558 Fox Hill Road
Chatham, MA · $1,469,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

558 Fox Hill Road

Chatham, MA 02633
$1,469,000
146 days on market · DEL → ACT on Mar 17, 2026
Data refreshed Apr 8, 2026
🌊 Waterfront🌊 Not in FEMA SFHA (Zone X)Tax: $5,298/yr (2025)
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Type
SF
Beds
5
Baths
8
Sq Ft
11,000
Acres
2.74
Year Built
2017
$ / Sq Ft
$134
Days on Market
146

Investment Snapshot

🟢 LOW RISK
Monthly Carrying
$7,852
Cash Flow / yr
$80,360
Cash-on-Cash
19.5%
Cash Required
$411,320
Projected Revenue / yr
$219,678
Avg Daily Rate
$1,157
Occupancy
52%
STR Range (P50)
$160,275
🟢 LOW RISK — Registration required with town clerk. No current caps.
STR revenue range: $100,624$223,135

Location & Nearby

Map of 558 Fox Hill Road, Chatham MA with nearby beaches and points of interest
HThis property
  • A
    Eastward Ho! Country Club
    0.60 mi
  • B
    Chatham Yacht Club
    0.62 mi
  • C
    🏖️ Jacknife Beach
    1.50 mi
  • D
    Pleasant Bay Marina
    1.54 mi
  • E
    🌲 Training Field Triangle
    1.70 mi
  • F
    🚤 Ryder's Cove Landing
    1.82 mi
  • G
    🚴 Old Colony Rail Trail - Chatham End
    1.84 mi
  • H
    Ryder's Cove Boatyard
    1.85 mi

About this property

Co-ownership opportunity. Fox Hill, a spectacular waterfront retreat sited proudly on nearly 3 acres in a coveted North Chatham location! Within steps to a private beach and dock, this custom shingle residence was designed to accommodate large summer gatherings or cozy weekend getaways! Stunning views of Crows Pond, Eastward Ho and Pleasant Bay can be enjoyed throughout the property, while a thoughtful floorplan includes 5+ ensuite bedrooms and 3 full floors of living spaces, each accessible by elevator. The large family room features a stone fireplace, window seats, coffered ceilings and direct access to expansive deck overlooking the water. A gorgeous chef's kitchen with 14ft island is the heart of the home with top of the line appliances, Wolf range and a pantry. Spacious primary suite with adjacent octagonal office complements this rare coastal offering. Resort like amenities include a lower level game room, sauna, gym, kitchen, cabana, and heated pool with integrated hot tub.

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📋 Chatham Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Chatham
Listed by Brian Dougherty, Corcoran Property Advisors