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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.

      108 Cotchpinicut Road Chatham MA 02650

      Chatham, MA108 Cotchpinicut Road

      Price$16,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22200926

      • Residential
      • Bedrooms 7
      • Bathroom 6
      • Square Feet 7,200
      • Parking Spaces 20

      Few properties along the New England coast are as special and as significant as High Scatteree, the classic North Chatham summer home perched high above Pleasant Bay with breathtaking Atlantic Ocean views. Sited behind tall and established hedges for the ultimate in privacy, a gracious winding drive welcomes guests to the 7 bedroom Main House, which is surrounded by several acres of lush lawns and gardens. Pathways meander past a clay tennis court and through a private arboretum of specimen trees to the 2 bedroom Guest House, which overlooks a stunning seaside rose garden. The deep water dock, boathouse and private beach complement the property's many resort-like amenities. Thoughtfully updated and expanded several times by top builders and craftsmen, High Scatteree blends timeless architecture with modern systems. Ideal for large gatherings or intimate weekends away, time spent at this once-in-a-lifetime opportunity will rejuvenate and inspire. A pleasure to show, by appointment.

      Listed by Brian W Dougherty of Compass Massachusetts,LLC

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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
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.58% last updated on 2022-11-23

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

      43 Morris Island Road Chatham MA 02633

      Chatham, MA43 Morris Island Road

      Price$12,550,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22202441

      • Residential
      • Bedrooms 5
      • Bathroom 7
      • Square Feet 5,861
      • Parking Spaces 2

      Just a 1/2 mile from charming downtown Chatham lies a spectacular estate at 43 Morris Island Rd. Overlooking the Atlantic Ocean, this compound sits 23 feet above sea level with commanding, unobstructed views of the Atlantic Ocean. There are over 1.6 acres of manicured lawn and landscaping plus acres of sand dunes making this the best of Cape Cod beachfront living. The main house has over 5,100 square feet and was designed by renowned architect Kent Duckham. There are expansive views of Lighthouse Beach, North Beach, and the ocean from every room on the first and second levels. Upstairs there is a special sitting room and balcony to enjoy the ever-changing landscapes. The second level also includes a 440 sq. ft. light-filled art/studio with great views of Chatham Light to the north and Monomoy island to the south. In the lower level, there is a 1,000 bottle wine cellar, a theater, and a gym. In addition, there is a sweet gem of a guest house, just steps from the main residence. Please see Clark Engineering's report and Boxbrownie's rendering for an inground pool looking out over the dunes.

      Listed by Jeffrey S Marcus of Sotheby's International 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:

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      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.58% last updated on 2022-11-23

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

      63 Shell Drive Chatham MA 02633

      Chatham, MA63 Shell Drive

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

      Est. Mortgage: $/month

      Pending

      MLS Number 22201138

      • Residential
      • Bedrooms 5
      • Bathroom 7
      • Square Feet 6,429
      • Parking Spaces 4

      Waterfront estate with private beach ownership and panoramic Pleasant Bay, Outer Beach and Atlantic Ocean views on 3.47 acres are among the many highlights of this exquisite property. Custom builder Sears Point Residential has begun construction of this 5 BR, 6.5 Bath, 6,205 sf custom home with saltwater swimming pool and hot tub, stunning pool house, and generous outdoor entertaining space. Private stairs lead you to 600' of private beach and a mooring field. The axis of the house is a chef's kitchen with an oversized center island that flows to a central dining space and a living area with a gas fireplace. The house boasts wide plank hardwood floors throughout, 9+ ft ceilings, custom woodwork, a covered porch, study, mudroom, laundry on two floors and a three car garage. Each bedroom is en-suite and there are primary bedrooms with private decks on both the first and second floors. The generous lower level walk-out offers the opportunity for living room, gym, recreation room and wine storage. The third floor Widow's Walk captures the sweeping Pleasant Bay and Atlantic ocean views. Permits are in the works for the buyer to add a custom guest/boat house. Completion spring 2023.

      Listed by Jack D Bohman of Gibson Sotheby's International 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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.58% last updated on 2022-11-23

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

      99 Uncle Albert'S Circle Chatham MA 02633

      Chatham, MA99 Uncle Albert'S Circle

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

      Est. Mortgage: $/month

      MLS Number 22204168

      • Residential
      • Bedrooms 2
      • Bathroom 3
      • Square Feet 1,786

      Waterfront property on the Oyster Pond with an existing 2 bedroom home and the potential to add an additional 4 bedroom structure on this spectacular 1.4 acre parcel that has been in the family for over 70 years and it is the site of the last working farm in Chatham. The perfect Main House and Guest house scenario awaits your imagination and architectural creativity. As you enter the property down a winding lane you will be amazed at the expansive water views of the coveted Oyster Pond. The existing year round home was built in 2004 and it has an open floor plan with a wonderful kitchen, living room and dining room. There is a first and a second floor bedroom and also a office/den on the second floor. There is a finished basement and also a two car garage on this lower level. There is also a separate barn that has an additional one car garage and workshop and was built in 2021. Enjoy your sunsets from the beautiful wrap around deck and enjoy all of the extreme privacy this property has to offer.

