest, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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$5,995,000

Est. Mortgage: $/month

Active With Contract

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: 4.94% last updated on Nov 15, 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: 4.94% last updated on Nov 15, 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

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$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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

MLS Number 21805829

  • Single Family
  • Village North Chatham
  • Year Built 1734
  • Bedrooms 8
  • Bathroom 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: 4.94% last updated on Nov 15, 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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58 Pond, Chatham, MA 02633

Price$4,500,000

Est. Mortgage: $/month

MLS Number 21807585

  • Single Family
  • Village Chatham
  • Year Built 2007
  • Bedrooms 5
  • Bathroom 5

A view with a house. Timeless design and fine craftsmanship, make this classic shingle style home a very unique retreat. With its beautiful beaches, abundance of outdoor activities and, small town charm, Chatham is one of the jewels in Cape Cod's crown. Enjoy 500 feet of Panoramic Unobstructed Western Water Views over the Oyster Pond-A moments stroll to a sandy beach or use of the Private Assoc. dock to enjoy boating, paddleboarding, kayaking or fishing. Imagine sunsets and cocktails from the privacy of your waterfront patio. A quick stroll to the vibrant village to enjoy Anglers baseball, watch a movie at the Orpheum, dine at fine restaurants, golf, galleries and boutique shopping. This gracious 4000 sq. ft. lends itself to comfortable family living. Chefs kitchen. High end finishes.

Listed by John C Ricotta & Assoc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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: 4.94% last updated on Nov 15, 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: 4.94% last updated on Nov 15, 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 24th 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: 4.94% last updated on Nov 15, 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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154 Champlain, Chatham, MA 02633

Price$3,500,000

Est. Mortgage: $/month

MLS Number 21803332

  • Single Family
  • Village Chatham
  • Year Built 1860
  • Bedrooms 6
  • Bathroom 3

Waterfront antique cape plus 2 outbuildings and garage..80 feet on Stage Harbor offering beautiful views to Stage Harbor Light. Deed restrictions in place to limit the height for Renovation. Septic system Approval for 6 bedroomc

Listed by William Raveis RE & Home Serv.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 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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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 November 21, 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.