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Chatham Luxury Homes $1M+

Discover luxury homes in Chatham, a beautiful oceanside town on Cape Cod. Look through a variety of current real estate, listed from $1M, in this beautiful location. Whether for a summer getaway or a permanent home, you are sure to find what you've been looking for. Save your favorites with 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$19,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21306159

  • Single Family
  • Acreage 1.9
  • Village Chatham
  • Lot Size Square Feet 82764
  • Bedrooms 6

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

Cape Cod Chatelains
525 South Street
Hyannis MA, 02601
Office: 508.737.4080

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

150 Cross, Chatham, MA 02633

Price$11,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21606291

  • Single Family
  • Acreage 1.3
  • Village Chatham
  • Street Number Modifier 154
  • Lot Size Square Feet 56628

A Landmark in town Estate sited on 1.3 acres of rolling green lawns and elevated western waterviews 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 . Over 8000 s.f. on the three main levels,there are 10 bedrooms, 7 full and three half baths , 7 fireplaces, three story elevator, and 4000 additional square feet on the lower level including a ballroom and speakeasy bar. An original hand painted mural in the south foyer and staircase lead to the master suite. The grounds include multiple terraces,specimen plantings offering exquisite privacy. Steps to both a sandy beach and the vibrant seaside village of Chatham. A living piece of history, peerless in its architectural detail and scale. Ask broker for additional historical information

Listed by Pine Acres Realty

Cape Cod Chatelains
525 South Street
Hyannis MA, 02601
Office: 508.737.4080

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

520 Shore, Chatham, MA 02633

Price$10,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21508560

  • Single Family
  • Acreage 2.92
  • Village Chatham
  • Lot Size Square Feet 127195
  • Bedrooms 7

Sand Bars, a spectacular waterfront estate, perched upon the coveted stretch of Shore Road is one of the most magnificent properties in Chatham. With 2.9 acres of privacy, it is the largest waterfront parcel on Shore Road offering stunning elevated views of Chatham Harbor, the Atlantic and panoramic vistas of Chatham's unrivaled shoreline. The layout comprises both traditional and contemporary design with a flowing layout and private living quarters that accommodates entertaining or compound living. The nine bedroom septic currently holds 7 bedrooms including a first floor master suite, 2 offices, a formal dining room, and great room with chef's kitchen. Notable highlights include, a seaside gunite pool with waterfall, spacious outdoor patios and roof deck. One of a kind setting. deck and exquisite landscaping.

Listed by Pine Acres Realty

Cape Cod Chatelains
525 South Street
Hyannis MA, 02601
Office: 508.737.4080

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

75 Tilipi Run, Chatham, MA 02633

Price$9,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21607303

  • Single Family
  • Acreage 1.45
  • Village Chatham
  • Lot Size Square Feet 63162
  • Bedrooms 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

Cape Cod Chatelains
525 South Street
Hyannis MA, 02601
Office: 508.737.4080

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Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

74 Sears Point, Chatham, MA 02633

Price$6,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21407880

  • Single Family
  • Acreage 6.63
  • Village Chatham
  • Street Number Modifier 77
  • Lot Size Square Feet 288803

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

Cape Cod Chatelains
525 South Street
Hyannis MA, 02601
Office: 508.737.4080

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

24 Captain Sears, Chatham, MA 02633

Price$5,595,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21710937

  • Single Family
  • Acreage 0.96
  • Village Chatham
  • Lot Size Square Feet 41818
  • Bedrooms 5

No sign

Listed by Pine Acres Realty

Cape Cod Chatelains
525 South Street
Hyannis MA, 02601
Office: 508.737.4080

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

34 Salt Marsh, Chatham, MA 02650

Price$5,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21607014

  • Single Family
  • Acreage 2.53
  • Village North Chatham
  • Lot Size Square Feet 110207
  • Bedrooms 4

Extraordinary home for the Collector of Art: A+ for this magnificent mid-century modern architectural design by Kenney Nickerson with superlative craftsmanship in this 8400 SF stunning building.Commissioned by a lifelong observer of architecture, the vision for a contemporary glass box of comfort & serenity has been realized in this transparent home. You can see through it from east to west, enveloping you in two environments simultaneously. Sited with exquisite landscaping details including sculptured serpentine wall, stone fountains, croquet/soccer pitch on 2.54 Acre of privacy. Featuring Smart House technology, exquisite cherry woodworking throughout, notably in galleries & kitchen, elevator,library, wine cellar, gas radiant heat, fire pit, generator&more. The apparent extravagances of copper roof & bronze railings are typical measures taken by master builder Steve Nickerson.See Virtual Med ia/3D flr plan. 40,104 SF LOT included with garage@30 Salt Marsh for more estate potential

Listed by William Raveis RE & Home Serv.