      Listed by Rick Smith of Gibson Sotheby's International 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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.58% last updated on 2022-11-23

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

      558 Fox Hill Road Chatham MA 02633

      Chatham, MA558 Fox Hill Road

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

      Est. Mortgage: $/month

      MLS Number 22205073

      • Residential
      • Bedrooms 5
      • Bathroom 10
      • Square Feet 11,000
      • Parking Spaces 8

      Set on 2.74 acres, Fox Hill offers everything you could want in a coastal sanctuary with 11,000 square feet of luxury. This retreat has stunning views of Crows Pond, Eastward Ho Pleasant Bay, and the Atlantic Ocean There is a private dock with easy access to Pleasant Bay. There are five ensuite bedrooms. The airy living room has a stone fireplace and window seats, that offer vast water views. The chef's kitchen features a Wolf gas range, an island with seating and doors to a deck overlooking Crows Pond. The formal dining room has raised panel walls and a butler's pantry with a wet bar. The three-level home includes an office, a lower-level gym and sauna. The lower level opens out to the pool and spa and includes a family room and kitchen.

      Listed by Tim/Becca Team Great Oak of Realty Executives

      {$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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.58% last updated on 2022-11-23

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

      150-154 Cross Street Chatham MA 02633

      Chatham, MA150-154 Cross Street

      Price$7,250,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22107120

      • Residential
      • Bedrooms 10
      • Bathroom 10
      • Square Feet 8,000
      • Parking Spaces 15

      Beautiful Chatham Georgian estate on 1.3 acres within walking distance to the center of town, Oyster Pond beach and all the amenities Chatham has to offer. Spectacular sunset views of the Oyster Pond, rolling lawns, bluestone patios and specimen landscaping surround this magnificent estate in the heart of downtown. Comprised of 10 bedrooms, 7 fireplaces, 7 full and 3 half baths, elevator and approximately 8000 square feet of living space on 3 main levels, with a grand main foyer and cantilevered staircase. The lower level includes a speakeasy bar and playroom. North and south wings of this single family home provide separate quarters for guests or family-each with 3 bedrooms, living areas and kitchens. A Chatham landmark, ''The Beechwood'' reflects unparalleled architectural detail, craftsmanship and timeless charm-perfect for large family gatherings of multiple generations under one roof.

      Listed by John C Ricotta and Timothy P Bailey 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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.58% last updated on 2022-11-23

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

      189 Moonpenny Lane Chatham MA 02633

      Chatham, MA189 Moonpenny Lane

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

      Est. Mortgage: $/month

      MLS Number 22205347

      • Residential
      • Bedrooms 7
      • Bathroom 5
      • Square Feet 2,919

      Perfectly sited on 1.4 acres directly on Oyster Pond River, this spectacular waterfront seven bedroom property overlooks one of Chatham's most coveted vistas of the iconic Stage Harbor Lighthouse. From every vantage point, there are sweeping views of the waterfront with beautiful sunsets, swimming, clamming and relaxing at the beach right outside your door. Built in 1938, this property has been occupied by the same family for 70 years and opens the possibility to start a new family legacy in an unmatchable setting. Renovate or rebuild - the home is outside the flood zone. The current residence has a classic old fashion Cape Cod charm with some updates. This is a very special location with easy access to both the Atlantic Ocean and Nantucket Sound.

      Listed by Chris Rhinesmith of Compass Massachusetts,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:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.58% last updated on 2022-11-23

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

      513 Stage Harbor Road Chatham MA 02633

      Chatham, MA513 Stage Harbor Road

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

      Est. Mortgage: $/month

      Pending

      MLS Number 22205815

      • Residential
      • Bedrooms 6
      • Bathroom 7
      • Square Feet 5,619
      • Parking Spaces 9

      Welcome to Southern Breeze - a timeless, beautifully maintained 6 bedroom Federal-Style Colonial on two acres overlooking saltwater inlet, Mill Pond. Enter the 4 bedroom main home through the front porch to the airy living room with dueling staircases and 3 sets of french doors overlooking the rolling lawn to the water. A twenty-person fireplaced dining room captures the view as well and the chef's kitchen with second fireplace leads to a stone patio for dining al fresco. A den with 3rd fireplace and bedroom with private bath ensures that anyone can enjoy their time in the home without traversing stairs. On the second floor, the Cupola Room is radiant with expansive views across Mill Pond, and a generous master bedroom with private bath resides on the southside, while two junior suites sit to the north. The freestanding guest house offers an office, coffee bar, and two more bedrooms with bathroom, while the three car linear garage offers generous storage and boat access. Parking for 10. House is located at the end of drive.

