Groundskeeper - Winter Park

Location: Winter Park, FL, 32789 Start: 7/15/2025 Compensation: $70,000-$85,000 based on experience plus benefits Schedule: M-F 9AM-5PM with some flexibility due to weather or events. Description: 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.