Private waterfront estate in Greenwich, CT. 25 acres with a private freshwater lake. Newly constructed 16,000 sq ft residence. Family home with children.
The Position
Full-time, Monday–Friday, on-site with flexibility. This is a hands-on, outdoor-focused position overseeing the day-to-day operations, maintenance, and mechanical systems of the property and grounds for an active family household.
Responsibilities
● Oversee all property maintenance, mechanicals, and systems (HVAC, generators, irrigation, pool/lake equipment, etc.)
● Supervise and direct two on-site gardeners
● Manage vendor relationships — scheduling, quality control, and invoicing for landscapers, contractors, and service providers
● Track projects and maintenance using property management software/apps
● Conduct regular property walkthroughs and proactively flag issues before they become problems, with attention to safety around children (lake, grounds, equipment)
● Coordinate seasonal grounds work, including leaf pickup and snow removal
● Manage hurricane and severe weather preparedness — securing property, equipment, and structures ahead of storms, and coordinating post-storm cleanup
● Maintain detailed logs, schedules, and documentation for all property systems and vendor work
● Serve as the point person for the family regarding property needs
Requirements
● Prior experience managing a large private estate or comparable property, ideally for a family with children
● Strong mechanical aptitude, comfortable troubleshooting building and grounds systems
● Tech-savvy, comfortable with scheduling/vendor management software and digital communication
● Proven vendor management and negotiation skills
● Highly organized and detail-oriented
● Professional demeanor and discretion
● Comfortable working primarily outdoors in all seasons
● Clear spoken English required; Spanish language skills a plus.
● Valid driver's license
Compensation
● $200,000–$250,000 base salary
● Health insurance
● Company vehicle