88 Indian Hill Road
Chatham, MA · $1,374,900
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

88 Indian Hill Road

Chatham, MA 02633
$1,374,900
8 days on market · Listed Jul 10, 2026
Data refreshed Jul 10, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
3
Baths
2.5
Sq Ft
2,302
Acres
0.64
Year Built
1978
$ / Sq Ft
$597
Days on Market
8

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 88 Indian Hill Road, Chatham MA with nearby beaches and points of interest
HThis property
  • A
    🍽️ Hangar B Eatery
    0.16 mi
  • B
    🐟 School House Pond
    0.41 mi
  • C
    🐟 White's Pond Public Swimming Area
    0.64 mi
  • D
    🍽️ Chatham Moods Cafe and Grill
    0.65 mi
  • E
    🍽️ Mom & Pops Burgers
    0.66 mi
  • F
    🍽️ Kream N' Kone - Chatham
    0.66 mi
  • G
    🍽️ Larry's PX
    0.66 mi
  • H
    🍽️ Asian Paradise
    0.68 mi

About this property

Welcome to 88 Indian Hill Road, where stunning curb appeal and timeless Cape Cod charm welcomes you home. Perfectly situated on a prominent, beautifully landscaped large lot, this sprawling Cape has been meticulously maintained and thoughtfully designed for both everyday living and entertainment. The private, tranquil grounds are a true highlight, featuring flowering ornamental trees, lush plantings, classic stone walls, and a private deck overlooking the peaceful, park-like setting, perfect for morning coffee, summer dining, or relaxing with family and friends. Inside, a spectacular custom great room with vaulted ceilings and abundant natural light is the heart of the home, complemented by a gracious living room and an elegant dining area ideal for entertaining. The first-floor primary suite offers comfort and convenience, while two inviting guest bedrooms provide wonderful accommodation for family and guests. Finished lower offers a spacious recreation room and private office. Deeded rights to Schoolhouse Pond are included, while Chatham's renowned beaches, vibrant village, boutiques, restaurants, golf, and harbor are just minutes away, offering an exceptional Cape Cod lifestyle

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