1114 Orleans Road, Unit 2
Chatham, MA · $1,425,000
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📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

1114 Orleans Road, Unit 2

Chatham, MA 02650
$1,425,000
15 days on market · Listed Mar 24, 2026
Data refreshed Apr 8, 2026
🌊 Not in FEMA SFHA
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Type
Condo
Beds
2
Baths
3
Sq Ft
2,212
Year Built
1985
$ / Sq Ft
$644
Days on Market
15

Investment Snapshot

🟢 LOW RISK
Monthly Carrying
$7,617
Cash Flow / yr
$-22,874
Cash-on-Cash
-5.7%
Cash Required
$399,000
Projected Revenue / yr
$94,647
Avg Daily Rate
$440
Occupancy
59%
STR Range (P50)
$69,966
🟢 LOW RISK — Registration required with town clerk. No current caps.
STR revenue range: $46,434$95,073

Location & Nearby

Map of 1114 Orleans Road, Unit 2, Chatham MA with nearby beaches and points of interest
HThis property
  • A
    🏖️ Jacknife Beach
    0.48 mi
  • B
    Pleasant Bay Marina
    0.63 mi
  • C
    🌲 Old Comers Woodland
    0.69 mi
  • D
    🚤 Ryder's Cove Landing
    0.73 mi
  • E
    Ryder's Cove Boatyard
    0.73 mi
  • F
    Eastward Ho! Country Club
    0.75 mi
  • G
    🌲 Training Field Triangle
    0.75 mi
  • H
    Chatham Yacht Club
    0.82 mi

About this property

Part of the historic Christopher Ryder House, this elegant two-bedroom, three bath condominium blends one floor living with timeless architectural charm. The residence offers beautifully proportioned rooms, high ceilings, large sun-filled windows, and warm wood floors throughout. A gracious foyer opens to a grand living room with gas fireplace that flows seamlessly into the dining room and adjoining pantry while offering glimpses into the thoughtfully designed kitchen. Just beyond, a sunlit den with built-in desk area and full bath provides flexible living space and opens directly to the patio through sliding doors. The primary suite features a walk-in closet, double-vanity bath, and direct access to the private back patio. A second bedroom with its own full bath sits just off the foyer, offering comfortable accommodations for guests. The kitchen is appointed with Thermador and Sub-Zero appliances, including a gas range, double ovens, built-in coffee machine, and dedicated laundry area. Two private patios one with an outdoor kitchen and gas fireplace - as well as garage space complete this gracious residence. Additional Highlights Outdoor living is equally inviting with two enclosed patios, including a beautiful front patio featuring an outdoor gas fireplace and outdoor kitchen, perfect for entertaining, as well as a private rear patio offering a quiet retreat. The residence also includes a built-in pantry nook, thoughtfully integrated storage, and elegant architectural details throughout. Ideally located near Ryder's Cove, Jackknife Cove, Eastward Ho Country Club, and the Wequassett Resort, the property offers convenient access to both Chatham Village and Orleans, making it an exceptional opportunity for year-round living or a luxurious Cape Cod retreat.

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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