Shingled Cape Cod home beside a boat-filled harbor at sunset, surrounded by flowering gardens.
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
SEE ALL PHOTOS
Shingled Cape Cod home beside a boat-filled harbor at sunset, surrounded by flowering gardens.
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
166 Shore Road
Sold

166 Shore Road

166 Shore Road, Chatham, MA 02633

$8,500,000
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.

4
beds

3
baths

1,738 Sq.Ft. LIVING AREA

1.12 Acres lot

Features & Amenities

Interior

  • total bedrooms4
  • Total bathrooms3
  • full bathrooms3
  • APPLIANCES Gas Water Heater

Area & Lot

  • Status Sold
  • Date Sold October 16, 2026
  • Living Area1,738 Sq.Ft.
  • Total Area1,738 Sq.Ft.
  • Lot Area1.12 Acres
  • MLS® ID73556482
  • TypeResidential
  • YEAR BUILT1940
  • NeighborhoodChatham
  • Architecture StylesCape
  • Water FrontageWaterfront, Ocean, Ocean, 0 to 1/10 Mile To Beach, Beach Ownership(Private)
  • View DescriptionScenic View(s)

Exterior

  • water SourcePublic
  • roofWood
  • HEAT TYPEForced Air
  • AIR CONDITIONINGCentral Air
  • sewerPrivate Sewer
  • SubstructureConcrete Perimeter

Financial

  • Sales Price$8,500,000
  • Real Estate Tax $34,921/yr
  • Zoning R40

Chatham

A captivating town celebrated for its quintessential New England charm.

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