Houseman / Groundskeeper for Private Estate- Winter Park
Position: Full-Time Groundskeeper (Non-Resident) – Discreet & Experienced
Location: Winter Park, FL
Schedule: Monday–Friday, Full-Time
Compensation: $70,000-$85,000 based on experience, health stipend, and paid time off
Overview:
An ultra-high net worth family seeks an experienced and exceptionally discreet Groundskeeper to maintain the meticulous exterior and landscape of a private estate. This is a non-residential, full-time position requiring the highest standards of care, professionalism, and confidentiality.
Key Responsibilities:
Hands-on care and maintenance of lawns, gardens, hardscapes, irrigation, and exterior grounds
Coordination with landscape contractors and seasonal specialists as needed
Maintenance of outdoor structures, walkways, fences, and related systems
Monitoring and reporting on the condition of trees, plants, and turf
Operating and maintaining all landscape-related tools and equipment
Ensuring exterior areas are clean, organized, and presentation-ready at all times
Providing discreet support for special events and seasonal preparations
Observing and respecting household privacy and security protocols at all times
Qualifications:
Minimum 5 years of experience maintaining high-end or estate-level grounds
Knowledge of regional flora, irrigation systems, seasonal plant care, and pest control
Knowledge of Koi pond care a plus
Strong work ethic and attention to detail
Demonstrated discretion and experience working with high-profile or private families
Ability to work independently with integrity and good judgment
Valid driver's license and reliable transportation
Background check required
Confidentiality and professionalism are paramount.
This is a trusted role within a private estate setting, and the ideal candidate will approach their work with pride, precision, and respect for the household’s values and privacy.
To apply, please submit a resume and brief cover letter outlining relevant experience and qualification