4 Beds /
6 Baths
/ 6,234 SqFt
In one of Chatham’s most storied and visually captivating settings, adjacent to the iconic Mitchell River wooden drawbridge, this extraordinary waterf…
3 Beds /
2.5 Baths
/ 3,079 SqFt
Sparkling harbor views, afternoons by the pool, and expansive, private grounds on coveted Shore Road. Offered for the first time since 1987, "Off…
4 Beds /
3 Baths
/ 1,738 SqFt
The SandBox, an icon of Shore Road, sits on one of the most coveted streets in America, steps from the Chatham Bars Inn – where waterfront estates are…
4 Beds /
4 Baths
/ 4,512 SqFt
Few homes command Oyster Pond like 12 Pond Street. Three soaring peaks, the center crowned in sculptural rounded copper, announce a custom Eastward Co…
1 Beds /
8.5 Baths
/ 7,658 SqFt
Landmark Chatham Georgian estate set on 1.3 acres overlooking Oyster Pond, with downtown and beach just moments away. Known as ”Beechwood”, this ico…
5 Beds /
5 Baths
/ 4,248 SqFt
Experience the very best of Chatham living. Few properties offer this extraordinary combination of premium waterfront living and the ability to stroll…
4 Beds /
3.5 Baths
/ 2,688 SqFt
This spectacular custom built " Rick Roy" home has undergone another massive renovation in 2025-2026. The home is now " free flowing&qu…
4 Beds /
5.5 Baths
/ 5,254 SqFt
An Ed Acton/Harbor Builders home built in 2019, located in the highly desired section of North Chatham. Offering 4 bedrooms, 6 baths, this home has ex…
4 Beds /
5 Baths
/ 4,394 SqFt
Classic Cape Cod home on a one-acre lot on the nicest street in Chatham…. Nooks and crannies and additions in several directions in this very privat…
5 Beds /
5.5 Baths
/ 5,620 SqFt
This 5-bedroom, 5.5-bath, 5,620-square-foot home on 40,000 + square foot lot sits along Chatham’s popular walking loop, just steps from Stage Harbor, …
2 Beds /
2.5 Baths
/ 1,850 SqFt
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 …
5 Beds /
4.5 Baths
/ 4,060 SqFt
Experience refined coastal living in this fully renovated waterfront, water view estate on the Oyster River in Chatham, complete with deeded boat hous…
The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service. All properties are subject to prior sale, changes, or withdrawal.
This site was last updated Oct 10-2026 17:01:12.