Beds /
Baths
/ 13,388 SqFt
An exceptionally rare opportunity to acquire The Hawthorne in the heart of esteemed Chatham! Family-owned and operated since 1959, THE HAWTHORNE motel…
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 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…
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…
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 …
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 16:55:38.