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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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      Stage Neck Chatham MA 02633

      Chatham, MAStage Neck Road

      Price$14,800,000The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 22101792

      • Single Family
      • Garage Spaces 3
      • MLS Status Pending
      • Village Chatham
      • Year Built 2001

      Welcome to Viewpoint - one of the most significant waterfront estates in all of New England. Sited high atop a dramatic bluff to enjoy spectacular and commanding views over Nantucket Sound, Viewpoint is the result of a multi-year collaboration with top architects, builders and landscape designers. With over 1200 feet of direct access shoreline, this legacy property boasts nearly 6 acres of unprecedented privacy as a long gated driveway winds past a guest house and arrives in the cobblestone motor court, where the stunning main house is first revealed. The classic shingle style residence was thoughtfully designed for both grand entertaining and casual everyday family living alike. Modern systems and amenities blend with timeless architectural details. The resort-like grounds include expansive lawns, a spectacular infinity-edge pool, cabana, fire pit, meandering trails and an incredible mahogany boardwalk leading to the water's edge. Viewpoint is a pleasure to show, by appointment only.

      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: 3.05% last updated on 2021-10-14

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

      162 Shore Chatham MA 02633

      Chatham, MA162 Shore Road

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

      Est. Mortgage: $/month

      Pending

      MLS Number 22104163

      • Single Family
      • Garage Spaces 2
      • MLS Status Pending
      • Village Chatham
      • Square Feet 2438

      One of the most iconic Chatham properties, Sur Mer is steeped in Cape Cod history. Believed to be built in the early 1800's and purchased in 1929 by the current family, this historic antique is landmarked by its stunning windmill perched on the shores of Chatham Harbor. The home was renovated and the windmill restored in 2006 / 2008 and awarded the Chatham Preservation Award in 2009. Situated privately on 1.5 acres with swimming and beach access as well as spectacular grounds, the main home blends modern living with historic elegance. The view filled living room and dining area boast beams and two fireplaces with original details and adjoin a charming sunroom with patio access. The home flows with a light-filled kitchen and pantry, a home office with powder room and two bedrooms with full bath. Above are two bedrooms, two baths and mesmerizing views. The lower level surprises with soaring ceilings and a fresh modern appeal - an ideal exercise/entertainment retreat. There is a detached 2-car garage & the fifth bedroom suite. The windmill circa 1850 contains original works and is currently used as a home office suite. Seldom does a generational property so spectacular come to market.

      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

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.05% last updated on 2021-10-14

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

      116 Old Wharf Chatham MA 02650

      Chatham, MA116 Old Wharf Road

      Price$9,750,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22103713

      • Single Family
      • Garage Spaces 3
      • MLS Status Active
      • Village North Chatham
      • Year Built 1780

      North Chatham Estate with Private sandy beach. The Red Tavern (c. 1780), a landmark North Chatham waterfront estate, is now available for purchase for just the 12th time in 240+ years.Since the end of the Revolutionary War, this property has been an enduring sentinel since it was first built overlooking North Chatham's Old Harbor, the town's first and most important port.Meticulously restored and maintained, the five bedroom, three and a half bath Federal style home has successfully melded its many historic elements with the expected amenities of today.The detached horse barn has been restored and converted into a warm and most charming three bedroom, two bath Guest house, ideal for family and friends.With seaside landscaping providing exceptional privacy, the elevated panoramic views of Chatham Harbor, North Beach and the Atlantic Ocean are breathtaking. A raised wooden boardwalk leads to your private sandy beach.Offered basically furnished, this important and historic property awaits the stewardship of the next discerning owner.

      Listed by David H Doherty of Kinlin Grover Real Estate

      {$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
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.05% last updated on 2021-10-14

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

      268 Cedar Chatham MA 02633

      Chatham, MA268 Cedar Street

      Price$8,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22101170

      • Single Family
      • Garage Spaces 2
      • MLS Status Active
      • Village Chatham
      • Bedrooms 4

      One of the most Exceptional Properties on Cape Cod. The largest residential property in Chatham, 20 acres of protected waterfront land on the Oyster Pond improved by a charming Antique Cape. It affords privacy like no other home in Chatham! Magnificent views of Oyster Pond and the steeples in Chatham. Home has four bedrooms, each with it's own bathroom, front to back beamed living room with fireplace and a catwalk for swimming and lounging. It has been meticulously maintained although invites updating or new construction. Or create your own family compound. Can accommodate a significant primary home, guesthouse, pool and tennis court. Truly a ''one of a kind property'' .

