Property Operations & Grounds Steward

FoodWork; Orangeville; On-site; CAD 30,000 - 34,000; Part time

Job summary

FoodWork seeks a Property Operations & Grounds Steward to oversee the upkeep of a 37-acre Caledon property featuring a historic stone residence, Sonnen Hill Brewery, and Spiffy Land Co. The role offers flexible part-time hours (approx.

16–30 hrs/week) with seasonal or year-round work possible, using well-maintained equipment including tractors and mowers. The ideal candidate is mechanically minded, autonomous, and detail-focused, with a passion for heritage craftsmanship and delivering a

Qualifications

• Mechanically minded with proven experience operating agricultural machinery.
• Ability to work autonomously following a priority checklist.
• Attention to detail in maintaining edges, pathways and property aesthetics.
• Reliable partner with consistent communication and work ethic.

Responsibilities

• Perform precision string trimming and edge-work around heritage stone house, paths and patios to maintain a pristine guest experience.
• Maintain gravel driveways (weeding) and curate outdoor spaces for guests (firepit organization, wood stacking).
• Inspect paddock fence lines and gate systems for basic upkeep and safety.
• Assist with general farm chores and light infrastructure tasks to support farm and brewery operations.

Skills

Mechanically minded

Autonomy

Attention to detail

Reliable

Tools

Tractor operation

Zero-turn mower

Job description

Heritage property stewardship, maintenance

Position: Property Operations & Grounds Steward

Location: Heart Lake Road, Caledon, 5 minutes from Orangeville, Ontario

Schedule: Flexible Part-Time (approx. 16 to 30 hours per week)

Term: Seasonal (April – October) OR Year-Round (Winter work available)

Compensation: $22.00 – $25.00 / hour (based on experience)

The Opportunity

Are you a resourceful, detail-oriented individual who takes pride in stewardship, machinery precision, and high-standard property aesthetics?

We are seeking a dedicated operational partner to oversee the upkeep and aesthetic care of our scenic 37-acre property in Caledon. This historic site features a landmark heritage stone residence, the highly reputable Sonnen Hill Brewery, and a growing small-farm vegetable business, Spiffy Land Co.

This position is designed for someone who values autonomy, appreciates heritage craftsmanship, and enjoys seeing the direct, tangible results of their work. You will have access to premium, well-maintained equipment, including a modern tractor, zero-turn mower, and top-tier gas and battery maintenance tools.

Scheduling & Year-Round Flexibility (True Autonomy)

• Choose Your Hours: Whether you prefer working five 4-to-5-hour days, or knocking out the work in two intensive 10-to-11-hour days, we are entirely flexible — as long as the weekly priorities are met.
• Seasonal or Year-Round: While our peak season runs from April through October, we have winter work available for the right candidate. Winter responsibilities would transition to snow clearing for brewery and residential pathways, winterizing/maintaining machinery, and splitting/stacking firewood to keep the brewery firepits stocked.

Core Responsibilities

• Visual Stewardship: Perform precision string trimming and edge-work around the heritage stone house, visitor paths, and patios to maintain a pristine guest experience.
• Brand Impressions & Aesthetics: Proactively maintain gravel driveways (weeding) and curate welcoming outdoor spaces for brewery guests (including firepit organization, clearing, and wood stacking).
• Asset Protection: Conduct routine inspections and basic structural upkeep of paddock fence lines and gate systems.
• Production & Operational Support: Assist with general farm chores and light infrastructure tasks to help both the farm and brewery operations grow smoothly.

Who You Are

• Mechanically Minded: You have proven experience safely operating and respecting agricultural machinery, including tractors and zero-turn mowers.
• Disciplined & Autonomous: You prefer working from a clear priority checklist. You enjoy managing your own day efficiently without needing constant direct supervision.
• Detail-Focused: You take pride in clean edges and neat pathways, and you respect the boundaries of a delicate, active market-garden ecosystem.
• Reliable Partner: You are consistent, communicative, and looking for a rewarding outdoor role where your effort is highly valued.