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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.

      43 Morris Island Chatham MA 02633

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

      Est. Mortgage: $/month

      MLS Number 21901228

      • Single Family
      • Village Chatham
      • Year Built 2006
      • Bathroom 7
      • Full Bathrooms 5

      Imagine waking up to gentle sea breezes and sounds of the Atlantic in the air. This is the lifestyle you've been dreaming of. A Slice of Paradise... Unsurpassed panoramic views of theAtlantic Ocean and beyond. And only a short walk to the Outermost Harbor. This masterfully constructed compound is privately tucked away at the onset of Morris Island Road, andsteps to downtown Chatham. This landmark waterfront residence enjoys acres of soft sandy beach; ideally elevated in this coveted neighborhood, outside the flood zone. The main house is thoughtfully designed for the perfect entertaining home. It's comfortable and stylish enough to relax and you will be mesmerized by the endless views. Attention to detailand masterful craftsmanship creates a sophisticated and comfortable feel. An abundance of flexible additional spaces throughout the home have endless possibilities The stylish guest cottage is perfect for extended family and friends. Bountiful entertainment spaces both inside and out, you can relax in front of any of the multiple fireplaces. You can enjoy morning coffee, afternoon sun and evening sunsets while simply breathing in the fresh salt air. The glorious outdoor patio is surrounded by lush gardens. Begin your legacy and a lifetime of memories for generations to come.

      Listed by Paul E Grover of Robert Paul Properties, Inc.

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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: 4.28% last updated on 2019-03-21

      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 Opportunity! North Chatham Luxury Waterfront. The Only New Construction with a Deep-water Dock and Pool in Chatham! Luxurious 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 an 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 Changing Room 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

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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: 4.28% last updated on 2019-03-21

      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

      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: 4.28% last updated on 2019-03-21

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

      373 Bridge Chatham MA 02633

      Price$6,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21900934

      • Single Family
      • Village Chatham
      • Year Built 2019
      • Bathroom 10
      • Full Bathrooms 8

      Boasting one of Chatham's most sought-after Light House Beach locations, this stunning estate set on 1.54 acres is a true family compound. The brand new 5 BR main house is masterfully designed with a relaxed open layout combining elegance and sophistication. The first floor has a central kitchen, dining room, multiple living spaces with an en-suite bedroom. The upper floor offers a sumptuous master bedroom-suite with a family room and three additional en-suite bedrooms. The lower level has an entertainment room, family room, wine storage and full bath. The guest house built in 2003 offers striking spaces, three fireplaces, a first and second floor master suite, and an indoor lap pool. The estate is enhanced with lushly landscaped grounds, a pool, sport court and a detached garage.

      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: 4.28% last updated on 2019-03-21

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

      28 & 40 Old Wharf Chatham MA 02633

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

      Est. Mortgage: $/month

      MLS Number 21900119

      • Single Family
      • Village Chatham
      • Year Built 1995
      • Bathroom 7
      • Full Bathrooms 6

      OCEANVIEW COMPOUND- TWO homes located next to one another on separately deeded lots in North Chatham with EXPANSIVE views of the Atlantic Ocean, Chatham Harbor and the outer North Beaches. RARE OPPORTUNITY for the family looking to spread out in these luxury homes- SEE ATTACHED AERIAL VIDEO Constructed in 1995 and 2003 there is a Three bedroom, 3 bath larger home and a two bedroom 3 bath home - each with separate driveways. Owners are original and the homes are in immaculate pristine condition. Call for an appointment or if you have any questions.

      Listed by Rick Smith of Chatham Real Estate, LLC

      {$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: 4.28% last updated on 2019-03-21

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

      28 Oyster Pond Chatham MA 02633

      Price$5,495,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 21900449

      • Single Family
      • Village Chatham
      • Year Built 2018
      • Bathroom 8
      • Full Bathrooms 7

      Inspired architectural detail, the highest quality construction, and spectacular in-Town location combine for this exceptional, brand new luxury home. This estate set on 1.4 acres includes a heated pool, spa, and pool house equipped w/kitchenette & bath. Features include an elegant front staircase built by the Amish. Gorgeous dream kitchen in white. A striking see-through stone fireplace for ambiance in both living & dining rooms. Whitewashed hardwood floors throughout except for exquisite tile in all baths and pool house. 1st & 2nd floor luxurious master suites. Multiple living spaces inside and out make this the ideal home for entertaining. You'll also enjoy views of Oyster Pond and the fireworks display on New Year's Eve from the upper deck! Truly a once-in-a-lifetime find!

      Listed by Lori Jurkowski of Kinlin Grover Real Estate

      {$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: 4.28% last updated on 2019-03-21

      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 1790
      • 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: 4.28% last updated on 2019-03-21

      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: 4.28% last updated on 2019-03-21

      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

      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: 4.28% last updated on 2019-03-21

      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 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: 4.28% last updated on 2019-03-21

      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: 4.28% last updated on 2019-03-21

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

      617 Fox Hill Chatham MA 02633

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

      Est. Mortgage: $/month

      MLS Number 21900804

      • Single Family
      • Village Chatham
      • Year Built 2001
      • Bathroom 7
      • Full Bathrooms 7

      First time offering of this exceptional, custom-designed, palatial center-hall Colonial. This waterfront estate is set water's edge on Crow's Pond, abutting the famed Eastward Ho golf-course. Built in 2001, this home offers over 7,000 square feet of meticulously planned luxury living with attention to every detail. The exterior gardens were laid out and designed by a master gardener to be an outdoor oasis. The interior space is formal and luxurious while also comfortable. The spectacular water views can be enjoyed from almost every room. The first floor offers a grand foyer, formal fireplaced living room, beautiful dining room, den/study, library, sun room, screened sun room, gourmet eat-in kitchen, butlers pantry with prep kitchen space, in-door pool (that ranges from 3' to 8'), changing room and 3-car garage. Upstairs is a large family room, master suite and three bedrooms as well as au pair quarters. The master quarters offer dual walk-in closets, dual bathrooms with whirlpool tubs, sitting room and expansive master bedroom. The large laundry room is located on the second level along with closeted home office. The home also offers an elevator to access the three levels with ease. This is a true perfect blend of indoor/outdoor living. The parcel also abuts Fox Pond and deeded rights to sandy beach on Pleasant Bay.

      Listed by Livia A Freitas Monteforte of NextHome Freitas Realty 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:

      Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.28% last updated on 2019-03-21

      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 March 21, 2019. 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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