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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.

      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

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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: 4.63% last updated on 2018-12-13

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

      103 Shore, Chatham, MA 02633

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

      Est. Mortgage: $/month

      Pending

      MLS Number 21808188

      • Single Family
      • Village Chatham
      • Year Built 2014
      • Bathroom 10
      • Full Bathrooms 7

      This truly magnificent offering is one of Chatham's most striking Shore Road properties. Newly constructed in 2014 and built by Whitla Brothers, this stunning estate encapsulates a new generation of classic Cape Cod living. Elegantly set on over an acre of land, the 6,923 square foot home comprises a four-bedroom main house, one-bedroom pool house with bonus room, a sumptuous pool pavilion and a three-car garage. The main house features three levels; the first floor has a great room, living room study and sitting room; Above are four bedrooms with an exquisite master suite and custom Captains Walk. The lower level has an entertainment room, wine cellar and exercise room. The exquisite grounds include a pool, outdoor firepit and a sublime stone patio pavilion.

      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

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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: 4.63% last updated on 2018-12-13

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

      108 Shore, Chatham, MA 02633

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

      Est. Mortgage: $/month

      MLS Number 21808231

      • Single Family
      • Village Chatham
      • Year Built 1920
      • Bathroom 8
      • Full Bathrooms 7

      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 Stewart Young of LandVest, Inc.

      {$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: 4.63% last updated on 2018-12-13

      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$5,995,000The price has recently decreased

      Est. Mortgage: $/month

      Active With Contract

      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: 4.63% last updated on 2018-12-13

      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: 4.63% last updated on 2018-12-13

      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: 4.63% last updated on 2018-12-13

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

      255 Seapine, Chatham, MA 02650

      Price$4,699,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21808822

      • Single Family
      • Village North Chatham
      • Year Built 2000
      • Bathroom 5
      • Full Bathrooms 4

      Enjoy breathtaking views of Crows Pond from this impeccable & unique Timberframe home. This open-concept post & beam home has abundant natural light & water views from most of the first floor, including the first floor master suite with two walk-in closets. The family room, living room, and sitting area are situated around a spectacular 2-story stone fireplace & flow directly into the chef's kitchen with over-sized center island with separate pantry. The second floor includes 3 en-suite bedrooms & a special ''lighthouse'' office with panoramic views of Crows Pond & a 1600-bottle wine cellar with naturally maintained temperature/humidity resides on the lower level. Steps down to the private beach bring you to the boat house with water & electricity. This is truly a must-see waterfront gem!

      Listed by Kristin E Muller of John C Ricotta & Assoc.

      {$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: 4.63% last updated on 2018-12-13

      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$4,650,000The 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: 4.63% last updated on 2018-12-13

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

      58 Pond, Chatham, MA 02633

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

      Est. Mortgage: $/month

      MLS Number 21807585

      • Single Family
      • Village Chatham
      • Year Built 2007
      • Bathroom 5
      • Full Bathrooms 3

      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 of John C Ricotta & Assoc.

      {$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: 4.63% last updated on 2018-12-13

      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

      Open House

      MLS Number 21805829

      • Single Family
      • Next Open House: Sat 15th 11:00 am - 1:00 pm
      • Village North Chatham
      • Year Built 1734
      • 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 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: 4.63% last updated on 2018-12-13

      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 under construction in one of Chatham's most desirable areas. This classic home encompasses over 4,000 sq. ft of living space and provides 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 with an inground swimming pool 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: 4.63% last updated on 2018-12-13

      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: 4.63% last updated on 2018-12-13

      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 December 14, 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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