Single Family Residence at 153 Shore Rd, Chatham MA 02633
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$9,495,000

153 Shore Rd, Chatham MA 02633
Chatham, MA 02633
Listed by Sarah Keith
Bedrooms
3
Bathrooms
2.5
Living area
3,079 sqft
Year built
1957

About this home

Sparkling harbor views, afternoons by the pool, and expansive, private grounds on coveted Shore Road. Offered for the first time since 1987, "Offshore" encompasses more than an acre - a rare opportunity to enjoy a remarkably private estate-like setting in the heart of Chatham. Beyond the house, a surprising expanse of lawn and gardens unfolds, its scale and privacy revealed only when you explore the grounds. Inside, gracious, generously proportioned rooms and timeless Cape Cod character create an inviting setting for entertaining, gathering with friends, or savoring a quiet afternoon. Views of Chatham Harbor, North Beach, and the Atlantic provide a lovely backdrop from the main living areas, while upstairs windows frame picture-perfect coastal scenes. A spacious first-floor primary suite offers comfort and ease. A carriage-style garage completes the property, just moments from Chatham Bars Inn, the Fish Pier, Lighthouse Beach, and Main Street. Whether enjoyed as it is today or thoughtfully reimagined, this special property invites its next owner to create a lasting legacy along one of Chatham's most iconic streets.

Highlights

ViewFireplace

Property details

MLS
MLS Property Information Network
MLS #
73594589
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
1
On market date
October 23, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
2
Parking spaces
4
Lot size
1.06 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Chatham Elementary School
0.68 mi away · Grades 0-4
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
145
Student:teacher ratio
8.5:1
District
Monomoy Regional School District
Middle
Monomoy Regional Middle School
1.41 mi away · Grades 5-7
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
456
Student:teacher ratio
10.9:1
District
Monomoy Regional School District
High
Monomoy Regional High School
6.03 mi away · Grades 8-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
670
Student:teacher ratio
11.0:1
District
Monomoy Regional School District

Walkability

Blended score for Chatham's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

73
Walkable
out of 100
EPA National Walkability Index
14.2 / 20 -- Above average walkable
Google Places amenity density
77 / 100
Restaurants & cafes20
Grocery stores3
Parks10
Schools1
Transit stops2
Pharmacies1

Market position

How this listing compares to current activity in Chatham, from live MLS data.

On the market 1 days -- 134 fewer days than Chatham's current average of 135 days.
For reference, the median list price across 95 active listings in Chatham right now is $1,795,000.

Mortgage calculator

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Est. monthly payment
$57,330/mo
$1,899,000 down
$7,596,000 loan
Principal & interest$49,268
Property tax (est.)$7,913
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 20 hr ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.