Web Job #: 10698Salary: $115,000.00-$115,000.00Job Date: 8/25/2025Location: Cupertino, CASchedule: This position requires a full-time schedule, Monday through Friday, with flexible start time based on seasonal needs. Children: NoneDuties: Lead a team of five groundskeepers, overseeing scheduling, workload distribution, and performance while ensuring all outdoor areas of the estate—including lawns, gardens, trees, pathways, fountains, and irrigation systems—are well maintained. Work closely with the Estate Manager to implement seasonal landscaping plans and special projects. Supervise routine tasks such as mowing, trimming, planting, weeding, pruning, fertilizing, and pest control, and monitor irrigation systems, coordinating repairs as needed. Ensure the safe use and upkeep of landscaping tools and machinery, and provide training on safety protocols and estate standards. Maintain clear communication across departments, manage daily logs, and track inventory and equipment maintenance.Requirements: Candidates should have a minimum of five years’ experience in high-end estate landscaping, groundskeeping, or supervising landscape teams. Strong leadership skills and the ability to manage a team effectively are essential. A solid horticultural background, particularly with California native and ornamental plants, is required, along with proficiency in operating landscape equipment and machinery. Fluency in both Spanish and English—spoken and written—is necessary. The ideal candidate is highly organized, detail-oriented, professional, discreet, and respectful in a private estate setting. A valid driver’s license and U.S. work authorization are also required. This is a physically active, outdoor role requiring work in all seasons and weather conditions.Benefits: This position offers paid vacation, holidays, sick days, and guaranteed year-round pay for 52 weeks. The client will be using a payroll service.Pet Details: None.
Why Work with Town + Country Resources? We specialize in placing top-tier Household Professionals in the best jobs. We create a personalized resume & reference portfolio for you. We negotiate salary, schedule & job responsibilities on your behalf. You gain access to exclusive job opportunities in high-end homes. How to Apply: If you meet the qualifications, we’d love to hear from you! Apply today through Town + Country Resources. Please Note: You only need to apply once. No phone calls, please. Only qualified candidates will receive a response. See More Open Positions Here Town + Country is a referral agency. We provide equal opportunities to all applicants without regard to race, color, religion, gender, sexual orientation, national origin, age, disability, marital status, veteran status, or any other consideration made unlawful by federal, state, or local laws. Principals only. Recruiters, please don't contact this job poster. Estate Staffing Jobs, Private Estate Jobs, Luxury Estate Staffing, High-End Estate Staffing Jobs, Exclusive Domestic Staffing Jobs, Private Household Staffing, Estate Manager Jobs, Executive Estate Manager, Butler and Household Manager Jobs, Estate Housekeeper Jobs, Private Chef Jobs for Estates, Chauffeur Jobs in Private Estates, Groundskeeper and Estate Maintenance Jobs, Private Security for Estates, Estate Staffing Jobs in San Francisco, Private Household Jobs in Los Angeles, Luxury Estate Staffing in New York, High-End Domestic Jobs in Cupertino, Private Estate Careers in Cupertino, Private Home Staffing in Silicon Valley, Estate Jobs with Benefits, Full-Time Estate Staffing Positions, Live-In Estate Staff Jobs, Domestic Staffing Agency Jobs, High-Net-Worth Family Household Jobs, Estate Staffing with 401K and Health Insurance, Exclusive Estate Staffing for UHNW Families, Private Household Staff Jobs, Domestic Staffing for High-Profile Families, Full-Service Domestic Staffing Agency, High-Net-Worth Household Staffing, Discreet Household Staffing Services, Private Household Recruiting Services.