      Listed by Kathleen Conway of Keller Williams 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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.58% last updated on 2022-11-23

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

      72 Sea Mist Lane Chatham MA 02659

      Chatham, MA72 Sea Mist Lane

      Price$5,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22205658

      • Residential
      • Bedrooms 3
      • Bathroom 5
      • Square Feet 5,600
      • Parking Spaces 5

      Aptly named Summer Palace, this stunning South Chatham home is situated on a private beach with expansive water views from every room. This exceptional property resplendent with coastal amenities features a well-appointed chefs kitchen, full en suite bedrooms, a sunlight-filled living room and a walk out finished lower level. Extraordinary custom details and millwork are evident throughout the home. A unique opportunity to enjoy a coastal lifestyle while living on Nantucket Sound and all it offers awaits a discriminating buyer.

      Listed by Paul McCormick of Gibson Sotheby's International 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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.58% last updated on 2022-11-23

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

      192 Eastward Road Chatham MA 02633

      Chatham, MA192 Eastward Road

      Price$5,800,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22204503

      • Residential
      • Bedrooms 5
      • Bathroom 3
      • Square Feet 2,514
      • Parking Spaces 5

      Your very own paradise in Chatham in exclusive Eastward Point Assoc. 180 degrees of beautiful waterfront views. Sandy beach on Pleasant Bay and association dock on Crows Pond. This 5 bedroom 3 bath home is positioned beautifully on the lot and takes in all the views from Pleasant Bay, Chatham Harbor and Bassing Harbor with boating access to all as well as Ryder's Cove Marina and out to the Atlantic. Primary bedroom on the first & second floor. Whole house generator. Make an appointment to see this fabulous property designed and built by the well renowned Horace F. Reynolds.

      Listed by Judith L Smith 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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.58% last updated on 2022-11-23

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

      84 Doane Road Chatham MA 02633

      Chatham, MA84 Doane Road

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

      Est. Mortgage: $/month

      MLS Number 22205018

      • Residential
      • Bedrooms 5
      • Bathroom 6
      • Square Feet 4,350

      Discover this magnificent stately home being built in Chatham Village with a renowned custom home builder, Eastward Homes. Professionally designed, every detail has been thought of to create one of the finest homes in the area. As with all of Eastward Homes, you will find exceptional finishes throughout this 4,350 square-foot residence with five bedrooms and 5.5 baths within walking distance to downtown Chatham and the beach. Step into the entry hall; the great room features a custom coffered ceiling, a Heat-n-glow fireplace, and built-in cabinetry. Beautifully appointed first-floor primary bedroom with custom cabinetry, walk-in closet, fireplace, and a luxurious bathroom with a double sink vanity, tile shower, and soaking tub. The kitchen boasts a 12.6-foot island with a breakfast bar, high-end appliances, a dining area, and a butler's pantry --a large family room with a full bathroom over the 2-car garage. The second-floor 4 bedrooms are all en-suites, and the second-floor loft is excellent for an office space. The outdoor amenities include a heated saltwater pool, spa, shower, and large patio.

      Listed by Sandra Tanco of Kinlin Grover Compass

      {$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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.58% last updated on 2022-11-23

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

      27 Patterson Road Chatham MA 02633

      Chatham, MA27 Patterson Road

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

      Est. Mortgage: $/month

      MLS Number 22205816

      • Residential
      • Bedrooms 4
      • Bathroom 4
      • Square Feet 3,224

      Simply gorgeous. Every aspect of this home is incredible. The location, views, architecture, detail and decor are stellar. This custom home was carefully designed and constructed in 2011 to maximize every facet of living in this highly sought after Ridgevale Beach community. The natural flow of the layout lends perfectly to either entertaining in an intimate setting or for larger gatherings. The interior boast ample light, gleaming hardwood floors and an open floor plan on the second floor where you will find the kitchen, dining, living & sunroom as well as a primary bedroom. These rooms all connect to the expansive upper deck allowing for plenty of outdoor entertainment with views. The first level is open and airy and is where you will find another primary bedroom ensuite, two more bedrooms with a shared bathroom, laundry room with a wet bar, a second living room which leads out to a covered patio, shower and yard for comfortable outdoor living. Every part of this home was carefully planned to maximize not only the views and space but to enjoy the beautiful surroundings of this beach community. The private, iconic, association bridge leading to Nantucket Sound is just steps away.

      Listed by Richard S Robbins of Compass Massachusetts,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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 6.58% last updated on 2022-11-23

      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 1, 2022 10:31 AM EST. 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.

      Testimonials

      We had dreamed of owning a summer cottage on Cape Cod and contacted Ed to see if he wouldhelp in our search.  Ed was professional, persistent, and good humored from our initial meeting to the day of the closing.  His extensive knowledge of Cape Cod and the local real estate market turned our dream into a reality.  Ed, we can’t thank you enough for all the work you did and support you gave us! [...]

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