166 Shore Road, Chatham, MA 02633
What's special
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.
- 48 days |
- 5,016 |
- 253 |
Travel times
Sunrise
Aerial
Living Room
Dining Room
Kitchen
Primary Bedroom
Primary Bathroom
Den
Guest Bedroom
Guest Bedroom
Bathroom
Zillow last checked:
Listing updated:
Guthrie Schofield Group 774-487-8554,
Berkshire Hathaway HomeServices Robert Paul Properties
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Natural Gas
Cooling
- Central Air
Appliances
- Included: Natural Gas, Water Heater
Features
- Flooring: Wood, Tile
- Basement: Partial
Interior area
- Total structure area: 1,738
- Total interior livable area: 1,738 sqft
Property
Features
- Stories: 2
- Exterior features: Outdoor Shower, Garden, Underground Sprinkler System
- On waterfront: Yes
- Waterfront features: Waterview, Waterfront, Ocean Front
- Body of water: Atlantic Ocean,Salt
Lot
- Size: 1.12 Acres
Details
- Parcel number: CHAT M:0016E B:016A L:00K20
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Roof: Wood
Condition
- Year built: 1940
Utilities & green energy
- Water: Public
Community & HOA
Location
- Region: Chatham
Financial & listing details
- Price per square foot: $5,150/sqft
- Tax assessed value: $9,108,400
- Annual tax amount: $34,921
- Date on market: 7/27/2026
- Cumulative days on market: 48 days
Price history
| Date | Event | Price |
|---|---|---|
| 8/7/2026 | Price change | $8,950,000-25.4%$5,150/sqft |
Source: MLS PIN #73556482 Report a problem | ||
| 7/27/2026 | Listed for sale | $12,000,000+200.4%$6,904/sqft |
Source: | ||
| 6/16/2020 | Listing removed | $3,995,000$2,299/sqft |
Source: Robert Paul Properties #22001703 Report a problem | ||
| 3/16/2020 | Listed for sale | $3,995,000-19.3%$2,299/sqft |
Source: Robert Paul Properties #72634151 Report a problem | ||
| 1/30/2020 | Listing removed | $4,950,000$2,848/sqft |
Source: Robert Paul Properties #21902961 Report a problem | ||
| 5/28/2019 | Price change | $4,950,000+17.9%$2,848/sqft |
Source: Robert Paul Properties #21902961 Report a problem | ||
| 4/29/2019 | Listed for sale | $4,200,000-6.6%$2,417/sqft |
Source: Robert Paul Properties, Inc. #21902961 Report a problem | ||
| 11/11/2015 | Listing removed | $4,499,000$2,589/sqft |
Source: Robert Paul Properties #21505002 Report a problem | ||
| 5/26/2015 | Listed for sale | $4,499,000+55.1%$2,589/sqft |
Source: Robert Paul Properties, Inc. #21505002 Report a problem | ||
| 8/18/2003 | Sold | $2,900,000+590.5%$1,669/sqft |
Source: Public Record Report a problem | ||
| 1/26/1998 | Sold | $420,000$242/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $30,684 +3% | $8,842,600 +6% |
| 2024 | $29,783 +31.1% | $8,342,700 +42.5% |
| 2023 | $22,723 +42.6% | $5,856,500 +69.8% |
| 2022 | $15,931 | $3,448,200 |
| 2021 | $15,931 -11.3% | $3,448,200 -7.5% |
| 2020 | $17,969 +6.7% | $3,728,000 +7.3% |
| 2019 | $16,846 +0.2% | $3,473,500 +0.6% |
| 2018 | $16,815 -0.3% | $3,452,700 +2.9% |
| 2017 | $16,874 +23.4% | $3,354,700 +23.2% |
| 2016 | $13,672 +3.4% | $2,723,500 +2.8% |
| 2015 | $13,219 -1.7% | $2,649,000 +0% |
| 2014 | $13,454 -2.1% | $2,648,400 -3.1% |
| 2013 | $13,744 +27.1% | $2,732,500 +12.5% |
| 2012 | $10,811 +4% | $2,429,400 |
| 2011 | $10,398 -12.3% | $2,429,400 -21.7% |
| 2010 | $11,850 +3% | $3,102,200 +0.9% |
| 2009 | $11,502 +7.2% | $3,075,300 +5.1% |
| 2008 | $10,734 | $2,924,700 |
| 2007 | $10,734 +2.1% | $2,924,700 +3.8% |
| 2006 | $10,510 +11.1% | $2,817,600 +34% |
| 2005 | $9,464 | $2,103,200 |
| 2004 | $9,464 +35.1% | $2,103,200 +91.6% |
| 2003 | $7,004 +2.5% | $1,097,800 +10% |
| 2001 | $6,836 +54.7% | $998,000 +117.4% |
| 1998 | $4,420 | $459,000 |
Find assessor info on the county website
Monthly payment
Estimated market value
$8,391,400
$7.97M - $8.81M
$4,973/mo
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.