The Calendar Group

Live-in Property Manager- Greenwich, CT

Greenwich, CT - Full Time

The Property Manager will be responsible for overseeing the daily operations and long-term maintenance of a private 9-acre waterfront estate in Greenwich, CT. This includes supervision of staff and vendors, care of all residences, outbuildings, grounds, vehicles, and systems. The ideal candidate will be highly organized, hands-on, and experienced in managing high-end properties with a strong attention to detail and discretion. 

Responsibilities:  

  • Conduct daily inspections of all buildings (main residence, guest cottage, outbuildings) and property systems 

  • Ensure all plumbing, HVAC, electrical, smart-home, and mechanical systems are functional 

  • Inspect for issues such as leaks, temperature irregularities, and security concerns 

  • Manage the proper functioning of gates, doors, and windows 

  • Source, schedule, and supervise vendors (e.g., HVAC, electricians, landscapers, painters, smart home technicians) 

  • Negotiate bids and contracts; oversee quality of work and ensure timely completion 

  • Maintain records of services, warranties, and project timelines 

  • Ensure all equipment and tools are clean and operational 

  • Supervise and schedule groundskeeping tasks  

  • Liaise with housekeeping staff when owners are away 

  • Ensure property is secure and fully operational during owner's absence (mail collection, running water systems, monitoring temperatures, etc.) 

  • Conduct weekly update meetings with owners  

  • Maintain spreadsheets and schedules for all service providers and ongoing maintenance tasks 

Qualifications and Requirements: 

  • Strong organizational and administrative skills; meticulous record-keeping 

  • Hands-on knowledge of home systems (HVAC, plumbing, electrical, Crestron/smart-home tech) 

  • Excellent written and verbal communication skills 

  • High level of discretion and professionalism 

  • Valid driver’s license and clean driving record 

  • Background in landscape management is a plus 

Apply: Live-in Property Manager- Greenwich, CT
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