Newest Homes for Sale in Chatham, MA

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  /46

  $1,399,000

  $96K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  137 Shane Dr, Chatham, MA 02633

  Perfectly positioned on a corner lot in a quiet neighborhood, this beautifully maintained home offers peaceful living just moments from everything Chatham has to offer. Located less than a mile from downtown, it provides easy access to shops, restaurants, beaches, and landmarks including the Fish Pier, Veterans Field, Seaside Links, and Chatham Bars Inn. Offering two levels with 2,448 sqft (1,530

  Tom Riley Compass Massachusetts, LLC

  137 Shane Dr, Chatham, MA 02633
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  /34

  $4,500,000

  • 4 Beds
  • 3.5 Baths
  • 2,850 Sq Ft

  346 Morris Island Rd, Chatham, MA 02633

  Panoramic Stage Harbor views are the centerpiece of this exceptional Morris Island waterfront setting. The property offers four bedrooms and 3.5 baths, each room oriented to the scenery beyond. The residence pairs a classic seaside character with an elevated aesthetic. The main living level is bright and welcoming with a high-end kitchen, generous living room and dining area overlooking the water

  Chris Rhinesmith Compass Massachusetts, LLC

  346 Morris Island Rd, Chatham, MA 02633
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  /31

  $1,350,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft

  32 Tip Cart Dr, Chatham, MA 02633

  Tucked into a sought-after neighborhood just moments from town, shopping, dining, beaches, Veteran's Field, and the bike path, this three-bedroom, two-bath home offers an exceptional opportunity in a prime Chatham location. Built in 1994, the 1,802 square foot property includes a one-car garage and full basement, providing a strong foundation for your vision. Additional features include wood

  Shane Masaschi Compass

  32 Tip Cart Dr, Chatham, MA 02633
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  /56

  $2,150,000

  $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,481 Sq Ft

  234 Round Cove Rd, Chatham, MA 02633

  Tucked within Chatham's coveted Riverbay community, 234 Round Cove Road offers a rare blend of walkability and private, resort-style living. Moments to Jackknife Beach and Pleasant Bay, the setting delivers coastal access while feeling entirely private and your own.Designed for effortless living, the single-level layout features three oversized bedrooms and 2.5 baths, including a secluded primary

  Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

  234 Round Cove Rd, Chatham, MA 02633
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  /48

  $1,350,000

  • 3 Beds
  • 1.5 Baths
  • 2,278 Sq Ft

  243 Crowell Rd, Chatham, MA 02633

  Comfortable Cape style 3 bedroom home, close to down-town Chatham Village, Oyster Pond Beach and exceptional dining. Set back from the road on a level, grassy front lawn, Updated chef's kitchen, newer A/C splits, fenced, sunny back yard with deck. Free standing 2 car garage on over .6 acre lot. Unfinished second floor offers expansion potential with previously permitted plan. Large unfinished

  Michael Hall William Raveis Real Estate & Home Services

  243 Crowell Rd, Chatham, MA 02633
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  /6

  $4,250,000

  New Construction $100K PRICE INCREASE

  • 4 Beds
  • 5.5 Baths
  • 3,980 Sq Ft

  222 Barcliff Ave, Chatham, MA 02633

  The location that has it all...walk to both town, fish pier, beach and baseball games....New Farmhouse with pool built by Morgan and Sons and expecting completion by August 1 st.. Enjoy Chatham from this 4BR 5.5 bath , 3980 sq foot home. All bedrooms offer spacious accommodations with private baths. First floor boasts a primary suite, an inviting study, living room with vaulted ceilings with

  Lori Fanning Smith Compass Massachusetts, LLC

  222 Barcliff Ave, Chatham, MA 02633
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  /52

  $12,950,000

  • 5 Beds
  • 6.5 Baths
  • 7,259 Sq Ft

  301 Whidah Rd, North Chatham, MA 2650

  Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retreat was conceived through a multi-year collaboration with Salt Architecture, LaBarge Homes, and Martha's Vineyard Interior Designs. Walls of glass frame sweeping vistas and invite natural light to pour in throughout the home. Indoor and outdoor spaces flow effortlessly, from sun-drenched rooms to generous

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  301 Whidah Rd, North Chatham, MA 2650
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  /42

