166 Shore Road, Chatham, MA 02633 (MLS # 22603612)
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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 generational and cherished. Set on an over one-acre lot with immense private beachfront, the home reflects the architectural heritage of the setting, with classic cedar shake and shingle detailing throughout. A staircase framed by flowering landscaping leads to a bluestone patio and entertaining spaces over the beach, with a private trail to the water's edge -- one of the first points on the Eastern Seaboard to greet the sunrise each morning. Inside, a shiplap-clad great room opens the home for gathering, flowing into dining and kitchen areas with water views from every angle. The primary suite is a retreat framed by its own bay window, while well-appointed guest spaces offer comfort for family and friends. Extensively renovated, the home retains the craftsmanship of its original build - true, enduring Cape Cod character. This is where summers are made. Shore Road beachfront grows more coveted with time, and opportunities like this rarely surface - a chance to secure one of the most aspirational addresses on the entire East Coast.
| DAYS ON MARKET | 20 | LAST UPDATED | 8/7/2026 |
|---|---|---|---|
| YEAR BUILT | 1940 | COMMUNITY | West Chatham |
| COUNTY | Barnstable | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| PRICE HISTORY | |
| Prior to Aug 7, '26 | $12,000,000 |
|---|---|
| Aug 7, '26 - Today | $8,950,000 |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Gas Water Heater |
| AREA | West Chatham |
| BASEMENT | Partial, Yes |
| CONSTRUCTION | Shingle Siding |
| EXTERIOR | Garden, Outdoor Shower |
| LOT | 1.12 acre(s) |
| LOT DESCRIPTION | Waterfront |
| SEWER | Septic Tank |
| STORIES | 2 |
| STYLE | Cape Cod, Shingle |
| TAXES | 34921 |
| VIEW | Yes |
| VIEW DESCRIPTION | Water, Ocean |
| WATER ACCESS | Atlantic Ocean |
| WATERFRONT | Yes |
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Listed with Berkshire Hathaway HomeServices Robert Paul Properties
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