166 Shore Road
Chatham, MA · $12,000,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

166 Shore Road

Chatham, MA 02633
$12,000,000
0 days on market · Listed Jul 27, 2026
Data refreshed Jul 27, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
4
Baths
3
Sq Ft
1,738
Acres
1.12
Year Built
1940
$ / Sq Ft
$6,904
Days on Market
0

Investment Snapshot

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Occupancy
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STR Range (P50)
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Location & Nearby

Map of 166 Shore Road, Chatham MA with nearby beaches and points of interest
HThis property
  • A
    🍽️ Beach House Grill
    0.24 mi
  • B
    🍽️ STARS
    0.30 mi
  • C
    🍽️ Sacred Cod Tavern
    0.31 mi
  • D
    Chatham Seaside Links
    0.38 mi
  • E
    🍽️ J. Bar
    0.40 mi
  • F
    🍽️ Cuvée at Chatham Inn
    0.41 mi
  • G
    🍽️ The Patio on Main
    0.41 mi
  • H
    🍦 Buffy's Ice Cream Cafe
    0.48 mi

About this property

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 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 private 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.

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📋 Chatham Short-Term Rental Rules
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Listed by Guthrie Schofield Group, Berkshire Hathaway HomeServices Robert Paul Properties