Chatham, MA Houses for Sale

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  /58

  $1,750,000

  • 4 Beds
  • 3 Baths
  • 1,990 Sq Ft

  235 Training Field Rd, Chatham, MA 02633

  NEED AN IN-LAW APARTMENT? Tucked away from the road in desirable Riverbay, this comfortable ranch offers easy living with three bedrooms and two full baths. A standout feature is the spacious one-bedroom apartment with its own private entry, a cozy kitchenette, and a fully accessible handicapped bathroom--perfect for guests, extended family, or rental income.The home features a fireplaced living

  Keith Bradley Gibson Sotheby's International Realty

  235 Training Field Rd, Chatham, MA 02633
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  /53

  $1,400,000

  • 4 Beds
  • 3 Baths
  • 2,391 Sq Ft

  68 Chippingstone Rd, Chatham, MA 02633

  Ideal rental investment property in Riverbay Estates! Enjoy water views and direct access to Pickerel Pond from this 4-bed, 3-bath home perfect for kayaking and paddleboarding. Features include a first-floor primary suite, living and dining areas with pond views, central A/C, gas heat, and an attached two-car garage. The home is generator ready with a panel for the transfer switch already in

  Marcia Thorngate Smith Christie's International Real Estate Atlantic Brokerage

  68 Chippingstone Rd, Chatham, MA 02633
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  /38

  $6,500,000

  • 5 Beds
  • 6.5 Baths
  • 5,143 Sq Ft

  4 Ministers Ln, North Chatham, MA 02650

  MAJESTIC SEASIDE LIVING. This unrivaled oceanfront estate located on prestigious Ministers Point in North Chatham offers grand scale living with dramatic Atlantic Ocean vistas. The meticulously designed cedar shingle and sprawling stone exteriors seamlessly blend the elegant interiors that boast striking architectural details, custom finishes and the highest quality craftsmanship. The 11 rooms

  Chris Rhinesmith Compass Massachusetts, LLC

  4 Ministers Ln, North Chatham, MA 02650
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  /47

  $1,650,000

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  70 Lantern Ln, South Chatham, MA 02659

  Discover your dream home just a short stroll to Cockle Cove Beach! Incredible spot...Tucked away at the end of a private lane, this 3 bedroom 2 1/2 bath home with long leaf yellow pine floors throughout the first floor has plenty of living space for family and friends. Surrounded by an expansive wrap-around deck, the open concept first floor is highlighted by the living room with wood burning

  Judith Smith John C Ricotta & Assoc.

  70 Lantern Ln, South Chatham, MA 02659
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  /42

  $9,950,000

  • 4 Beds
  • 5.5 Baths
  • 3,504 Sq Ft

  113 Seapine, Chatham, MA 02635

  Designed by the award-winning architectural firm Polhemus Savery DaSilva, this waterfront masterpiece has been refined with elevated finishes by renowned designer Lisa Tharp. Set on Crows Pond, the open-concept main level showcases breathtaking water views from the stunning chef's kitchen and great room with open dining area, all seamlessly flowing to a screened porch, expansive stone patio,

  Chris Rhinesmith Compass

  113 Seapine, Chatham, MA 02635
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  /45

  $9,950,000

  • 4 Beds
  • 5.5 Baths
  • 5,850 Sq Ft

  113 Seapine Rd, North Chatham, MA 02650

  Designed by award-winning firm Polhemus Savery DaSilva and enhanced by designer Lisa Tharp, this waterfront masterpiece embodies timeless coastal luxury. Perfectly sited on Crows Pond, the open-concept main level captures stunning water views from every angle--including the chef's kitchen, great room, and dining area. These spaces open to a screened porch, stone patio, infinity pool, and

  Chris Rhinesmith Compass Massachusetts, LLC

  113 Seapine Rd, North Chatham, MA 02650
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  /33

  $1,450,000

  • 3 Beds
  • 2.5 Baths
  • 1,144 Sq Ft

  552 Orleans Rd, Chatham, MA 2633

  Chatham's Best-Priced Waterfront Home! Enjoy lovely views of Frost Fish Creek from this charming North Chatham residence, offering three bedrooms and three beautifully remodeled bathrooms. Whether you're looking for a serene getaway or a year-round retreat, this home delivers coastal comfort and modern updates. Step into the spacious great room with exposed beams and a cozy wood-burning

