Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
4 Beds
3 Baths
1,738 sqft

$8,950,000

166 Shore Road, Chatham MA, 02633

Price per sqft$5,149.60
Built in1940
Property size1,738 sqft
Property typeResidential

Overview

Pending

Under Agreement

Listed Jul 27, 2026

Updated 5 days ago

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.

$59,545/mo

Est. mortgage payment based on a $8,950,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
73556482

Interior Features

Bedrooms
4
Bathrooms
3
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
1.12 Acres

Other Property Details

Taxes
$34,921
Tax Frequency
Annually
View
Yes
Waterfront
Yes
55+/Senior Community
No

Also listed on CCIAOR

This listing is provided by Guthrie Schofield Group with Berkshire Hathaway HomeServices Robert Paul Properties

The property listing data and images displayed herein were provided to MLS Property Information Network, Inc. from third-party sources, including sellers, lessors, and public records, and compiled by MLS Property Information Network, Inc. This information is intended solely for the personal, non-commercial use of consumers who have a genuine interest in purchasing or leasing listed properties. It may not be used for any purpose other than to identify prospective properties of interest.

MLS Property Information Network, Inc. and its subscribers make no representations or warranties regarding the accuracy of the listing data or images presented.

©2026 MLS Property Information Network, Inc. All rights reserved.

Data last updated 4:07 AM UTC, 9/15/2026

Powered by Luxury Presence