Job Description:
Private family seeks a dedicated, hands-on, and highly communicative Property Caretaker to oversee the full-service care and year-round maintenance estate on Fishers Island, NY. This position blends operational oversight with hands-on property maintenance, vendor coordination, and general estate care. The family resides primarily in New York City and spends time at the home during the summer and early fall. The Caretaker will serve as the principal’s on-site representative and operational lead, ensuring the estate remains well-maintained, secure, and always principal and guest ready.
This is a full-time, year-round, live-out position, ideally suited to a candidate residing somewhat near the New London–Groton, CT ferry landing. The approximate schedule is Monday through Friday, 8:00am–4:00pm, with flexibility to accommodate occasional extended hours as needed.
The ideal candidate is a reliable, solutions-driven professional with a calm, service-oriented demeanor, and a strong sense of personal accountability. Exceptionally organized and proactive, they bring a “no task too small” mindset and are confident managing seasonal needs, small-scale repairs, and trusted vendor relationships . The caretaker will take pride in the property, while ensuring principals preferences and vision are executed with clear and consistent communication to keep them fully informed. A respectful understanding of home systems and an ability to self-direct are essential. A vital part of this role will be to keep the principals informed of completed tasks, active projects, and upcoming needs, while also supporting long-distance confidence in the estate’s overall readiness and care.
Responsibilities include, but are not limited to:
Requirements:
Compensation : Around $120,000 per annum plus benefits
All salaries are dependent on experience and references, and all candidates must be willing to submit themselves for a Federal Background Check
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