  Chris Rhinesmith Compass

  552 Orleans Rd, Chatham, MA 2633
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  /32

  $1,450,000

  • 3 Beds
  • 2.5 Baths
  • 1,144 Sq Ft

  552 Orleans Rd, North Chatham, MA 02650

  Chatham's Best-Priced Waterfront Home! Enjoy lovely views of Frost Fish Creek from this charming North Chatham residence, offering three bedrooms and three beautifully remodeled bathrooms. Whether you're looking for a serene getaway or a year-round retreat, this home delivers coastal comfort and modern updates. Step into the spacious great room with exposed beams and a cozy wood-burning

  Chris Rhinesmith Compass Massachusetts, LLC

  552 Orleans Rd, North Chatham, MA 02650
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  /30

  $899,900

  • 3 Beds
  • 3 Baths
  • 1,492 Sq Ft

  25 Crosby Ln, Chatham, MA 02633

  TWO HOUSES! Nestled on a quiet road just off Route 28, this unique Chatham property offers a rare opportunity with two separate homes on one lot! The main house features 2 bedrooms, 2 bathrooms, a one-car garage, ready for your cosmetic updates to make it shine. The guest house (ADU) is a 1-bedroom, 1-bathroom space, perfect for rental income, extended family, or a private retreat.Enjoy the best

  Amanda Bender Christie's International Real Estate Atlantic Brokerage

  25 Crosby Ln, Chatham, MA 02633
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  /63

  $3,495,000

  • 4 Beds
  • 3.5 Baths
  • 4,857 Sq Ft

  36 Moonbeam Ln, Chatham, MA 02633

  This expansive Cape with timeless curb appeal is located in an exclusive Chatham neighborhood, and includes deeded rights to the Oyster Pond River. Immaculate and lightly used, you'll find 4,857 square feet of comfortable, casual elegance in a thoughtfully-designed floor plan. There are 4 spacious bedrooms including a lovely first-floor primary En-suite. Bright granite & stainless kitchen opens

  Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

  36 Moonbeam Ln, Chatham, MA 02633
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  /32

  $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 turnkey home, professionally managed by Pacaso. Set on 2.74 acres, Fox Hill offers a private sanctuary with 11,000 square feet of sophisticated coastal luxury. The renovated retreat has stunning views of Crows Pond, Eastward Ho and Pleasant Bay, and a private boat dock. The open, airy living room has a stone fireplace and window seats, and

  John DePreaux Corcoran Property Advisors

  558 Fox Hill Rd, Chatham, MA 02633
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  /34

  $1,649,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,844 Sq Ft

  4 Nickerson's Cir, Chatham, MA 02659

  Just completed and ready for immediate occupancy! This custom designed, classic Gambrel Cape is located on a private retreat lot, conveniently located between Chatham Village and Harwich Port with their shops, galleries and fabulous restaurants. AND less than one mile to several Nantucket Sound beaches! The expansive open First Level has an oversized Great Room, Custom Cook's Kitchen with

  Pat Butler Coldwell Banker Realty - Hingham

  4 Nickerson's Cir, Chatham, MA 02659
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  /42

  $1,995,000

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

  409 Main St, Chatham, MA 02633

  Location-Location-409 Main St. in Downtown Chatham offers you this very rare and desirable combination of a mixed use building with a 1st floor highly visible commercial space with showcase windows, maximum retail exposure and high foot traffic, as well as a fully renovated spacious apartment on the 2nd floor in the heart of Chatham Village. The property offers 5 private in-town parking spaces

  Rick Smith Gibson Sotheby's International Realty

  409 Main St, Chatham, MA 02633
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  /41

  $3,995,000

  • 5 Beds
  • 8 Baths
  • 5,578 Sq Ft

  67 Uncle Alberts Dr, Chatham, MA 02633

  This impressive home sited on 2.07 acres on a quiet cul-de-sac is just a few minutes away from restaurants, the Chatham bike path and nearby Chatham beaches. The 2014 Eastward Companies home offers a tremendous sense of living space spanning 5,578 square feet and defined by lovely grounds, water views, luxurious finishes and a sweeping open floor plan. The main level flows seamlessly between the

