4 beds1,738 sqft$5,150/sqft
166 Shore Rd, Chatham, MA 02633
Est: $48,402/moGet pre-approved

Description

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...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.
LISTING UPDATED: 08/11/2026 03:09 AM

  1. Listed by Guthrie Schofield Group • Berkshire Hathaway HomeServices Robert Paul Properties

Property Details for 166 Shore Road

Status
MLS #
73556482
Days on Market
22
Taxes
$34,921 / year
HOA Fees
-
Property Type
MLS Type
Single Family / Attached
Year Built
1940
Town
Chatham
Area
MA-Chatham
Architectural Style
Cape
Style
Cape
Garage Spaces
0
Open Parking Spaces
4.00
Parking Spaces Total
4

Location

Listing Courtesy of Berkshire Hathaway HomeServices Robert Paul Properties, Guthrie Schofield Group
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Building Information for 166 Shore Road

Stories-Year Built1940Building Size-Lot Size1.12 AC / 48,787 SF

Payment Calculator

$48,402 per month

30 year fixed, 6.55% Interest

Principal and Interest

$45,492

Property Taxes

$2,910

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 166 Shore Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Living Area: 1738.0
  • SqFt with Basement: No
  • Property Attached: Yes
  • Single Family Type: Attached
  • Waterfront: Yes
  • Water View: Yes
  • Year Built Details: Actual
  • Year Built Source: Public Records
Features
Interior Features
  • Appliances: Gas Water Heater
  • Basement Features: Partial, Bulkhead
  • Num of Baths: 3.0
  • Num of Full Baths: 3
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 3.00
  • Bathrooms Total Integer: 3
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Wood, Tile
  • SpaYN: No
Exterior Features
  • Exterior Features: Underground Sprinkler System, Private Yard, Outdoor Shower, Garden
  • Roof Material: Wood
  • View: Scenic View(s)
  • View: Yes
  • Waterfront Features: Waterfront, Ocean, 0 to 1/10 Mile To Beach, Beach Ownership(Private)
  • Waterview Features: Ocean, Walk to
Parking Features
  • Covered Spaces: .00
  • Garage: No
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Forced Air
  • Heating: Yes
  • Sewer: Private Sewerage
  • Water: Public
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
Tax Information
  • Tax ID: 2263900
  • Assessments: $9,108,400
  • Book: 29620
  • Tax Year: 2026
  • Zoning: R40
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
Complex & Association Information
  • Adult Community: No

Property History for 166 Shore Road

DateEvent & SourcePriceAppreciation
Aug 7, 2026

Price Change

Cape Cod & Islands Multiple Listing Service #22603612

$8,950,000
Aug 7, 2026

Price Change

MLS PIN #73556482

$8,950,000
Jul 27, 2026

Listed (Active)

Cape Cod & Islands Multiple Listing Service #22603612

$12,000,000
DateEvent & SourcePrice
08/07/2026

Price Change

Cape Cod & Islands Multiple Listing Service #22603612

$8,950,000
08/07/2026

Price Change

MLS PIN #73556482

$8,950,000
07/27/2026

Listed (Active)

Cape Cod & Islands Multiple Listing Service #22603612

$12,000,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 166 Shore Road

Taxable ValueLand$8,301,900Additions$540,700Total$8,842,600
Tax Record2025$30,684 ($2,557 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt1,738 SqFtAbove Grade Finished SqFt1,738 SqFtStories2Lot Size49,000 SqFtStyleSingle Family ResidenceYear Built1940Year Renovated2011ZoningR40CountyBARNSTABLEAPNCHAT M:16E B:016A L:K2

Schools near 166 Shore Road

This home is within Monomoy Regional School District.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - PK to 4
Public - 5 to 7
Public - 8 to 12
Rating
School
Distance
Harwich Elementary School
PublicPK to 4

Chatham Elementary School
PublicPK to 4

Monomoy Regional Middle School
Public5 to 7

Monomoy Regional High School
Public8 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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166 Shore Road is a single family home for sale in Chatham, MA 02633. This property was listed for sale on July 27, 2026 by Berkshire Hathaway HomeServices Robert Paul Properties, it's currently listed at $8,950,000. It has been on the market for a total of 22 days and was last sold on December 16, 2005. This listing's school district is Monomoy Regional School District. Nearby schools include Harwich Elementary School, Chatham Elementary School and Monomoy Regional Middle School. 166 Shore Road is a 4-bed, 3-bath, 1,738 sqft single family home built in 1940.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Berkshire Hathaway HomeServices Robert Paul Properties, Guthrie Schofield Group

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.