Estate Caretaker – Private Family in Greenwich, CT
A private family in Greenwich, Connecticut is seeking an experienced, hands-on, and highly dependable Estate Caretaker to oversee the day-to-day upkeep and maintenance of their beautiful private residence.
This is an excellent opportunity for someone who takes pride in maintaining a pristine property and enjoys being a trusted, hands-on presence within a private household. The family is seeking someone who is proactive, thorough, discreet, flexible, and comfortable taking ownership of a wide variety of property and household responsibilities.
The position is available as either live-in or live-out, depending on the candidate.
Position Details
- Location: Greenwich, CT
- Position: Full-Time Estate Caretaker
- Schedule: Approximately 40–50 hours per week; flexibility required
- Salary: $70,000+ per year, depending on experience
- Housing: Live-in or live-out
- Start Date: ASAP
About the Family
The family has four children, including two children currently in college and two young children under the age of five.
They are looking for a reliable, capable individual who can help ensure their Greenwich home is well-maintained, organized, clean, and always guest-ready.
The ideal candidate will be someone the family can trust to notice what needs to be done and take care of it without needing constant direction.
Responsibilities
Property & Maintenance
- Maintain the property to exceptional standards, both inside and outside
- Handle minor repairs and general handyman projects
- Monitor the condition of the home and proactively identify maintenance needs
- Assist with painting, seasonal projects, and home organization
- Help keep garages, storage areas, outdoor spaces, and other areas of the property organized
- Clean chandeliers, windows, and other detailed household features as needed
- Coordinate with outside vendors and contractors when necessary
- Prepare the property for family arrivals, guests, holidays, and events
Household Support
- Bring in and organize groceries, packages, and deliveries
- Assist with household organization and general upkeep
- Clean and maintain family vehicles
- Help prepare the home for gatherings and events, including setup and breakdown
- Provide general household support wherever needed
Driving & Errands
- Drive family members to the airport when needed
- Assist with occasional transportation for the children
- Run household errands
- Pick up supplies, groceries, and other items as requested
Seasonal Support
- Assist with seasonal property preparation and projects
- Help ensure the home is fully prepared before family and guests arrive
- Assist with organizing and maintaining the property throughout the year
Ideal Candidate
The ideal candidate is hands-on, proactive, hardworking, and takes genuine pride in their work. They should be comfortable wearing many hats and stepping in wherever needed to keep the property running smoothly.
The family is looking for someone who is:
- Experienced working as an Estate Caretaker, Property Manager, Household Manager, or similar role in a private home
- Skilled with general handyman work and property maintenance
- Highly detail-oriented and thorough
- Proactive and able to identify what needs to be done without being asked
- Physically capable of hands-on property work
- Organized and dependable
- Flexible and willing to assist with a variety of household needs
- Professional, discreet, trustworthy, and respectful of the family’s privacy
- Comfortable working around a family with young children
- A team player who works well with other household staff and outside vendors
Requirements
- Previous experience working in a private household, estate, or similar setting
- Strong handyman and general maintenance skills
- Valid driver’s license and clean driving record
- Ability to handle a variety of hands-on property and household tasks
- Strong communication and organizational skills
- Excellent attention to detail
- Strong work ethic and a proactive attitude
- Legal ability to work in the United States
- Willingness to work a flexible schedule as household needs arise
- Live-in or live-out candidates welcome