153 SHORE ROAD
Chatham, MA 02633
$9,995,000
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There is something magical about Shore Road. The hydrangeas are impossibly beautiful, mature hedges soften the road's gentle curves, and Chatham Harbor is never far from view. It is a place where mornings begin with the sunrise, afternoons unfold by the pool, and friends somehow always gather.
Set on more than an acre in one of Chatham's most coveted locations, this remarkable property has been quietly enjoyed by the same family since 1987. Behind its understated presence lies a rare combination of privacy, expansive lawn, a heated pool, separate garage, and beautiful views of Chatham Harbor and the Outer Beach - an extraordinary setting just moments from Chatham Bars Inn, the Fish Pier, Lighthouse Beach, and downtown.
Designed for both relaxed everyday living and gracious entertaining, the home offers a spacious first-floor primary suite, generous gathering spaces, and an easy connection to the outdoors. From the main living areas, views of Chatham Harbor and the Outer Beach provide a lovely backdrop. Upstairs, charming windows capture different perspectives, from the Chatham Fish Pier to the Atlantic.
Whether enjoyed exactly as it is or thoughtfully reimagined over time, this is a rare opportunity to own one of Shore Road's enduring legacy properties.
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FEATURES & AMENITIES
At a Glance
Offered: First time in nearly four decades
Living Area: 3,079 sq ft
Lot Size: 1.06 ± Acres
Bedrooms: 3
Bathrooms: 2 Full, 1 Half
Style: Classic Cape Cod
Year Built: 1957
Renovation: Thoughtfully updated in 1996
Garage: Detached Two-Car
Pool: In-Ground Concrete Swimming Pool
Views: Chatham HarborSetting
Abutting: Conservation Land
Property Highlights
Prime Shore Road location
First-floor primary suite
Three fireplaces
Harbor views from the second floor
Expansive private lawn surrounded by mature landscaping
Fenced pool area
Outdoor shower
Irrigation system
Hardwood flooring throughout much of the home
Partial basement with interior access
Central air conditioning
Town water
Private septic system
Cedar shingle exterior
Detached two-car garage
Lifestyle
One of Shore Road's defining characteristics is its remarkable sense of place. Lined with magnificent homes, mature hedges, flowering hydrangeas, and beautifully maintained landscapes, it is among Chatham's most recognizable addresses.
Just moments away are:
Chatham Bars Inn
Lighthouse Beach
Chatham Fish Pier
Main Street
The Chatham Club
Chatham Harbor
Outer Beach
The Grounds
Set well back from Shore Road, the property offers an unexpected sense of privacy. Beyond the residence, the landscape opens to reveal an expansive lawn framed by mature plantings and centered around the in-ground swimming pool, creating an outdoor setting rarely found this close to downtown Chatham. The fenced pool area and outdoor shower complete an exceptional setting for summer living and entertaining.
Residence
The home offers approximately 3,079 square feet of living space with a gracious first-floor primary suite and classic Cape Cod architecture. Three fireplaces add warmth and character throughout the principal living spaces, while second-floor rooms enjoy picturesque views toward Chatham Harbor. Thoughtfully updated over the years, the residence presents the opportunity to enjoy immediately or thoughtfully reimagine over time.
Property Specifications
Living Area: 3,079 ± sq ft
Lot Size: 1.06 ± acres
Bedrooms: 3
Bathrooms: 2 Full | 1 Half
Stories: 2
Year Built: 1957
Major Renovation: 1996
Heating: Gas-fired hot water
Cooling: Central air conditioning
Water: Town water
Sewer: Private septic
Foundation: Poured concrete
Roof: Wood shingle
Exterior: Cedar shingle siding
Flooring: Hardwood, tile, and carpet
Fireplaces: 3
Garage: Detached two-car
Pool: In-ground concrete pool
Outdoor Features: Outdoor shower, fenced pool area, mature landscaping
Views: Chatham Harbor
Sale Type: Estate (Fiduciary) Sale
DOCUMENTS
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Listing Agent for:
Listing Agent:
Listing Agent
Sarah Keith
Sarah Keith, Licensed Real Estate Advisor with eXp Realty, is the official listing agent for this property.
Interested in learning more about this exceptional home or ready to schedule a private tour? Reach out today—I’m here to help you discover whether this property is the perfect fit for you.
508-227-4745
All information provided is deemed reliable but not guaranteed and should be independently reviewed and verified.





































