32 Tip Cart Drive
Chatham, MA · $1,450,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

32 Tip Cart Drive

Chatham, MA 02633
$1,450,000
16 days on market · Listed Mar 24, 2026
Data refreshed Apr 8, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
3
Baths
2
Sq Ft
1,802
Acres
0.3
Year Built
1994
$ / Sq Ft
$805
Days on Market
16

Investment Snapshot

🟢 LOW RISK
Monthly Carrying
$7,750
Cash Flow / yr
$-30,919
Cash-on-Cash
-7.6%
Cash Required
$406,000
Projected Revenue / yr
$87,216
Avg Daily Rate
$442
Occupancy
54%
STR Range (P50)
$64,840
🟢 LOW RISK — Registration required with town clerk. No current caps.
STR revenue range: $43,918$88,167

Location & Nearby

Map of 32 Tip Cart Drive, Chatham MA with nearby beaches and points of interest
HThis property
  • A
    🍽️ Branches Grill and Cafe
    0.13 mi
  • B
    🍽️ Pain d’Avignon Restaurant Boulangerie
    0.25 mi
  • C
    🛝 Wilfrid Cross Playground (Chatham)
    0.28 mi
  • D
    🍽️ Chatham Cheese Co
    0.37 mi
  • E
    🍽️ Codo Mexican Kitchen
    0.40 mi
  • F
    🍽️ Chatham Fish & Chips
    0.41 mi
  • G
    🍽️ Del Mar Bar & Bistro
    0.42 mi
  • H
    🍽️ Chatham Filling Station
    0.42 mi

About this property

Tucked into a sought-after neighborhood just moments from town, shopping, dining, beaches, Veteran's Field, and the bike path, this three-bedroom, two-bath home offers an exceptional opportunity in a prime Chatham location. Built in 1994, the 1,802 square foot property includes a one-car garage and full basement, providing a strong foundation for your vision. Additional features include wood floors throughout, gas heat, a gas stove, a 150-amp electrical panel, an outdoor shower, and a wood-burning fireplace that adds warmth and character to the main living space. The layout is comfortable and versatile, with spaces ready to be refreshed and reimagined. While the home reflects its original-era finishes, it offers solid bones, exciting potential, and possible pool potential. Buyer are encouraged to conduct independent due diligence and verify all details. A rare opportunity to secure a well-located Chatham address and create something truly special.

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