Waterfront Homes for Sale in Chatham, MA

** Pinkwink, Circa 1850** - A beautifully updated antique in Chatham on 1.48 acres. Five bedrooms—four in the main house, one in the two-room guest suite above the detached two-car garage with private deck and screened in porch below. The main house features a large sunlit chef's kitchen with cathedral ceiling and top-tier appliances, wood floors, spacious dining room with fireplace, living room

Tim Bailey John C. Ricotta & Associates, Inc.

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

Tucked away on a quiet street in the heart of North Chatham, this charming second-floor condominium offers an exceptional opportunity to own in one of the Cape's most coveted locations. Whether you're seeking a seasonal retreat, an investment property, or a smart entry into the Chatham market, this residence delivers a perfect blend of convenience, charm, and value. Filled with natural light, the

Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

Chatham Waterfront Masterpiece. A private estate on Cape Cod's most coveted coastline in one of New England's most prestigious coastal communities. 44 Buena Vista Road is an extraordinary waterfront estate, a rare offering blending timeless elegance with resort-style amenities. Designed for both grand entertaining and intimate family living, this residence offers sweeping ocean views,

Shane Masaschi Compass

Co-ownership opportunity. Fox Hill, a spectacular waterfront retreat sited proudly on nearly 3 acres in a coveted North Chatham location! Within steps to a private beach and dock, this custom shingle residence was designed to accommodate large summer gatherings or cozy weekend getaways! Stunning views of Crows Pond, Eastward Ho and Pleasant Bay can be enjoyed throughout the property, while a

Brian Dougherty Corcoran Property Advisors

Offered fully furnished, this light-filled contemporary Cape in North Chatham blends coastal elegance with casual sophistication. The main level features a welcoming den, an inviting living room with a fireplace, and a stylish kitchen and dining area that open to a sunny deck, ideal for seamless indoor-outdoor living. The serene first floor primary suite offers comfort and privacy. Upstairs, two

The Bohman Hartung Group Gibson Sotheby's International Realty

Professional photos coming soon! Discover the perfect coastal retreat on Bucks Creek, where sweeping water views and breathtaking sunsets set the backdrop for everyday living. This beautifully maintained home offers 3 bedrooms, 3 baths, and a dedicated office, providing flexible space for both relaxation and productivity. Located just moments from Hardings Beach, the property enjoys a coveted

Judith Smith John C Ricotta & Assoc.

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.

Nature-lovers! A beautifully renovated post 'n beam home perched above the Monomoy River with peeks of the water from main bedroom, screen porch, and huge patio! Completely updated in '23/'24! New exterior sheathing, siding, windows, doors, and refinished wood floors. Kitchen boasts new cabinetry, counters, and SS appliances. Bathrooms feature new tile floors, vanities, toilets, and a walk-in

Amy Harbeck Kinlin Grover Compass

Set within one of Chatham’s most coveted coastal enclaves, The Sweet Oyster House is a fully renovated four-bedroom Cape Cod home offering water views of Oyster Pond and a lifestyle defined by ease, beauty, and walkability to the village. Polished yet relaxed, this turnkey residence blends refined coastal design, abundant natural light, and seamless indoor–outdoor living ideal for entertaining or

Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

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

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

This well-maintained 2-bedroom, 2-bath home in South Chatham, MA offers a rare combination of privacy, location, and potential. Located in a quiet residential neighborhood and abutting acres of conservation land, the property provides a peaceful, natural setting that feels far removed from town while still being close to everything Chatham is known for.The home is move-in ready and awaiting your

John Delellis Keller Williams Realty

Professional photos coming soon!Just moments from Hardings Beach, this inviting three-bedroom, two-bath home offers the perfect coastal getaway. Enjoy the benefits of a sought-after association featuring a dock, kayak storage, and a lovely picnic area overlooking the water. Take in beautiful water views and unforgettable sunsets, with private stairs leading down to the water's edge of Bucks Creek

Judith Smith John C Ricotta & Assoc.

Attention investors. Property being sold as-is as seen. Offers due by 3:00pm 2/10, offers valid until 5Pm 2/11. Located 1.5 miles from Hardings Beach and 2 miles to Chatham Village, this cape style home may be the answer for you. Estate sale is subject to seller’s receipt of license to sell. Property is being sold by Personal Representative. Sale subject to probate approval. Showings ongoing

James Schulze ListWell