153 Shore Rd, Chatham, MA 02633
$9,495,000 · For sale
- 3 bedrooms
- 2.5 bathrooms
- 3,079 sq ft
- Single Family
- Built 1957
- MLS #73594589
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.
About this address
153 Shore Rd is a 3-bedroom, 2.5-bath single-family home for sale in Chatham, MA 02633 with 3,079 square feet, asking $9,495,000. It was built in 1957. It has been on our site since October 23, 2026.
The median asking price among the 19 other 3-bedroom single-family homes for sale in Chatham is $1,375,000. At $3,084 a square foot, it compares with a median of $750 among the 40 other single-family homes for sale in Chatham with a stated size.
At 3,079 square feet, it is larger than 79% of the 19 other 3-bedroom single-family homes in Chatham with a stated size.
This home is assessed at $2,985,000 for fiscal year 2018. The assessor lists a lot of 46,136 square feet.
It scores 85 out of 100 for walkability, from how close everyday places are.
The closest bus stop is Veterans Field Rd (CCRTA route H2O Hyannis-Orleans), about 0.6 miles away.
The closest public schools by level are Chatham Elementary School (0.7 miles), Monomoy Regional Middle School (1.4 miles) and Monomoy Regional High School (6.0 miles). The district decides which school serves an address.
Listing information from MLS Property Information Network (MLS PIN), MLS #73594589, deemed reliable but not guaranteed. Prices are compared with other homes listed on this site today. Trains and buses come from the transit agencies’ published schedules and schools from the National Center for Education Statistics. Distances are straight-line. Assessed values and past sales are public records from municipal assessors, published by MassGIS. An assessed value is set for taxation and may differ from market value.
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To ask about this home or book a tour, call Benjamin Realty at (617) 734-5050 or email [email protected].