  $12,950,000

  • 5 Beds
  • 6.5 Baths
  • 7,259 Sq Ft

  301 Whidah Rd, Chatham, MA 02650

  Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retreat was conceived through a multi-year collaboration with Salt Architecture, LaBarge Homes, and Martha’s Vineyard Interior Designs. Walls of glass frame sweeping views and fill the home with natural light, while indoor and outdoor spaces flow seamlessly to expansive decks, terraces, and a resort-style pool

  Paul Grover Berkshire Hathaway HomeServices Robert Paul Properties

  301 Whidah Rd, Chatham, MA 02650
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  /9

  $5,750,000

  • 3 Beds
  • 6 Baths
  • 4,902 Sq Ft

  7 Cove Rd, Chatham, MA 02650

  Tucked within a coveted North Chatham setting of Harbor Coves and offering access to a private association beach, this exceptional Gambrel-style residence currently under construction with Harbor Builders presents a sophisticated coastal retreat.The property offers generous indoor and outdoor living spaces on a half an acre. The main level features an inviting open floor plan where a

  Chris Rhinesmith Compass Massachusetts, LLC

  7 Cove Rd, Chatham, MA 02650
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  /11

  $4,499,900

  New Construction

  • 3 Beds
  • 7 Baths
  • 5,820 Sq Ft

  33 Crowell Rd, Chatham, MA 02633

  A distinguished new residence by Eastward Companies, this exceptional home seamlessly blends timeless architecture with modern luxury, all within walking distance to Chatham Village, Oyster Pond, and renowned dining. Thoughtfully designed and impeccably crafted, the home spans over 5,800 square feet across three finished levels. The main level offers an elegant yet inviting floor plan, featuring

  The Grattan Group Christie's International Real Estate Atlantic Brokerage

  33 Crowell Rd, Chatham, MA 02633
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  /80

  $4,750,000

  New Construction $500K PRICE DROP

  • 6 Beds
  • 7 Baths
  • 5,721 Sq Ft

  48 Sylvan Way, South Chatham, MA 02659

  Set within a private gated enclave in South Chatham's emerging luxury corridor, 48 Sylvan Way is a singular estate retreat discreetly positioned just moments from the Cape's most iconic downtowns, beaches, and dining. Encompassing 1.63 acres with exceptional usability and recreational potential, the property offers rare privacy, scale, and versatility in one of Chatham's most compelling

  Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

  48 Sylvan Way, South Chatham, MA 02659
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  /38

  $2,295,000

  $655K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,504 Sq Ft

  41 Court St, North Chatham, MA 02650

  Gracefully sited on edge of Frost Fish Creek, a conservation estuary, this custom built 3 bed,2.5 bath Cape is the essence of Cape Cod style. Sunlit wide pine floors & fine bespoke built-ins, accentuate timeless craftsmanship. Formal living room has grand wood-burning FP, open to elegant dining room & brick floored vaulted ceiling sun/great room with gas FP & wet bar for relaxed moments

  Phyllis Power Compass

  41 Court St, North Chatham, MA 02650
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  /53

  $4,900,000

  $500K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 5,587 Sq Ft

  169 Tisquantum Rd, Chatham, MA 02633

  Located in Chatham's exclusive Quitnesset neighborhood on Morris Island, ideally situated between the Association's private deeded beach and the trails of the protected Monomoy National Wildlife Refuge, this elegant and spacious home embodies the quintessential Cape Cod lifestyle. Step into the sunlit foyer leading to a soaring great room with a fireplace and a chef's kitchen designed for

  Sandra Tanco Kinlin Grover Compass

  169 Tisquantum Rd, Chatham, MA 02633
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  /51

  $842,000

  • 3 Beds
  • 2 Baths
  • 1,192 Sq Ft

  33 Duck Marsh Ln, Chatham, MA 02633

  Located in the sought after neighborhood of Countryside Estates. Sitting on a knoll this home offers gleaming hardwood floors throughout and open concept. The soaring cathedral ceilings in the kitchen and family room makes this home light and bright ! All stainless appliances are almost brand new and the oil tank has just been upgraded to double wall meeting today's regulation. There is natural

  Darci Sequin Gibson Sotheby's International Realty

  33 Duck Marsh Ln, Chatham, MA 02633
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  /34

  $3,100,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,004 Sq Ft

  92 Indian Trail, Chatham, MA 02633

  Wake each morning to sparkling water views and end your day with spectacular sunsets over Bucks Creek. Located in Chatham's coveted Hardings Beach Hills neighborhood, this thoughtfully updated and meticulously maintained 3-bedroom, 3-bath home captures sweeping westerly water views. The primary suite features a private balcony overlooking the water, while a dedicated office offers flexibility for

  Judith Smith John C Ricotta & Assoc.

