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      Chatham Luxury Homes

      Search for the latest luxury homes for sale in Chatham, MA. Look through a variety of scenic listings including waterfront and beachfront properties. Buyer Brokers of Cape Cod is your real estate resource for the Cape.

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      Contact Buyer Brokers of Cape Cod - our team can help answer any questions, set up private showings and provide additional information for any listing below.

      97 Tilipi, Chatham, MA 02633

      Price$17,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21306159

      • Single Family
      • Village Chatham
      • Year Built 2010
      • Bathroom 10
      • Full Bathrooms 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 Chris Rhinesmith of Pine Acres Realty

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      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.6% last updated on 2018-09-13

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

      67 Wilkey, Chatham, MA 02633

      Price$13,500,000The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 21607479

      • Single Family
      • Village Chatham
      • Year Built 2005
      • Bathroom 9
      • Full Bathrooms 7

      A Masterpiece...landmark home, truly one of the best located waterfront estates in Chatham. The home overlooks the Atlantic Ocean, inner harbor and passing boats but is protected by both a seawall and rock revetment. Very private setting, yet a short stroll to downtown. Built to highest standards, this home has 6 ensuite bedrooms, high ceilings throughout, media room,large family gathering area off kitchen, elevator and several outdoor seating areas overlooking beautiful gardens and a 180 degree view of the ocean. There is room for a large pool, loads of closets and storage space and 3-car garage with ample space for parking. This is an impeccably maintained home for extended family and grand entertaining.

      Listed by Bill W Storff of Pine Acres Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.6% last updated on 2018-09-13

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

      150 -154 Cross, Chatham, MA 02633

      Price$9,999,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21801182

      • Single Family
      • Village Chatham
      • Year Built 1948
      • Bathroom 10
      • Full Bathrooms 7

      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 Lori L Fanning Smith of Pine Acres Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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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: 4.6% last updated on 2018-09-13

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

      558 Fox Hill, Chatham, MA 02633

      Price$9,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21806851

      • Single Family
      • Village Chatham
      • Year Built 2018
      • Bathroom 10
      • Full Bathrooms 6

      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 Chris Rhinesmith of Pine Acres Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 4.6% last updated on 2018-09-13

      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

      Active With Contract

      MLS Number 21607303

      • Single Family
      • Village Chatham
      • Year Built 2003
      • Bathroom 6
      • Full Bathrooms 4

      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 Chris Rhinesmith of Pine Acres Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 4.6% last updated on 2018-09-13

      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
      • Street Number Modifier 77
      • Village Chatham
      • Year Built 1959
      • 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 Chris Rhinesmith of Pine Acres Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 4.6% last updated on 2018-09-13

      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$4,999,999The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21802665

      • Single Family
      • Village Chatham
      • Year Built 1850
      • Bathroom 6
      • Full Bathrooms 5

      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 Lori L Fanning Smith of Pine Acres Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 4.6% last updated on 2018-09-13

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

      155 & 157 Bridge, Chatham, MA 02633

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

      Est. Mortgage: $/month

      MLS Number 21803466

      • Single Family
      • Village Chatham
      • Year Built 1980
      • Bathroom 9
      • Full Bathrooms 7

      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 Chris Rhinesmith of Pine Acres Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 4.6% last updated on 2018-09-13

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

      369 Old Harbor, Chatham, MA 02633

      Price$4,950,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21803306

      • Single Family
      • Village Chatham
      • Year Built 1839
      • Bathroom 22
      • Full Bathrooms 20

      The ultimate Chatham, Cape Cod experience. This private 1.77 acre compound with multiple historic buildings and lovely manicured grounds and pool could be your family retreat. Includes a modern home adjacent to 369 Old Harbor, located at 36 Manamock Rd. A short stroll to Chatham's Main Street famous for shops, galleries and fine and fun dining. Near sandy ocean beaches, golf, theater, island ferries and everything wonderful to do on the Cape. Your family and guests will enjoy luxury accommodations. Elegant sunny dining room is the perfect sunny spot to entertain. The experience here is all about this amazing location and all that Cape Cod offers. Ample off street parking, furnished. Currently licensed and operating as a B&B Inn. Many possibilities. Business Financials available.

      Listed by Carol M Edmondson of Cape Cod Village Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

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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: 4.6% last updated on 2018-09-13

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

      141 Cotchpinicut, Chatham, MA 02650

      Price$4,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21805829

      • Single Family
      • Village North Chatham
      • Year Built 1734
      • Bathroom 8
      • Full Bathrooms 7

      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 Evelyn S Doane of William Raveis RE & Home Serv.

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 4.6% last updated on 2018-09-13

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

      581 Shore, Chatham, MA 02633

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

      Est. Mortgage: $/month

      MLS Number 21802947

      • Single Family
      • Village Chatham
      • Year Built 2018
      • Bathroom 7
      • Full Bathrooms 6

      A rare offering on Shore Road in Chatham. A brand new residence to be built in one of Chatham's most desirable areas. This classic home will encompass over 4,000 sq. ft of living space and provide its owners with luxury modern conveniences suitable for today's discerning buyer. This 5 bedroom, 6 and a half bath home features an inviting open floor plan, great room, chef's kitchen with focus on a large center island, first floor master suite, and blue stone patio area ideal for outside entertaining. A bright breakfast nook, formal dining room, laundry room, and butler's pantry are also planned. Additional amenities include detailed wood work throughout, 2 gas fireplaces, cobble driveway apron, irrigation, lush landscaping, and 2 car garage.

      Listed by Doug Grattan of Chatham Properties Group

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 4.6% last updated on 2018-09-13

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

      173 Main, Chatham, MA 02633

      Price$3,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21806729

      • Single Family
      • Village Chatham
      • Year Built 1823
      • Bathroom 6
      • Full Bathrooms 5

      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 Barbara P Garside of Pine Acres Realty

      {$office->Name}

      Buyers Brokers of Cape Cod, McKenna Associates
      116 Route 6A
      Sandwich MA, 02563
      Office: 774-994-1900

      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: 4.6% last updated on 2018-09-13

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

      This site was last updated September 18, 2018. All properties are subject to prior sale, changes, or withdrawal.

      Buyer Brokers of Cape Cod 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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      “We recently bought a home in West Barnstable and through the recommendation of a dear friend, who used Ed McKenna of Buyer Brokers of Cape Cod, we contacted Ed. What a breath of fresh air to actually have a real estate broker working on your behalf and advocating for you throughout the process. Ed found us a lovely home in West Barnstable and negotiated a number of [...]

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