Woodside Family Seeks Full Time Houseman/Groundskeeper/Handyman

Aunt Ann’s In-House Staffing; Woodside (CA); On-site; USD 81,000 - 90,000; Full time

Benefits offered by this job

Health stipend

PTO & holidays

Calsavers

Job summary

A private family in Woodside, CA seeks a full-time Estate Houseman, Handyman & Groundskeeper to manage upkeep of a 10-acre property and a 6,000 sq. ft. residence.

The role blends outdoor maintenance with light interior support and hands-on mechanical work. You will coordinate vendors, source parts, perform minor repairs, handle irrigation, pool care, housekeeping, and occasional event support. A proactive self-starter with experience on large rural estates and a clean DMV record is preferred;

Qualifications

• Experience on large rural estates or private residences.
• Technical knowledge of home systems and groundskeeping machinery.
• Vendor management: research, vet, schedule and supervise contractors.
• Able to lift heavy items and operate outdoor equipment safely.
• Discretion and professionalism in a low-occupancy home; own truck preferred.

Responsibilities

• Minor household repairs, light carpentry, fixture adjustments, and routine maintenance.
• Source, vet, and manage service contractors for major needs; obtain quotes and oversee work.
• Coordinate furniture deliveries with interior designers; assist with unboxing and setup.
• Oversee landscaping, Debris removal, irrigation, and pool care; monitor drought-tolerant landscaping.
• Daily housekeeping, kitchen upkeep, laundry, and errands; event support as needed.

Skills

Estate maintenance

Groundskeeping

Vendor management

Physical stamina

Discretion & professionalism

Tools

Irrigation systems

Home systems

Grounds equipment

Job description

Aunt Ann's In-House Staffing's ClientLocation: Woodside CA

Job Type: Full Time

Category: Household

Position: Woodside Family Seeks Full Time Houseman/Groundskeeper/Handyman

Schedule: Monday-Friday 9am-5pm flexible

Salary Amount or Range: $59-$65/hr DOE on payroll with PTO, paid holidays, sick days. Health stipend, Calsavers

Children: n/a

Pets: n/a

Bay Area Region: South Peninsula

Description

Job Title: Full-Time Estate Houseman, Handyman & Groundskeeper

Location: Woodside, CA

Schedule: Monday – Friday (Flexible ending: 9:00 AM – 3:00/4:00/5:00 PM)

Principals: 2 Adults

Position Overview

A private family in Woodside is seeking a detail-oriented, proactive, and versatile Full-Time Houseman / Handyman / Groundskeeper to manage the overall upkeep, minor maintenance, and vendor oversight for a 10-acre estate and a 6,000 sq. ft. residence. This role requires a unique blend of outdoor property maintenance, light interior support, and hands-on mechanical aptitude. The ideal candidate is a self-motivated problem solver who is comfortable executing minor repairs, troubleshooting household systems, managing specialized contractors, and navigating the unique challenges of a rural Bay Area property.

Key Responsibilities

Handyman Care & Vendor Coordination

• Minor Household Repairs: Perform hands-on minor home repairs, basic troubleshooting, light carpentry, fixture adjustments, and routine preventative maintenance throughout the main residence and outdoor structures.

• Vendor Sourcing & Management: Take full ownership of sourcing, vetting, and managing specialized service contractors. For complex or major property needs (e.g., fumigation, structural repairs, specialized HVAC or roof maintenance), identify the best service providers, collect competitive quotes, and oversee on-site execution.

• Logistics & Interior Styling Assistance: Coordinate white-glove furniture deliveries directly with interior designers. Assist with unboxing, moving, placing, and assembling furniture or heavy decor items safely.

• Home Depot & Supply Sourcing: Independently source, purchase, and restock maintenance tools, hardware, replacement parts, and exterior care supplies as needed.

Groundskeeping & Outdoor Care

• Estate Acreage Care: Oversee the upkeep and general aesthetic of the 10-acre property, ensuring lawns and manicured areas are consistently maintained to exact standards.

• Debris & Wildlife Management: Frequently clear outdoor living spaces, driveways, and pool decks of natural debris and deer droppings. Maintain and operate specialized grounds equipment (e.g., lawn sweepers, pellet mowers, heavy-duty outdoor vacuums).

• Irrigation Oversight: Monitor, adjust, and troubleshoot the estate’s automated sprinkler system; care for drought-resistant native landscaping.

• Pool Care: Execute basic daily pool skimming and routine clearance; oversee scheduled visits from specialized pool maintenance vendors.

Housekeeping & Indoor Hospitality (Light Duties)

• Daily Housekeeping: Provide light cleaning and maintenance for the 3 primary rooms heavily utilized by the principals. Conduct rotational dusting, surface care, and routine upkeep throughout the rest of the 6,000 sq. ft. residence.

• Kitchen & Evening Reset: Maintain daily kitchen neatness, including dishwashing, clearing counters, and resetting space.

• Laundry: Manage laundry once per week.

Errands & Household Support

• Provisions: Execute weekly grocery shopping, run hardware store runs, and manage general household errands.

• Event Support: Assist with setup, breakdown, heavy lifting, and logistical preparation during occasional household events.

Candidate Qualifications

• Experience: Proven track record working on large rural estates, high-acreage properties, or private residences. Prior background in residential maintenance, light carpentry, trades, or property management is strongly preferred.

• Technical Skills: Solid hands-on knowledge of home systems, basic repair tools, groundskeeping machinery, and irrigation systems.

• Vendor Project Management: Demonstrated ability to research, interview, schedule, and supervise outside contractors for major services (e.g., fumigation, trade work).

• Physical Capability & Safety: Comfortable lifting heavy furniture, operating outdoor equipment safely, and handling active physical work across a 10-acre property.

• Discretion & Professionalism: Exceptional autonomy, respect for personal boundaries in a quiet, low-occupancy home, and a clean DMV record for running errands.
  Someone who has their own truck is preferred. Will pay for mileage and gas

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