Chatham, MA Homes for Sale with Acreage

Nestled in Chatham's exclusive Morris Island neighborhood, this home embodies the Cape Cod lifestyle. Situated in the sought-after Quitnesset community, this property is perfect for making lasting memories. Step into a the foyer with a stunning double curved staircase, leading to a vaulted living room with a fireplace and a chef's kitchen designed for entertaining. Enjoy casual meals in the

Sandra Tanco Kinlin Grover Compass

This exceptional coastal retreat was designed to capture sweeping views of tidal salt marshes, natural vistas, and Nantucket Sound from nearly every room. Soaring ceilings and dramatic walls of glass fill the home with natural light and frame spectacular sunsets; while sliders open to an expansive wraparound deck for effortless indoor-outdoor living. A chef's kitchen, dual living areas, and an

Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

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

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 w/multiple living spaces blends timeless elegance & luxurious touches throughout. Soaring cathedral ceilings & thoughtfully designed custom built-ins create a sense of openness and sophistication. A

Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

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

Set within the prestigious Harbor Coves enclave of Oyster Harbors, overlooking Ryders Cove, this spectacular North Chatham waterfront residence offers refined coastal living. A dramatic entry opens to a showstopping living room with cathedral ceilings and walls of glass framing panoramic water views. Light-filled interiors flow seamlessly for entertaining and everyday living. The kitchen features

Chris Rhinesmith Compass

Sited in one of North Chatham's most coveted pockets, this is the kind of property that doesn't come up often - an oversized 1.67-acre lot, an elevated position with light on all sides, and finishes that reflect genuine attention to detail. Bluestone, granite, and natural materials settle the home quietly into its surroundings. The open-concept first floor delivers a brand-new kitchen with quartz

Guthrie Schofield Group Berkshire Hathaway HomeServices Robert Paul Properties

Sited in one of North Chatham's most coveted pockets - an oversized 1.67-acre lot, an elevated position with light on all sides, and finishes that reflect genuine attention to detail. Bluestone, granite, and natural materials settle the home quietly into its surroundings. The open-concept first floor delivers a brand-new kitchen with quartz countertops and center island, wide plank white oak

Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

Set on 2.04 acres, this exceptionally-crafted residence offers 4,800 square feet of refined living space and understated luxury throughout. Multiple beautifully-appointed living spaces include a great room, living room, and sunroom, each with elegant architectural details. The gourmet Chef's kitchen is the heart of the home; perfect for grand entertaining or everyday living. A luxurious primary

Lori Jurkowski Christie's International Real Estate Atlantic Brokerage

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

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

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

Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpiece set in Hardings Beach Hills, with sweeping views of the marsh and creek. Blending classic Cape vernacular with modern lines, the home showcases exceptional craftsmanship and architectural detail throughout. The open main level is anchored by an arched fireplace wall that flows into a dramatic two-story

Chris Rhinesmith Compass Massachusetts, LLC

In one of Chatham's most storied and visually captivating settings, adjacent to the iconic Mitchell River wooden drawbridge, this extraordinary waterfront estate--masterfully crafted by the renowned Eastward Companies--represents a rare convergence of architectural distinction, coastal heritage, and modern luxury. Spanning more than 6,200 square feet across three impeccably designed levels, the

The Grattan Group Christie's International Real Estate Atlantic Brokerage

Stage Island is among the most exclusive addresses on Cape Cod — a private enclave of fewer than 40 homes where properties rarely change hands and waterfront offerings are nearly nonexistent. When one does surface, it commands attention. This is that moment. Set on 1.07 waterfront acres, sweeping marsh and water views, breathtaking sunsets, and abundant conservation land define a setting that is

Anthony Guthrie Berkshire Hathaway HomeServices Robert Paul Properties

Beautifully renovated inside and out oceanfront townhome nestled in the heart of Chatham. Fully furnished 2 bedroom, 2 bathroom home offers the epitome of Cape Cod living with breathtaking ocean views and private association beach access just steps from your door. Wake up to stunning sunrises over the water. The vaulted ceilings allow natural light to fill the bedrooms. Located just a short walk

Dawn Marie Boynton Berkshire Hathaway HomeServices Robert Paul Properties