166 Shore Road, Chatham MA 02633
Chatham, MA 02633
$12,000,000
$8,950,000
Est. $48,366/month
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About this home
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.
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
25.4%
Price Range
Property Timeline
Price Reduced
Aug 7, 2026
$8,950,000
$3,050,000
(-25.42%)
From $12,000,000 to $8,950,000 (-25.4%)
Listed for Sale
Jul 29, 2026
$12,000,000
Original listing
Agent: Guthrie Schofield Group
Office: Berkshire Hathaway HomeServices Robert Paul Properties
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/07/2026 | ↓ Price Reduced | $8,950,000 | $3,050,000 | - | From $12,000,000 to $8,950,000 (-25.4%) |
| 07/29/2026 | 🏠 Listed for Sale | $12,000,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $34,921 | $9,108,400 |
Financial Details
Annual Property Tax
$34,921
Tax Year 2026
Assessed Value
$9,108,400
Facts & Features
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1940
Living Area
1,738 sq ft
Lot Size
1.12 acres
Bedrooms
4
Full Baths
3
Total Rooms
6
Interior
Heating
Forced Air
Cooling
Central Air
Flooring
None
Appliances
Gas Water Heater
Fireplace
None
Fireplaces
1
Basement
Partial, Bulkhead
Laundry
None
Features
None
Exterior
Construction
None
Architecture
Cape
Roof
Wood
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
None
Parking
Features
None
Total Spaces
4
Utilities
Electric
None
Water
Public
Sewer
Private Sewer
Gas
None
Other
None
Financial
Annual Tax
$34,921
Assessed Value
$9,108,400
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Barnstable
Total market time (incl. prior listings)
15 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1940
Bedrooms
4
Full Bathrooms
3
Living Area
1,738 sq ft
Total Rooms
6
Floor Layout
Interactive room guide
Floor Layout
Finished Area
1,738 sq ft above grade
Display Options
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Appliances:
Gas Water Heater
Interior Features:
Windows:
Basement:
Partial, Bulkhead
Laundry:
Security:
Construction & Materials
Style:
Cape
Year Built:
1940
Structure Type:
Exterior Materials:
Roof:
Wood
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Forced Air
Cooling:
Central Air
Hot Water:
Water Source:
Public
Sewer:
Private Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Total Parking Spaces:
4
Parking Features:
Special Features
Fireplaces:
1
Fireplace Type:
Waterfront:
Yes
Waterfront Type:
Waterfront, Ocean, Ocean, 0 to 1/10 Mile To Beach, Beach Ownership(Private)
View:
Yes
View Type:
Scenic View(s)
Community Amenities:
Nearby Schools
School District
Monomoy Regional School District local
C+
School Safety
2024-25
3.5%
Above Average
2.8%
Suspensions
1.5%
In-School
0.7%
Emergency
2.0% below state avg
Elementary Schools
1 school
B+
Chatham Elementary School
0.7 mi
|
#311 of 824
|
Score: 50.4
Dropped 108 spots from last year
-7.8 below state avg
146 students
Diverse
Grades PK-04
Middle Schools
2 schools
B+
Monomoy Regional Middle School
1.4 mi
|
#117 of 352
|
Score: 47.5
Dropped 36 spots from last year
-10.7 below state avg
395 students
Moderate
Grades 05-07
B-
Cape Cod Lighthouse Charter School
4.1 mi
|
#190 of 352
|
Score: 41.4
Improved 90 spots from last year
-16.8 below state avg
251 students
Less Diverse
Rising School
Grades 06-08
Learn about these ratings
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$2,910
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
166 Shore Road, Chatham MA 02633
Chatham, MA 02633
Listing Information
Listing Agent
Guthrie Schofield Group
Listing Office
Berkshire Hathaway HomeServices Robert Paul Properties
Office Phone
508-945-5553
Agent MLS ID
TM359164
Office MLS ID
AN6519
Listing Data Updated
Aug 11, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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