Cape Cod Chatelains
525 South Street
Hyannis MA, 02601
Office: 508.737.4080

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

344 Fox Hill, Chatham, MA 02633

Price$4,995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21609439

  • Single Family
  • Acreage 0.99
  • Village Chatham
  • Lot Size Square Feet 43124
  • Bedrooms 6

Perched on Fox Hill Road overlooking Crow's Pond, this impressive home is a perfect blend of historic charm and modern seaside luxury. Built by Polhemus Savery DaSilva, the home is designed to maximize spectacular water views. Striking interior elements include stunning millwork, eye-catching wall paper, crisp shades of paint, and rich wide pine floors and brickwork. The homes entry is defined by a fireplace and steps down to the main living area with chef's kitchen, bar and a sunlit living room. An adjoining dining room and sunroom with brick floors complement the exquisitely appointed interiors. Each of the six bedrooms is carefully designed and well-proportioned with a sumptuous master suite on the first floor. This is truly an incomparable home. versatile family room. The back yard is a profusion of greenery and a perfect outdoor retreat with a signature brick patio with fire pit and stairs that lead to the water's edge.

Listed by Pine Acres Realty

Cape Cod Chatelains
525 South Street
Hyannis MA, 02601
Office: 508.737.4080

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

338 Seapine, Chatham, MA 02650

Price$4,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21509408

  • Single Family
  • Acreage 1.56
  • Village North Chatham
  • Lot Size Square Feet 68044
  • Bedrooms 4

Once in a lifetime llegacy property with the most remarkable views anywhere! After a day at the beach or after a round of golf settle back, relax and take in one of the prettiest views on the Cape. On a quiet cul-de-sac, at the very end of the road and sitting on just over an acre of land, this home is a classic Cape with old world charm and views from every room. Only someone with discriminating taste will appreciate all this home and property has to offer. It's not new and glitzy but it is spectacular and tasteful. Perfection. Be Sure to watch the video!

Listed by Robert Paul Properties, Inc.

Cape Cod Chatelains
525 South Street
Hyannis MA, 02601
Office: 508.737.4080

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Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

257 Stage Harbor, Chatham, MA 02633

Price$4,395,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21712414

  • Single Family
  • Acreage 0.5
  • Village Chatham
  • Lot Size Square Feet 21780
  • Bedrooms 4

Fabulous Chatham near town location on the ''Loop.' Built in 2004 this striking 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 seasonal comfortable 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 the Stage Harbor Waterfron 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.

Cape Cod Chatelains
525 South Street
Hyannis MA, 02601
Office: 508.737.4080

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

328 Whidah, Chatham, MA 02633

Price$4,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 21711749

  • Single Family
  • Acreage 1.18
  • Village Chatham
  • Lot Size Square Feet 51400
  • Bedrooms 5

Presiding over Bassing Harbor in Pleasant Bay this rare offering is sited on 1.18 acres in North Chatham's Cannon Hill Association. Ideally located at the end of a cul-de-sac, down a lushly landscaped driveway, the property boasts privacy and spectacular views with private association beach. Immaculately presented, this five bedroom home built in 1962 and renewed over time, displays attention to detail and uncompromising views. The spacious living room with dining area and fireplace looks out to the stunning bay and adjoins an open kitchen. A modern family room with cathedral ceilings and projection TV system accentuate the home's comforts. A separate wing comprises three bedrooms and two baths. The updated master suite is a sanctuary streaming with light and beautiful views. Above is an office space with a multi-use bonus space. In addition there is a whole house Natural Gas backup generator. This is a very special property and opportunity.

Listed by Pine Acres Realty

Cape Cod Chatelains
525 South Street
Hyannis MA, 02601
Office: 508.737.4080

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Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

21 Captains Cove, Chatham, MA 02650

Price$3,999,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 21505531

  • Single Family
  • Acreage 0.85
  • Village North Chatham
  • Lot Size Square Feet 37026
  • Bedrooms 5

Overlooking Ryder's Cove with a deep water dock, this fabulous waterfront home built by Eastward Companies delivers an incomparable waterfront lifestyle. Boasting an exceptional five bedrooms, six and half bath open floor plan design, the interiors exude luxury with top amenities and fine appointments. The home opens to a striking great room with fireplace and gourmet kitchen with state of the art appliances, pantry and walk-in laundry. There's a luxurious first floor master suite and above are four light-filled en-suite bedrooms, as well as family room with wet bar and fireplace. A private bonus room with full bath above the garage is accessed by the back stairway. The home is complete with an impressive finished lower level with bath and gleaming wood floors. Spectacular waterfront home. facing exposure, multiple outdoor stone living spaces, a two car garage, this home is a showcase seaside retreat.

Listed by Pine Acres Realty

Cape Cod Chatelains
525 South Street
Hyannis MA, 02601
Office: 508.737.4080

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% last updated on 2017-04-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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 March 7, 2017. 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.

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