  Chris Rhinesmith Compass

  67 Uncle Alberts Dr, Chatham, MA 02633
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  /50

  $3,995,000

  • 5 Beds
  • 8 Baths
  • 5,578 Sq Ft

  67 Uncle Alberts Dr, Chatham, MA 02633

  GRACIOUS LIVING ON OVER TWO ACRES NEAR CHATHAM BEACHES AND BELOVED DINING DESTINATIONS // Space, Luxury, Convenience! This impressive home, situated on 2.07 acres in a quiet cul-de-sac, is just minutes away from restaurants, the Chatham bike path, and nearby Chatham beaches. Built by Eastward Companies in 2014, this home offers a tremendous sense of living space, spanning 5,578 square feet, and

  Chris Rhinesmith Compass Massachusetts, LLC

  67 Uncle Alberts Dr, Chatham, MA 02633
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  /27

  $1,750,000

  • 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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  /9

  $13,950,000

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

  301 Whidah Rd, Chatham, MA 02650

  Experience unparalleled craftsmanship in this remarkably designed contemporary home with commanding views of Pleasant Bay, Bassing Harbor, and Ryder's Cove. This oceanfront property features one of the most picturesque locations offered on the Cape with peaceful evening sunsets to lively 4th of July fireworks over Pleasant Bay. Take the stairs to the water and enjoy your own private beach and

  Doug Grattan Christie's International Real Estate Atlantic Brokerage

  301 Whidah Rd, Chatham, MA 02650
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  /90

  $13,950,000

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

  301 Whidah Rd, North Chatham, MA 2650

  Experience unparalleled craftsmanship in this remarkably designed contemporary home with commanding views of Pleasant Bay, Bassing Harbor, and Ryder's Cove. This oceanfront property features one of the most picturesque locations offered on the Cape with peaceful evening sunsets to lively 4th of July fireworks over Pleasant Bay. Take the stairs to the water and enjoy your own private beach and

  Doug Grattan Christie's International Real Estate Atlantic Brokerage

  301 Whidah Rd, North Chatham, MA 2650
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  /34

  $7,250,000

  • 10 Beds
  • 10 Baths
  • 8,000 Sq Ft

  150 Cross St, Chatham, MA 02633

  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

  John Ricotta John C Ricotta & Assoc.

  150 Cross St, Chatham, MA 02633
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  /23

  $399,000

  • 1 Bed
  • 1 Bath
  • 696 Sq Ft

  109 Misty Meadow Ln Unit 2, North Chatham, MA 02650

  Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

  109 Misty Meadow Ln Unit 2, North Chatham, MA 02650
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  /30

  $5,295,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,989 Sq Ft

  14 Pond View Ln, Chatham, MA 02633

  Sears Point Development presents another breathtaking home that could be your new year-round residence or the perfect summer escape for 2026. With panoramic water views of the Oyster Pond and Oyster River and deeded access to the Oyster Pond with mooring potential, this stunning Nantucket-style home boasts 4,989 sf of thoughtfully designed living space, featuring 4 BR and 4/2 Baths on town sewer.

  Jack Bohman Gibson Sotheby's International Realty

  14 Pond View Ln, Chatham, MA 02633
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  /2

  $6,995,000 New Construction

  • 5 Beds
  • 7 Baths
  • 5,700 Sq Ft

  13 Captain Knowles Way, Chatham, MA 02633

  Experience the perfect blend of luxury, privacy, and convenience in this exceptional new construction by Minglewood Homes, just moments from downtown Chatham. Situated on a 1.34-acre waterfront lot along the Oyster River, this exquisitely designed home features an open-concept layout, high-end finishes, and impeccable craftsmanship throughout.Designed for both comfort and entertaining, the home

  Mina O'Keefe Gibson Sotheby's International Realty

  13 Captain Knowles Way, Chatham, MA 02633
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  /42

  $685,000

  • 3 Beds
  • 2.5 Baths
  • 1,686 Sq Ft

  1046 Queen Anne Rd, Harwich, MA 02645

  UNDER 700K!!! Beautifully Updated 3-Bed, 2.5-Bath Home – Minutes from the Beach! Nestled in a prime location, this stunningly updated home offers the perfect blend of modern comfort and coastal charm. Whether you're looking for a vacation retreat, a full-time residence, or a turnkey Airbnb opportunity, this property has it all! Step inside to discover a bright, open-concept living space with

  Minh Voduy Thread Real Estate, LLC

  1046 Queen Anne Rd, Harwich, MA 02645

Showing Results 41 - 63, Page 2 of 2