301 Whidah Road
Chatham, MA · $12,950,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

301 Whidah Road

Chatham, MA 02650
$12,950,000
24 days on market · Listed Mar 20, 2026
Data refreshed Apr 12, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
5
Baths
6.5
Sq Ft
7,259
Acres
2.18
Year Built
2020
$ / Sq Ft
$1,784
Days on Market
24

Investment Snapshot

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Occupancy
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STR Range (P50)
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Location & Nearby

Map of 301 Whidah Road, Chatham MA with nearby beaches and points of interest
HThis property
  • A
    🚴 Old Colony Rail Trail - Chatham End
    0.76 mi
  • B
    Ryder's Cove Boatyard
    0.77 mi
  • C
    🚤 Ryder's Cove Landing
    0.81 mi
  • D
    🍽️ Cape Cod Coffee @ Chatham Perk
    0.91 mi
  • E
    🍽️ Elwood's Raw Bars
    0.91 mi
  • F
    🍽️ Chatham Sunrise
    1.03 mi
  • G
    Eastward Ho! Country Club
    1.29 mi
  • H
    Chatham Yacht Club
    1.35 mi

About this property

Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retreat was conceived through a multi-year collaboration with Salt Architecture, LaBarge Homes, and Martha's Vineyard Interior Designs. Walls of glass frame sweeping vistas and invite natural light to pour in throughout the home. Indoor and outdoor spaces flow effortlessly, from sun-drenched rooms to generous decks, terraces, and a resort-inspired pool area.The main living areas reflect a thoughtful balance of comfort and sophistication, highlighted by warm wood floors, layered textures, and expertly curated finishes. Multiple sitting and entertaining spaces offer room for every rhythm of daily life, including an expansive lower level with a glass-enclosed wine room, custom bar, game area, and media lounge.The kitchen and ancillary workspaces continue the home's blend of beauty and function, with sleek cabinetry, open shelving, and abundant natural light from picture windows overlooking the landscape. Bedrooms throughout the home feel like private hideaways, each one shaped by a soothing palette, elegant architectural detailing, and tranquil outlooks. Spa-quality bathrooms feature oversized glass showers, refined fixtures, and understated elegance. Outside, the property opens to a tapestry of panoramic water views, while a private stairway gently descends to the shoreline. A detached two-car garage boasts a private guest suite above, complete with a bedroom, full bath, kitchenette, and laundry. Designed for relaxation and connection, this North Chatham residence presents a rare blend of modern coastal living and timeless New England character - embraced by nature, enriched by views, and perfectly located minutes from everything the area has to offer.

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📋 Chatham Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Chatham
Listed by Paul E Grover, Berkshire Hathaway HomeServices Robert Paul Properties