Raymond M. Hall, REALTOR® | (508) 221-2544 | ray@ricottarealestate.com | 1181 Main Street, Chatham, MA 02633
$12,000,000

166 Shore Road, Chatham, MA 02633

4 Beds 3 Full Baths 1,738 Sq Ft 1.12 acres
MLS# 22603612 · Residential / (Single Family Residence) · Chatham Waterfront
Listed: 07/27/26 (listing data as of 07/30/26 at 3:05 pm)

About This Property

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.

Property Details

Property TypeResidential
(Single Family Residence)
StatusActive
MLS Number22603612
Year Built1940
Annual Taxes$34,921 (2026)
Total Assessment$9,108,400
Square Footage1,738
Price/Sq Ft$6904/sq ft
Lot Size1.12 acres
Bedrooms4
Full Baths3
Heat Source Forced Air, Natural Gas
Add'l Heating Forced Air
Cooling A/C Central Air
Garage Spaces0
Days on Market3
WaterfrontYes
Water Body ViewAtlantic Ocean
Miles to Beach0 - .1

Exterior Features

  • Garden
  • Outdoor Shower
  • Private Yard
  • Underground Sprinkler System

Location

Nearby Listings

Finding nearby listings…
Listing Courtesy of: Guthrie Schofield Group / Berkshire Hathaway HomeServices Robert Paul Properties
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, Inc. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than John C. Ricotta & Associates are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated 07/30/2026. Neither the listing broker nor John C. Ricotta & Associates shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal.