Thomas D. Brown Real Estate Associates
Rentals 508-349-2700
300 Route 6
PO Box 2003
Truro, MA 02666

166 Shore Road Chatham MA 02633 | MLS #22603612

MLS #22603612 image #0
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.
Current real estate data for Single Family in Chatham as of Aug 16, 2026
56
Single Family Listed
111
Avg DOM
1,126
Avg $ / SqFt
$3,081,957
Avg List Price

Property Details

Price:
$8,950,000
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
WaterfrontOceanfrontOceanviewChathamChathamAtlantic Ocean,saltOcean

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
Waterfront Features
Waterview, Waterfront, Ocean Front

Financial

Tax Year
2026
Taxes
$34,921

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Property Summary

    166 Shore Road Chatham MA is a Single Family for sale in Chatham, MA, 02633. It is listed for $8,950,000 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 $5,150. The average price per square foot for Single Family listings in Chatham is $1,126. The average listing price for Single Family in Chatham is $3,081,957. To schedule a showing of MLS#22603612 at 166 Shore Road in Chatham, MA, contact your Thomas D Brown R E Associates agent at 508-487-1112.

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Raised in Orleans and now a resident of Truro, Lucy is extremely familiar with life on the Outer Cape. She is experienced in real estate sales on Cape Cod and has been involved in construction, development and real estate for over thirty-five years here on the Outer Cape. She presently handles all facets of marketing for both Brown Associates and Cape Vacation Rentals. Degree in Sales & Marketing; formerly associated with Nickerson Realty Corp. where she handled all phases of land development, a…

More About Lucy
166 Shore Road
Chatham, MA