Chatham, MA Homes for Sale

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  $4,250,000

  • 3 Beds
  • 3.5 Baths
  • 3,071 Sq Ft

  600 Fox Hill Rd, Chatham, MA 2633

  Exceptional waterfront estate offering breathtaking views from nearly every room and a private sandy beach. Lovingly owned by the same family for nearly three decades, this spectacular 3 bedroom, 3.5 bath residence offers three levels of beautifully designed living overlooking Crow's Pond. A grand foyer opens to a dramatic living room with soaring ceilings, a fireplace, walls of windows, and

  Chris Rhinesmith Compass Massachusetts, LLC

  600 Fox Hill Rd, Chatham, MA 2633
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  /42

  $5,750,000

  $500K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,060 Sq Ft

  70 Judges Way, Chatham, MA 02633

  Experience refined coastal living in this fully renovated waterfront, water view estate on the Oyster River in Chatham. Encompassing over 4,000 sqft, this exceptional 5-bedroom, 4-1/2 bath residence blends timeless elegance & luxurious touches throughout. Soaring cathedral ceilings & thoughtfully designed custom built-ins create a sense of openness and sophistication. A first-floor primary suite

  Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

  70 Judges Way, Chatham, MA 02633
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  /48

  $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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  /48

  $1,280,000

  $70K PRICE DROP

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

  243 Crowell Rd, Chatham, MA 02633

  Comfortable, Cape style 3 bedroom home with free standing 2 car garage, set way back from the road on a level .6+ acre lot; room for a swimming pool. Large fireplaced living room, Updated chef's kitchen, newer A/C splits, fenced, sunny back yard with deck, close to down-town Chatham Village, Oyster Pond Beach and exceptional dining. Unfinished second floor offers expansion potential. Potential

  Michael Hall William Raveis Real Estate & Home Services

  243 Crowell Rd, Chatham, MA 02633
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  /49

  $2,100,000

  • 1 Bed
  • 1.5 Baths
  • 1,479 Sq Ft

  409 Main St, Chatham, MA 02633

  Location,Location, Location ! 409 Main Street in the heart of downtown Chatham Village offers a rare and highly desirable combination: a mixed use building with first floor commercial space with showcase windows, maximum retail exposure and heavy foot traffic along with a fully renovated spacious separate second floor of residential living. There are 5 private in-town parking spaces behind the

  Rick Smith Gibson Sotheby's International Realty

  409 Main St, 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 & Assoc.

  231 Crowell Rd, Chatham, MA 2633
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  /72

  $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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  /44

  $1,795,000

  • 3 Beds
  • 3.5 Baths
  • 2,331 Sq Ft

  43 Tobey Turtle Rd, Chatham, MA 02633

  Discover coastal living in this custom-built 2015 contemporary Cape, just 3/10 mile from Forest Beach in desirable South Chatham. Approximately 2,300 sq. ft. includes 3 bedrooms (2 spacious en-suite bedrooms with walk-in closets) and 3½ baths. The open floor plan features 8-10' ceilings, abundant natural light, and white oak floors. The kitchen opens to the dining and living areas with a gas

  Timothy Bailey John C Ricotta & Assoc.

  43 Tobey Turtle Rd, Chatham, MA 02633
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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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  /41

  $5,900,000

  • 4 Beds
  • 5 Baths
  • 4,394 Sq Ft

  95 Cotchpinicut, Chatham, MA 02633

  Classic Cape Cod home on a one-acre lot on the nicest street in Chatham.... Nooks and crannies and rooms and additions in several directions in this very private location of North Chatham....Choice of three primary bedrooms with attached baths... Views over Chatham Harbor and beyond.......Beach and boating just an easy walk away. Or swim and relax in your own backyard in the heated Gunite

  John Burke William Raveis Chatham

  95 Cotchpinicut, Chatham, MA 02633
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  /33

  $1,469,000

  • 5 Beds
  • 10 Baths
  • 11,000 Sq Ft

  558 Fox Hill Rd, Chatham, MA 02633

  New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Fox Hill sits on 2.74 acres in Chatham, a renovated coastal estate with sweeping views of Crows Pond, Eastward Ho and Pleasant Bay from nearly every angle. The shingle-style exterior is substantial and classic Cape Cod, with a two-car garage and a private boat dock giving direct access to the

  Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

  558 Fox Hill Rd, Chatham, MA 02633
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  /52

  $1,275,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,070 Sq Ft

  240 Riverview Dr, Chatham, MA 02633

  Sought after neighborhood of Riverbay. Light and bright home with incredible gardens and fabulous outdoor space. Three bedrooms 2 newly redone baths with livingroom, dinng room and primary suite all with sliders onto the deck with spiral stairway to back yard for super summer fun. Room for a pool! Lower level could be finished off-high ceilings and windows overlooking the back yard. Deeded rights

  Judith Smith John C Ricotta & Assoc.

  240 Riverview Dr, Chatham, MA 02633
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  /5

  $999,000

  • Land
  • 6,969 Sq Ft
  • $6,243,750 per Acre

  727 Main St, Chatham, MA 02633

  Build your 3 bedroom home in this awesome downtown location walk to everywhere you want to be in Chatham. Meander across the street to Chatham A's Lilly's, the Squire steps to Oyster Pond no car necessary. The property is surrounded by amazing gardens. A sanctuary a feast for the eyes. Call your builder bring your imagination. A oasis in downtown Chatham.

  Noreen Kennedy Kennedy Real Estate

  727 Main St, Chatham, MA 02633
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  $725,000

  $70K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 1,687 Sq Ft

  19 Joshuas Way, Chatham, MA 02633

  Motivated Seller price reduced $70,000...Tucked away on a cul-de-sac in W. Chatham this spacious 4 Bed, 3.5 Bath Cape offers potential in a peaceful setting. Set back from the road with canopy of trees, the property feels private & serene with seasonal views of a scenic cranberry bog & birdlife. The main level features an open sunny living/ dining area,2 picture windows and slider to wraparound

  Phyllis Power Compass

  19 Joshuas Way, Chatham, MA 02633

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