38 Indian Trail
Chatham, MA · $4,750,000
Zillow ↗
📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

38 Indian Trail

Chatham, MA 02633
$4,750,000
2 days on market · Listed Apr 29, 2026
Data refreshed Apr 29, 2026
🌊 Not in FEMA SFHA
View on Zillow ↗
Type
SF
Beds
4
Baths
3.5
Sq Ft
4,967
Acres
1.38
Year Built
1997
$ / Sq Ft
$956
Days on Market
2

Investment Snapshot

Monthly Carrying
$••,•••
Cash Flow / yr
$••,•••
Cash-on-Cash
••%
Cash Required
$••,•••
Projected Revenue / yr
$••,•••
Avg Daily Rate
$••,•••
Occupancy
••%
STR Range (P50)
$••,•••

Location & Nearby

Map of 38 Indian Trail, Chatham MA with nearby beaches and points of interest
HThis property
  • A
    🌲 George Ryder Forest
    0.49 mi
  • B
    🍽️ Ridgevale Beach Snack Bar
    0.58 mi
  • C
    🍽️ Kream N' Kone - Chatham
    0.58 mi
  • D
    🍽️ Chatham Moods Cafe and Grill
    0.63 mi
  • E
    🍽️ Larry's PX
    0.65 mi
  • F
    🍽️ Mom & Pops Burgers
    0.65 mi
  • G
    🍽️ Asian Paradise
    0.65 mi
  • H
    🍽️ Dogfish Taco Co
    0.66 mi

About this property

This exceptional coastal retreat was designed to capture sweeping views of tidal salt marshes, natural vistas, and Nantucket Sound from nearly every room. Soaring ceilings and dramatic walls of glass fill the home with natural light and frame spectacular sunsets; while sliders open to an expansive wraparound deck for effortless indoor-outdoor living. A chef's kitchen, dual living areas, and an open dining space - all framed by stunning views - create an exceptional setting for entertaining. Offering nearly 5,000 sq ft across three levels, you'll enjoy four bedrooms and 3.5 baths, highlighted by a luxurious primary suite with panoramic views. Multiple living spaces provide flexibility for quiet relaxation or hosting guests. The walk-out finished lower level features several rooms plus a convenient kitchenette. A seasonal catwalk leads to Bucks Creek for kayaking, paddle-boarding, or clamming, and the calm waters of popular Harding's Beach are only a short stroll. Other notable features include reclaimed wood floors, 3 fireplaces, natural gas heat, Central A/C, generator, outdoor shower, 2-car garage, and rental history. Paradise found in one of the most coveted towns on Cape Cod!

Similar listings in Chatham

📋 Chatham Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Chatham
Listed by Lori Jurkowski, Christie's International Real Estate Atlantic Brokerage