  92 Indian Trail, Chatham, MA 02633
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  /35

  $2,700,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft

  78 Indian Trail, Chatham, MA 02633

  Discover the charm of coastal living just moments from Hardings Beach. This inviting 3-bedroom, 2-bath home enjoys beautiful water views over Bucks Creek and spectacular west-facing sunsets. Private stairs lead directly to the water's edge, making it easy to launch a kayak, explore the creek, or simply relax by the shore. The light-filled sunroom provides the perfect place to unwind while taking

  Judith Smith John C Ricotta & Assoc.

  78 Indian Trail, Chatham, MA 02633
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  /39

  $789,000

  $106K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  49 Duck Marsh Ln, Chatham, MA 02633

  Located in Chatham's Countryside neighborhood, this three-bedroom, two-bath cape-style ranch gets plenty of natural light and features a primary suite with a private bath and good closet space. Two additional bedrooms can be used for family, guests, or a home office. The living room has a brick fireplace. A one-car garage and large unfinished basement sits below the home, and the property sits on

  Tim Bailey John C Ricotta & Assoc.

  49 Duck Marsh Ln, Chatham, MA 02633
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  /44

  $5,495,000

  $405K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  99 Uncle Alberts Drive Extension, Chatham, MA 2633

  Experience a rare opportunity to own a prime waterfront property in one of Chatham's most sought-after locations. Set on 1.44 acres, this beautifully crafted 2-bedroom, 2.5 bath home offers 1,850 sq ft of refined living space w/commanding panoramic views stretching across Oyster Pond, Oyster River & to Nantucket Sound. This exceptional offering includes a conceptual site plan & video for a future

  Shane Masaschi Compass

  99 Uncle Alberts Drive Extension, Chatham, MA 2633
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  /63

  $3,595,000

  $800K PRICE DROP

  • 3 Beds
  • 4.5 Baths
  • 3,640 Sq Ft

  287 Cedar St, Chatham, MA 02633

  NEW CONSTRUCTION: Welcome to 287 Cedar Street, an exquisite 3 BR, 4.5 Bath, 3,640 sf retreat nestled ''On the Loop'' in Chatham. This elegant residence showcases exceptional craftsmanship & luxurious finishes, making it a true masterpiece of coastal living. The gourmet kitchen w/Quartz countertops is a chef's dream, featuring top-of-the-line Subzero, Miele, and Wolf appliances. The center island

  Shane Masaschi Compass

  287 Cedar St, Chatham, MA 02633
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  /36

  $6,800,000

  $400K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 1,896 Sq Ft

  238 Cranberry Ln, Chatham, MA 02633

  This private oasis in North Chatham , hidden by a long and winding lane, takes you into the past. A spectacular historic setting including natural vegetation rests on one of the last large water front parcels in Chatham. Surrounded by over 1.5 acres, with opportunities for a family compound on a fabulous bluff overlooking, and ownership of, prime beach front on Chatham Harbor, Pleasant Bay, and

  John Burke William Raveis Real Estate & Home Services

  238 Cranberry Ln, Chatham, MA 02633
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  /27

  $1,650,000

  $345K PRICE DROP

  • 1 Bath
  • 2,586 Sq Ft

  231 Crowell Rd, Chatham, MA 2633

  Zoned Gb3, this great commercial, multi-use property consists of 2 buildings. The first building built in1995 has 948 sf with a multi-use space, an office and full bath. There is a Viessman heating and hot water system and the full basement is waiting to be finished. The second building has1,638 sf built in 2003 with 2 bays and a carport. One bay has a gas heater and the second floor is ready to

  Judith Smith John C. Ricotta & Associates, Inc.

  231 Crowell Rd, Chatham, MA 2633

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