$12,000,000
166 Shore Road
Chatham, MA, 02633
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
Price:
$12,000,000
MLS #:
22603612
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
chatham
Listed Date:
Jul 27, 2026
Finished Sq Ft:
1,738
Total Sq Ft:
1,738
Lot Size:
49,000 sqft / 1.12 acres (approx)
Year Built:
1940
Schools
Interior
Appliances
Natural Gas, Water Heater
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Wood, Tile
Heating
Natural Gas
Exterior
Construction Materials
Shingle Siding
Exterior Features
Outdoor Shower, Garden, Underground Sprinkler System
Roof
Wood
Stories
2
Financial
Tax Year
2026
Taxes
$34,921
Mortgage Calculator
Map
Current real estate data for Single Family in Chatham as of Aug 01, 2026
57
Single Family Listed
102
Avg DOM
1,117
Avg $ / SqFt
$3,099,098
Avg List Price
Community
- Address166 Shore Road Chatham MA
- CityChatham
- CountyBarnstable
- Zip Code02633
Subdivisions in Chatham
Similar Listings Nearby
Property Summary
- 166 Shore Road Chatham MA is a Single Family for sale in Chatham, MA, 02633. It is listed for $12,000,000 and features 4 beds, 3 baths, and has approximately 1,738 square feet of living space, and was originally constructed in 1940. The current price per square foot is $6,904. The average price per square foot for Single Family listings in Chatham is $1,117. The average listing price for Single Family in Chatham is $3,099,098. To schedule a showing of MLS#22603612 at 166 Shore Road in Chatham, MA, contact your Rover IDX%2C LLC agent at 800 BOB-REALTY.
166 Shore Road
Chatham, MA


