197 Woodland Way
Chatham, MA · $10,995,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

197 Woodland Way

Chatham, MA 02650
$10,995,000
52 days on market · DEL → ACT on Mar 17, 2026
Data refreshed Apr 9, 2026
🌊 Waterfront🌊 Not in FEMA SFHA (Zone X)Tax: $31,479/yr (2025)
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Type
SF
Beds
6
Baths
5.5
Sq Ft
6,547
Acres
1.33
Year Built
2003
$ / Sq Ft
$1,679
Days on Market
52

Investment Snapshot

Monthly Carrying
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Cash Flow / yr
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Cash Required
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Occupancy
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STR Range (P50)
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Location & Nearby

Map of 197 Woodland Way, Chatham MA with nearby beaches and points of interest
HThis property
  • A
    Eastward Ho! Country Club
    1.04 mi
  • B
    Chatham Yacht Club
    1.10 mi
  • C
    🏖️ Jacknife Beach
    1.33 mi
  • D
    Pleasant Bay Marina
    1.37 mi
  • E
    🚤 Ryder's Cove Landing
    1.50 mi
  • F
    🌲 Training Field Triangle
    1.51 mi
  • G
    🚴 Old Colony Rail Trail - Chatham End
    1.51 mi
  • H
    Ryder's Cove Boatyard
    1.53 mi

About this property

Set within the prestigious Harbor Coves enclave of Oyster Harbors, overlooking Ryders Cove, this spectacular North Chatham waterfront residence offers refined coastal living. A dramatic entry opens to a showstopping living room with cathedral ceilings and walls of glass framing panoramic water views. Light-filled interiors flow seamlessly for entertaining and everyday living. The kitchen features premium appliances, stone countertops, casual dining, and a bar with beverage and wine refrigeration, including Wolf and Sub-Zero, and opens to the patio and gardens. The main level includes a great room with gas fireplace and built-ins, inviting porch, private den, and mudroom with laundry and direct access to the three-car garage. The primary suite offers sweeping water views and a luxurious en-suite bath. Four additional en-suite bedrooms plus a sixth bedroom currently used as an exercise room complete the upper level. Meticulously landscaped grounds complete this rare waterfront offering.

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📋 Chatham Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Chatham
Listed by Chris Rhinesmith, Compass