Homes in Chatham

62 New/Updated Properties in Chatham
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97 Tilipi Run 1
97 Tilipi Run 297 Tilipi Run 397 Tilipi Run 497 Tilipi Run 5
$25,000,000
6 Bedrooms / 
8.00 Bathrooms
10,974 SqFt / 1.90 Acres
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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. This idyllic property is incomparable on Cape Cod.
157 Wapoos Trail 1
157 Wapoos Trail 2157 Wapoos Trail 3157 Wapoos Trail 4157 Wapoos Trail 5
$18,000,000
5 Bedrooms / 
7.50 Bathrooms
7,500 SqFt / 13.80 Acres
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Iconic 13+ acre waterfront estate on Morris Island complete w/ a 5 bedroom 7 1/2 bath main house & a 40 X 30 foot boathouse w/ permanent dock & two side floats. Other structures on the sprawling property include a chapel, children's retreat,& garden shed. The Main house includes a two-story entry hall with circular staircase, living room,formal dining room,library,family room,sunroom,gourmet kitchen,screened porch,5 bedrooms,3 w/ private en suite bath,& all w/ spectacular water views.Additional features include a third floor craft room,a fireplaced billiard room on the lower level,& so much more!There are 6 other fireplaces in the main house & a wood stove in the boathouse. A golf cart to navigate from one breathtaking vista to another.The manicured gardens & long winding drive complete this incredible property.CLICK ON VIRTUAL MEDIA TOUR
96 Tilipi Run 1
96 Tilipi Run 296 Tilipi Run 396 Tilipi Run 496 Tilipi Run 5
$8,795,000
6 Bedrooms / 
8.00 Bathrooms
9,700 SqFt / 1.88 Acres
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An impeccable Morris Island property, this grand shingle-style home offers unparalleled views of the Atlantic and Monomoy islands. Offering architectural sophistication and elegant craftsmanship, this six bedroom, eight baths home spans almost 10,000 S.F. over three levels. Completed in 2009, the main entrance features a foyer leading to the main living space and adjoining hallway with elevator. The main level includes an elegant en suite master bedroom, living room, dining room and luxury chef's kitchen, all with panoramic views. The expansive second level offers five additional en suite bedrooms, multiple balconies and sweeping views throughout. The lower level boasts a plethora of stunning living spaces that completes this superlative property. Meticulous attention to detail is shown in every aspect of this home's exceptional design.
75 Tilipi Run 1
75 Tilipi Run 275 Tilipi Run 375 Tilipi Run 475 Tilipi Run 5
$7,995,000
6 Bedrooms / 
5.00 Bathrooms
6,043 SqFt / 1.45 Acres
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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. Beautifully landscaped with lawns and lovely gardens, this is one of Chatham's finest properties.
0 Whidah Rd 1
0 Whidah Rd 20 Whidah Rd 30 Whidah Rd 40 Whidah Rd 5
$7,300,000
6.33 Acres
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Your Vision! Your Dream! No Compromises! Build your dream estate on this once-in-a-lifetime, amazing location in prestigious Chatham. This is the largest undeveloped beachfront-waterfront property available in Chatham: 6.3280 acre site plus an additional 1.45 acre beachfront parcel, 50% undivided interest, on Pleasant Bay/Bassing Harbor. Multiple elevated building sites with views of Pleasant Bay & Ocean with pristine sandy beach just below. A boater's paradise with access to the Atlantic Ocean. An ideal location for a family compound with all the finest amenities: guest houses, pool, tennis courts…Also subdivision potential – the choice is yours! Preliminary engineering and conceptual plans available to inspire your imagination. A rare opportunity!
135 Salt Marsh Way 1
135 Salt Marsh Way 2135 Salt Marsh Way 3135 Salt Marsh Way 4135 Salt Marsh Way 5
$5,999,000
5 Bedrooms / 
6.00 Bathrooms
5,500 SqFt / 1.18 Acres
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Imagine…This is your new home. Unspoilt North Chatham location. Unforgettable Pleasant Bay and saltmarsh views. A private sandy beach is steps away from a uniquely welcoming 5,500 s.f. custom home in mint condition. An upscale coastal ambiance offers casual elegance that flows through this 5BR, 7 bath home with gourmet kitchen, open floor plan, luxury master bedroom with en suite bath and private deck and a third floor game room suite with additional sunning deck. A perfect party house for entertaining family and friends in style…Chatham Style.
469 Shore Rd 1
469 Shore Rd 2469 Shore Rd 3469 Shore Rd 4469 Shore Rd 5
$4,750,000
4 Bedrooms / 
5.50 Bathrooms
4,217 SqFt / 0.46 Acres
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Located on prestigious Shore Road, this custom built gambrel residence offers striking interiors and tranquil outdoor living spaces including an exquisite outdoor pool spa. Built in 2006, the home spans 4,217 s.f, and is comprised of four bedrooms, five and half baths with an inviting open floor plan, spacious rooms and high ceilings. The sunlit great room opens to a living room with coffered ceilings, a grand stone fireplace and a sweeping outdoor deck. The chef's kitchen has a mahogany island and Wolf, Miele and Subzero appliances and adjoins to a private dining area. There is a first floor guest suite and three generously sized en suite bedrooms above including a sumptuous master suite with views of the Atlantic. Above the two car garage is an impressive family room. This home assures relaxation and luxurious comfort.

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 Kinlin Grover Real Estate are marked with the BR logo. This site was last updated Apr 19, 2014.
All properties are subject to prior sale, changes, or withdrawal.
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