Estate Caretaker

Estate Caretaker Full-time and Live-out Our clients are seeking a hands-on, experienced Estate Caretaker to oversee the meticulous maintenance and operations of their Hamptons estate. This is a year-round, full-time position ideal for a skilled, highly organized professional who takes pride in delivering excellence in every detail. While the family primarily occupies the estate during the summer months, this role is active throughout the year, with a heavier workload during peak season. Occasional travel to NYC to support a secondary residence may be required. Key Responsibilities Manage the day-to-day operations and preventative maintenance of the estate, ensuring all systems, grounds, and structures are in top condition. Perform routine maintenance tasks and light repairs (e.g., HVAC filters, basic carpentry, light plumbing/electrical, etc.). Supervise existing vendors and contractors; source and vet new service providers as needed. Maintain and track seasonal checklists (HVAC, irrigation, pool, tennis courts, etc.). Conduct daily walkthroughs and property inspections to proactively identify and resolve issues. Assist housekeeping and other staff with physical tasks (e.g., moving furniture, assembling items, changing lightbulbs). Manage inventory of repair and maintenance supplies and tools; reorder as needed. Provide hands-on support for various tasks including car washing, Costco runs, preparing outdoor furniture, filling bicycle tires, or setting up a Christmas tree. Maintain accurate logs of repairs, services, and budgets; report to the House or Estate Manager. Collaborate closely with broader household staff to prepare the home for family and guest arrivals. Travel to the familys NYC residence on occasion to assist with maintenance or special requests. Qualifications Minimum 5 years of private estate or high-end residential maintenance experience Strong working knowledge of HVAC, pool systems, irrigation, smart home tech (Lutron, Crestron, etc.) Technically savvy, highly organized, and proactive problem-solver Skilled handyman with a passion for excellence in home care Clear communicator with a team-oriented mindset Able to work independently and with discretion Valid drivers license and clean driving record Authorized to work in the U.S Long-term career mindset; seeking stability and growth within a private household Schedule October to May, generally, Monday through Friday June to September, Tuesday through Saturday Daytime hours with the flexibility for extended days and holiday work upon request Compensation: Base compensation of $150,000 to $175,000 annual Benefits include an annual discretionary bonus, 401(k) with match, fully funded health insurance, PTO, and more. To Apply: All resumes are held in strict confidence. Please apply at for consideration; if already on our job board, click Apply Now. Qualified applicants will be contacted. #indmps