      Listed by Ward H Brown,III 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

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      Do not fill in this field:

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.05% last updated on 2021-10-14

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

      498 Shore Chatham MA 02633

      Chatham, MA498 Shore Road

      Price$8,495,000The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 22103999

      • Single Family
      • Garage Spaces 2
      • MLS Status Pending
      • Village Chatham
      • Year Built 1986

      There is a place where the best of all worlds come together and it can finally be yours...Picture panoramic views of Chatham Harbor, North Beach, the Atlantic and beyond. Watch fishing boats returning with their daily catch and seals calling softly in the distance. Your private beach beckons you to lounge, launch a kayak, paddle board or wander to the Chatham Fish Pier market for the catch of the day. Shopping is merely a short walk into town as are a number of restaurants - these are just a few amenities to add to this renovated contemporary 6 bdrm, 6 1/2 bth's appeal. The expansive open floor plan with walls of windows captures the ever changing coastal views and evening sunsets. The central area is made more dramatic by soaring ceilings, a balcony and a floor to ceiling stone fireplace and music alcove. To take full advantage of its ideal location the owners incorporated an outdoor kitchen and patio area on the waterside complete with hot tub and a fabulous screened in porch.This is truly seaside living at its best! To fully experience the abundant features this property offers please call to schedule a private viewing.

      Listed by Mary Ann Yarmosky and Trudi D Burrows of Compass Massachusetts,LLC

      {$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: 3.05% last updated on 2021-10-14

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

      47 & 53 Little Beach Chatham MA 02633

      Chatham, MA47 & 53 Little Beach Road

      Price$4,790,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22106088

      • Single Family
      • MLS Status Active
      • Village Chatham
      • Year Built 1941
      • Bathroom 3

      Prominently sited in the sought-after beach enclave of Morris Island, this iconic compound includes two beachfront cottages with glorious ocean views and direct beach access. Evoking relaxed summers of yesteryear, these quintessential Cape cottages can be enjoyed as offered or can be the ultimate setting for a new home and guest house offering magnificent water views in a serene setting. Take a short stroll to town or simply relax while enjoying breathtaking sunrises and sunsets from the waterside decks. #53 is configured as a three-bedroom cottage with an enormous loft. #47 is configured as a two-bedroom cottage with a spacious loft for guests. This rare offering provides an incredible setting to kick off your shoes and bask in the simple yet stunning beauty of Chatham.

      Listed by Paul E Grover and Team Guthrie - Mabile of Berkshire Hathaway HomeServices Robert Paul Properties

      {$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: 3.05% last updated on 2021-10-14

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

      39 Seaview Chatham MA 02633

      Chatham, MA39 Seaview Terrace

      Price$4,650,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22105668

      • Single Family
      • Garage Spaces 1
      • MLS Status Active
      • Village Chatham
      • Bathroom 7

      This stunning property is privately set back and offers sweeping vistas of Chatham Seaside Links and distant views of the Atlantic. The open floor plan seamlessly blends indoor and outdoor living with breathtaking views from nearly every room. Architecturally striking, the shingle style gambrel features elegantly appointed interiors, quality craftsmanship, and ample living space with four bedrooms and six and half baths. The impressive main level includes a state-of-the-art kitchen and adjoining great room with fireplace and dining area - both with sliding doors that frame the sublime outdoor living room. The media room with full bath serves as a relaxing haven. Above, are three view-filled en-suite bedrooms and a home office. The primary suite exemplifies modern luxury with its chic interior design and impressive resort-style master bath. The residence offers ample accommodations with a generously sized lower level that comprises an en-suite bedroom and adjoining entertainment room with fireplace and doors to the enticing grounds by Hawk Design. The walkout finished lower level is included in the 3,533+ of living space. The home is complete with an oversized one car garage.

      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: 3.05% last updated on 2021-10-14

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

      48 Salt Marsh Chatham MA 02633

      Chatham, MA48 Salt Marsh Way

      Price$4,390,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22008337

      • Single Family
      • Garage Spaces 2
      • MLS Status Active
      • Village Chatham
      • Year Built 1790

      Quintessential Cape Cod estate, tucked away in one of Chatham's most coveted locations, this house captures nature's panoramic and ever-changing coastal views overlooking Pleasant Bay and Strong Island. This 5BR/3BA cape is sited on 4+ dividable acres. The grounds are surrounded by towering trees and natural landscaping, with a private sandy beach where you can enjoy relaxing, swimming, sailing and boating.You must come and see to truly appreciate what this sunny N. Chatham home has to offer.

