166 Shore Rd

1,738 Sq. Ft.
$6,904 / Sq. Ft.
1,738
Sq. Ft.
$6,904
per Sq. Ft.

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

Property Details for 166 Shore Road

Village
Chatham
School District
Monomoy
Waterfront Type
Oceanfront
Waterview Type
Ocean
Waterfront
Yes
Waterview
Yes
FEMA 100 Yr Flood Plain
VE
Town
Chatham
LISTING UPDATED: 07/28/2026 07:00 AM

Property Details for 166 Shore Road

StatusActive
MLS #22603612
Days on Market2
Taxes$34,921 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeSingle Family / Single Family Residence
Year Built1940
Lot Size1.12 AC / 49,000 SF
CountyBarnstable County

Location

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

Building Information for 166 Shore Road

Stories2Year Built1940Building Size-Lot Size1.12 AC / 49,000 SF

Payment Calculator

$63,905 per month

30 year fixed, 6.55% Interest

Principal and Interest

$60,995

Property Taxes

$2,910

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 166 Shore Road

Summary
Location and General Information
  • Directions to Property: Located on Shore Road near Chatham Bars Inn, house #166; gravel driveway leads to property.
  • Title Reference - Book: 29620
  • Region: Lower Cape
  • County: Barnstable
  • City Postal ID: 02633
  • Street Number: 166
  • Water Body Name: Atlantic Ocean
  • MLSAreaMajor: Chatham
  • General Property Info:Water Body: Atlantic Ocean
Parking
  • Garage: No
Taxes and HOA Information
  • Tax Year: 2026
  • Annual Assoc Fee: $0
  • Annual Taxes: $34,921
Virtual Tour
  • Virtual Tour YN: No
Property
Lot Information
  • Zoning: R40
  • Tax ID: CHAT M:0016E B:016A L:00K2-0
  • Lot Size Source: Field Card
  • Land Use: 101 - Residential, single family
  • Lot Size Square Feet: 49000
  • Sqft Total: 1738
  • Field Card SqFt: 1738
  • Lot Size Units: Acres
  • General Property Info:Leased Land: No
Property and Assessments
  • Total Assessment: $9,108,400
  • Land Assessments: $8,551,800
  • Building Assessments: $555,400
  • Other Assessments: $1,200
  • Renovated: No
  • Flood Ins Required: Yes: verify w/insurance agent
  • Lead Base Paint: Unknown
  • Year Round: Yes
  • Year Built Desc:Actual: Yes
  • Property Type: Residential, Single Family Residence
  • Property Subtypes: Single Family Residence
  • Year Built Numeric: 1940
  • Construction Materials: Shingle
  • Property Type: Residential
Utilities
  • Cooling: Central Air
  • Fuel Type:Natural Gas: Yes
  • Hot Water:Tank: Yes
  • Hot Water Source:Natural Gas: Yes
  • Water:Town Water: Yes
  • Sewer:Septic Tank: Title V Grade Level
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Exterior Features: Underground Sprinkler System, Private Yard, Outdoor Shower, Garden
  • Miles to Beach: 0 - .1
  • Private Dock: No
  • Foundation: Concrete Perimeter
  • Roof Description: Wood
  • Siding Description:Shingle: Yes
  • Private Pool YN: No
Interior Features
  • Basement Description:Bulkhead Access: Yes
  • Basement Description:Partial: Yes
  • Floors: Wood, Tile
  • Heating: Forced Air, Natural Gas
  • Basement: Yes
  • Sep Living Qtrs Info: Beds: 0
  • Total Rooms: 6
  • Baths Total: 3
  • Baths Full: 3
  • Baths Half: 0
  • Bedrooms Total: 4
  • Total Floor Plans Count: 3
  • RoomsTotal: 6
  • Bathrooms Total (Decimal): 3.00
  • Bathrooms Total (Notational): 3.00
  • Cooling: Yes
  • Heating: Yes
  • Stories: 2
  • General Property Info:Stories: 2

Property History for 166 Shore Road

DateEvent & SourcePriceAppreciation
Jul 27, 2026

Listed (Active)

Cape Cod & Islands Multiple Listing Service #22603612

$12,000,000
Sep 15, 2020

Expired

MLS PIN #72634151

$3,995,000
Sep 15, 2020

Expired

Cape Cod & Islands Multiple Listing Service #22001703

$3,995,000
DateEvent & SourcePrice
07/27/2026

Listed (Active)

Cape Cod & Islands Multiple Listing Service #22603612

$12,000,000
09/15/2020

Expired

MLS PIN #72634151

$3,995,000
09/15/2020

Expired

Cape Cod & Islands Multiple Listing Service #22001703

$3,995,000

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$7,832,000Additions$510,700Total$8,342,700
Tax Record2024$29,783 ($2,482 / month)
Home Facts
Beds3Baths3Total Finished SqFt1,738 SqFtAbove Grade Finished SqFt1,738 SqFtStories2Lot Size49,000 SqFtStyleSingle Family ResidenceYear Built1940Year Renovated2010ZoningR40CountyBARNSTABLEAPNCHAT 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.

Similar Homes

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 $12,000,000. It has been on the market for a total of 2 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

All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than Compass includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. Neither the listing firm nor Compass and its related brokerages shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. The Broker providing this data believes it to be correct but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.