50 Eldredge Square
Chatham, MA · $1,995,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

50 Eldredge Square

Chatham, MA 02633
$1,995,000
29 days on market · Listed Mar 20, 2026
Data refreshed Apr 8, 2026
🌊 Not in FEMA SFHA
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Type
SF
Beds
3
Baths
2
Sq Ft
1,488
Acres
0.23
Year Built
1986
$ / Sq Ft
$1,341
Days on Market
29

Investment Snapshot

🟢 LOW RISK
Monthly Carrying
$10,663
Cash Flow / yr
$-66,836
Cash-on-Cash
-12%
Cash Required
$558,600
Projected Revenue / yr
$89,291
Avg Daily Rate
$462
Occupancy
53%
STR Range (P50)
$66,352
🟢 LOW RISK — Registration required with town clerk. No current caps.
STR revenue range: $45,030$90,279

Location & Nearby

Map of 50 Eldredge Square, Chatham MA with nearby beaches and points of interest
HThis property
  • A
    🛝 Wilfrid Cross Playground (Chatham)
    0.23 mi
  • B
    🍽️ Chatham Fish & Chips
    0.24 mi
  • C
    🍽️ Chatham Filling Station
    0.25 mi
  • D
    🍽️ Branches Grill and Cafe
    0.35 mi
  • E
    🍽️ Pain d’Avignon Restaurant Boulangerie
    0.40 mi
  • F
    🍽️ Diana's Kitchen & Bar
    0.46 mi
  • G
    🍽️ Pizza Shark Chatham
    0.47 mi
  • H
    🍽️ Codo Mexican Kitchen
    0.48 mi

About this property

Ideally situated just moments from Chatham's Village boutiques and restaurants, this exceptional three bedroom,two bath residence captures the essence of Chatham coastal living. Privately set on a private dead-end street, the property offers tranquility and also convenience in one of Chatham's most desirable settings. Thoughtfully designed for effortless single-level living, the main floor features a living room anchored by a wood-burning fireplace, and a charming kitchen with honed countertops that opens seamlessly to the dining area. A sunken entertainment room extends the living space and flows directly to the patio, creating an inviting private oasis. The backyard and outdoor shower complete the quintessential Cape residence. Two highlights include an oversized two-car garage and generous expansion potential on the second floor providing an opportunity to further elevate the home's footprint and value. This home has a timeless coastal appeal and is a rare opportunity near the heart of Chatham Village.

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📋 Chatham Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Chatham
Listed by Chris Rhinesmith, Compass Massachusetts,LLC