      Listed by Mary Ann Yarmosky 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: 3.05% last updated on 2021-10-14

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

      161 Kelley Chatham MA 02633

      Chatham, MA161 Kelley Lane

      Price$4,200,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 22101746

      • Single Family
      • Garage Spaces 2
      • MLS Status Active
      • Village Chatham
      • Bathroom 5

      Waterfront on Oyster Pond.. Sweeping views of Oyster Pond looking with distant views of downtown Chatham. Boating access to Stage Harbor and Nantucket Sound.This home is has an open plan with spacious rooms for elegant living and privacy. The home includes 2 master bedrooms,one on each level, en suite master baths. with matchless views from every room. Floor plans include 2 living areas, one on each floor for expanded family gatherings. Grounds are professionally cared for and the water facing patio offers more of the unique view. Deeded Rights To Oyster Pond giving you access to salt water boating on the Oyster Pond, Oyster River, Stage Harbor and Nantucket Sound. A truly marvelous property ready for occupancy. Furnishings are included subject to specific exclusions. This is an escape to nature at its best. (Note: Some interior photos in Listing Sheet are virtual staging photos) Great rental history. Please note that Chatham has one of the Lowest Tax Rates in Massachusetts!! Outstanding Rental History. Pool possibilities

      Listed by Harry M Cutts 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:

      Save FavoriteSchedule TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.05% last updated on 2021-10-14

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

      210 Fox Hill Chatham MA 02633

      Chatham, MA210 Fox Hill Road

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

      Est. Mortgage: $/month

      Pending

      MLS Number 22008352

      • Single Family
      • Garage Spaces 2
      • MLS Status Pending
      • Village Chatham
      • Year Built 2021

      Beautiful New 5 bedroom 4 1/2 bath Classic Shingle Style home located on fabulous 1+ acre saltwater view lot on Fox Hill Road in Chatham! Along with rights to a private dock on Crows Pond. Thoughtfully constructed by Minglewood Homes, Inc., with over 4600 square feet of living space and open floor plan on 3 levels. With room for a pool, the property is within short walking distance of Eastward Ho! Country Club and the Chatham Yacht Club. Truly a unique opportunity not to be missed and still time for the new owner to personalize this impeccably constructed home . Scheduled for 2021 completion.

      Listed by 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: 3.05% last updated on 2021-10-14

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

      83 Water Chatham MA 02633

      Chatham, MA83 Water Street

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

      Est. Mortgage: $/month

      MLS Number 22106205

      • Single Family
      • Garage Spaces 2
      • MLS Status Active
      • Village Chatham
      • Bathroom 5

      Set in Chatham's Old Village and moments to Andrew Harding and Lighthouse Beach, this classic residence designed by Polhemus Savery DaSilva in 2001 offers unique Gothic and Greek Revival exterior details blending into the classic vernacular of the historic neighborhood. The striking entryway exudes hospitality with a front porch framed by an elaborate stone-clad patio with an inviting fire pit. The interiors accommodate a contemporary lifestyle with spacious open-plan living, wide pine floors and custom and finishes. The main floor features a great room with adjoining den and a dramatic stone hearth. The chef's kitchen has soapstone countertops and an adjoining dining area accessing both a screened porch and a spacious deck overlooking the beautiful grounds. There is a main level primary bedroom suite, as well as a second master suite above and two additional bedrooms with a shared bath. The lower level offers an entertainment room with a wet bar, full bath and walk out to the back yard. The detached two car garage features a second floor home office with wood floors and abundant light. The mixture of exquisite indoor and outdoor living make this home unique and a true retreat.

      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: 3.05% last updated on 2021-10-14

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

      18 Attucks Chatham MA 02633

      Chatham, MA18 Attucks Trail

      Price$3,750,000The price has recently decreased

      Est. Mortgage: $/month

      Pending

      MLS Number 22105632

      • Single Family
      • Garage Spaces 2
      • MLS Status Pending
      • Village Chatham
      • Bathroom 3

      Set on over 3 acres of manicured grounds on Morris Island in an estate like setting, this 4 bedroom residence has a commanding presence in the coveted Chatham neighborhood of Quitnesset. This finely built custom home features views of Outermost Harbor, Chatham Light and the Atlantic. It's a pleasure watching the boating activity and ever-changing sea in this area of town. Adding to the uniqueness of this notable Chatham residence is the 13' windmill built by Ivan Kendrick and Bill Weintz featured in the book Windmills of New England, by Daniel Lombado. Most rooms, including the living room, dining room, all second floor bedrooms and windmill have water views. Well proportioned rooms allow for comfortable multigenerational occupancy or easy one floor living as the home has both first and second floor master suites. Recent renovations and improvements are evident throughout the home and blend nicely with the rich details found throughout, including the beamed ceiling in the living room and fireplaces on both the first and second floors. A spacious Mahogany deck that runs along the back of the home allows for outdoor enjoyment and overlooks the private yard and sea. Craftsman-quality stonework and bluestone patios along with thoughtfully designed landscape plantings surround the residence. It's a pleasure strolling the grounds and enjoying the yard which includes an English country garden and potting shed. This home has a beautifully finished multi-purpose lower level that includes a laundry area, wine cooler, and plenty of storage. An oversized 2 car garage, outside shower, lawn irrigation by well, and access to a private association beach complete the picture of this special home. Serviced by natural gas.

      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 TourAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.05% last updated on 2021-10-14

      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 October 15, 2021. 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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