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Live In Groundskeeper Jobs in Madison, WI (NOW HIRING)

Dock

Watertown, WI · On-site

At each of our 60+ locations, we operate with a small-town, local feel, with employees who live in ... tanks, groundskeeping and building maintenance. Full Benefits Package available includes ...

Conduct grounds maintenance activities in parking lots, exterior buildings, and surrounding areas ... live better when we really know them. That means understanding, respecting, and valuing unique ...

... groundskeeping tasks as directed by their supervisor. Their responsibilities include completing ... Our six cultural values guide us every day and we strive to live them in everything we do: PUSH ...

Our six cultural values guide us every day and we strive to live them in everything we do: PUSH ... groundskeeping tasks as directed by their supervisor. Their responsibilities include completing ...

... and model * Assist in the daily cleanup of the exterior of the property including grounds ... Must live within 30 miles of the assigned property * Must have reliable transportation and be able ...

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Live In Groundskeeper information

See Madison, WI salary details

$10

$17

$24

How much do live in groundskeeper jobs pay per hour?

As of Jul 31, 2026, the average hourly pay for live in groundskeeper in Madison, WI is $17.27, according to ZipRecruiter salary data. Most workers in this role earn between $14.76 and $18.89 per hour, depending on experience, location, and employer.

What does a typical day look like for a Live In Groundskeeper?

A typical day for a Live In Groundskeeper often involves inspecting the property in the morning, performing routine landscaping tasks such as mowing, watering, and pruning, and addressing any repairs or maintenance needs as they arise. You'll also handle seasonal work like snow removal or leaf raking and may be on-call for urgent issues. Collaboration with property owners or estate managers is common, especially for planning larger projects or responding to feedback. Living on-site allows for quick response times and deeper familiarity with the property, making this role ideal for those who enjoy hands-on, varied work in a residential or estate environment.

What are the key skills and qualifications needed to thrive in the Live In Groundskeeper position, and why are they important?

To thrive as a Live In Groundskeeper, you need hands-on experience in landscaping, grounds maintenance, equipment operation, and general handyman work, often supported by a valid driver's license or relevant certifications. Familiarity with lawn care machinery, irrigation systems, basic plumbing, and safety procedures is valuable. Responsibility, attention to detail, reliability, and good communication skills help you stand out in this role. These abilities are vital for ensuring property upkeep, safety, and fostering positive relationships with property owners or managers.

What is a Live In Groundskeeper job?

A Live In Groundskeeper is responsible for maintaining the outdoor spaces of a property while residing on-site. Duties often include landscaping, lawn care, minor repairs, and general upkeep to ensure the property remains in excellent condition. This role may also involve security checks and seasonal maintenance tasks. Employers typically provide housing as part of the compensation package. The position is common on large estates, private residences, campgrounds, and resorts.

What are popular job titles related to Live In Groundskeeper jobs in Madison, WI? For Live In Groundskeeper jobs in Madison, WI, the most frequently searched job titles are:
What cities near Madison, WI are hiring for Live In Groundskeeper jobs? Cities near Madison, WI with the most Live In Groundskeeper job openings:
Infographic showing various Live In Groundskeeper job openings in Madison, WI as of July 2026, with employment types broken down into 48% Locum Tenens, 20% Internship, 24% Full Time, 5% Part Time, 1% Temporary, and 2% Contract. Highlights an 3% Physical, and 97% Hybrid job distribution, with an average salary of $34,915 per year, or $16.8 per hour.

Job description

Description

At Goodwill of South Central Wisconsin, great work starts with great people. We foster a positive workplace where employees are valued, empowered to grow, and connected to a mission that strengthens our communities.


General Summary:

This is a live-in position for Goodwill of South Central Wisconsin. This role oversees the daily management and property maintenance. This role is key in maintaining the community and supports Goodwill's mission of providing affordable, accessible housing for individuals with disabilities or aging adults, promoting independence and a high quality of life


Principal Duties & Responsibilities:

  • Partners with the Residential Property Manager to ensure effective property operations.
  • Monitors email at least twice daily (morning and evening preferred) and post resident notices in a timely manner.
  • Checks the main phone daily for messages and responds within 24 hours of receipt.
  • Assesses maintenance issues for urgency. For emergencies (e.g., loss of heat, electricity, or water), immediately notify the Residential Property Manager. For non-emergency issues, submits service requests through Akitabox in a timely manner.
  • Ensures the building and grounds remain safe, clean, and habitable by overseeing preventive maintenance and maintaining common areas. Responsibilities include mopping floors, vacuuming, washing windows, and managing trash and recycling. Trash and recycling must be placed at the curb within 12 hours of scheduled pickup and returned promptly to designated storage areas.
  • Responds promptly to resident concerns by assessing maintenance requests, completing minor repairs when capable, and properly documenting or submitting service requests as needed.
  • Performs basic maintenance tasks, including but not limited to changing light bulbs, tightening toilets, unclogging drains and toilets, and other minor repairs within skill level.
  • Assists in problem-solving and helps de-escalate resident situations in a professional and respectful manner.
  • All documentation must be uploaded to the designated Teams folder or emailed to the Residential Property Manager within required timelines.
  • Assists in collecting HUD renewal applications and interim recertifications
  • Completes all required Goodwill trainings within established timeframes.

Completes required documentation and compliance activities, including:

  • Monthly unit inspections
  • Quarterly emergency evacuation drills
  • Monthly property checklists
  •  Snow and winter maintenance logs

Requirements

Knowledge, Skills & Abilities Required:

  • Customer Focus: Sensitivity to the needs of older adults or people living with mental illness.
  • Accountability: Providing the best possible solution to support the mission and organization.
  • Drive for Results: Knowledge of basic building maintenance, general housekeeping techniques and procedures.
  • Continuous Improvement: Open-minded, with flexibility to improve quality of output.
  • Microsoft Office Suite knowledge and basic understanding of computers.


Travel Required: No


Required education and/or work experience:

  • High school diploma or equivalent.
  • 1 year of related work experience in a human service setting or housing management position.

Description of physical working environment:

The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions. 

  • Must be able to clearly communicate.
  • Ability to stand, walk up and down stairs without assistance, lift, push or pull up to 20 lbs.


Equal Employment Opportunity Employer:

Goodwill of South Central of Wisconsin provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.


For a complete position description or questions, please contact People and Development Manager, TuVayra Terwilliger, at tterwilliger@goodwillscwi.org or (608) 852-8421