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 · Listed Mar 20, 2026
Data refreshed Apr 9, 2026
🌊 Not in FEMA SFHA
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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-on-Cash
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Cash Required
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Projected Revenue / yr
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Avg Daily Rate
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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
    Ryder's Cove Boatyard
    0.26 mi
  • B
    🚤 Ryder's Cove Landing
    0.27 mi
  • C
    🚴 Old Colony Rail Trail - Chatham End
    0.40 mi
  • D
    🌲 Old Comers Woodland
    0.74 mi
  • E
    Eastward Ho! Country Club
    0.94 mi
  • F
    Chatham Yacht Club
    1.02 mi
  • G
    🌲 Training Field Triangle
    1.06 mi
  • H
    Pleasant Bay Marina
    1.18 mi

About this property

Set within the prestigious Harbor Coves enclave of Oyster Harbors overlooking Ryders Cove, this exceptional North Chatham waterfront residence offers refined coastal living at its finest. A dramatic entry reveals a showstopping living room with soaring cathedral ceilings and walls of glass framing panoramic water views. Expansive, light-filled interiors flow seamlessly throughout, designed for both grand entertaining and relaxed everyday living. A formal dining room with fireplace and water views anchors the main living spaces. The showpiece kitchen is gracious in scale, featuring premium appliances, stone countertops and a bar area with wine refrigeration, including a Wolf range and Sub-Zero refrigeration. The kitchen opens directly to the patio and gardens for effortless indoor-outdoor living. The open-concept main level includes a great room with custom built-ins and gas fireplace, an inviting porch, and access to a waterfront patio with outdoor kitchen and wrap-around firepit. A private den, mudroom with dual laundry areas, two pantries and direct access to the three-car garage complete the main level. Meticulously landscaped grounds complete this rare waterfront home. The primary suite offers sweeping water views, a bespoke walk-in closet, and luxurious en-suite bath. Four additional en-suite bedrooms, most with water views, plus a sixth bedroom currently used as an exercise room with private stairway access, complete the upper level. The lower level includes a wine cellar, direct outdoor access, and stairs to Ryders Cove.

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Listed by Chris Rhinesmith, Compass Massachusetts,LLC