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Live In Groundskeeper Jobs in Boston, MA (NOW HIRING)

Milton Academy

Groundskeeper

Milton, MA · On-site

$21 - $25/hr

Milton Academy cultivates in its students a passion for learning and a respect for others ... to live by our motto, Dare to be true. Summary of Position: Milton Academy is seeking a ...

Milton Academy

Groundskeeper

Milton, MA · On-site

$21 - $25/hr

Milton Academy cultivates in its students a passion for learning and a respect for others ... to live by our motto, Dare to be true. Summary of Position: Milton Academy is seeking a ...

Milton Academy

Groundskeeper

Milton, MA · On-site

$21 - $25/hr

Milton Academy cultivates in its students a passion for learning and a respect for others ... live by our motto, "Dare to be true." Summary of Position: Milton Academy is seeking a ...

The Michaels Organization

Groundskeeper

Dorchester, MA · On-site

$20/hr

Responsible for maintaining grounds and routine common area janitorial duties for assigned property ... in the lives of residents, colleagues, and the communities where we live and work every day. To ...

The Michaels Organization

Groundskeeper

Dorchester, MA · On-site

$20/hr

Responsible for maintaining grounds and routine common area janitorial duties for assigned property ... in the lives of residents, colleagues, and the communities where we live and work every day. To ...

The Michaels Organization

Groundskeeper

Dorchester, MA

$20/hr

Responsible for maintaining grounds and routine common area janitorial duties for assigned property ... in the lives of residents, colleagues, and the communities where we live and work every day. To ...

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All JobsLive In Groundskeeper JobsLive In Groundskeeper Jobs in Boston, MA

Live In Groundskeeper information

See Boston, MA salary details

$11

$18

$25

How much do live in groundskeeper jobs pay per hour?

As of Aug 26, 2026, the average hourly pay for live in groundskeeper in Boston, MA is $18.02, according to ZipRecruiter salary data. Most workers in this role earn between $15.43 and $19.71 per hour, depending on experience, location, and employer.

What is a live in groundskeeper?

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 does a live in groundskeeper do?

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 are the most commonly searched types of Groundskeeper jobs in Boston, MA?

The most popular types of Groundskeeper jobs in Boston, MA are:

What are popular job titles related to Live In Groundskeeper jobs in Boston, MA?

For Live In Groundskeeper jobs in Boston, MA, the most frequently searched job titles are:

What job categories do people searching Live In Groundskeeper jobs in Boston, MA look for?

The top searched job categories for Live In Groundskeeper jobs in Boston, MA are:

What cities near Boston, MA are hiring for Live In Groundskeeper jobs?

Cities near Boston, MA with the most Live In Groundskeeper job openings:

Live In Groundskeeper jobs near you
Infographic showing various Live In Groundskeeper job openings in Boston, MA as of August 2026, with employment types broken down into 80% Full Time, and 20% Part Time. Highlights an 100% In-person job distribution, with an average salary of $38,717 per year, or $18.6 per hour.

Live-In Property Operations Supervisor

Brigs LLC

Framingham, MA

$30 - $35/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 22 days ago

Job description

Description

The Live-In Property Operations Supervisor is responsible for the day-to-day operation, maintenance, appearance, and safety of a large condominium community. This is primarily a hands-on maintenance and facilities role, supported by administrative responsibilities related to inspections, vendor coordination, recordkeeping, and resident communication.

The successful candidate will be proactive, dependable, customer-focused, and take pride in maintaining a safe, attractive, and well-operated community.

Requirements

Property Operations & Maintenance (Approximately 75%)

Perform and oversee routine maintenance of the community's buildings, grounds, amenities, and common areas.

Conduct regular property inspections to identify maintenance, safety, and appearance concerns and address them promptly.

Perform general repairs involving plumbing, electrical, carpentry, painting, lighting, irrigation, concrete, and other building systems.

Coordinate and supervise seasonal operations, including snow and ice management, landscaping, irrigation, and pool operations.

Maintain community amenities, including the swimming pool, parking areas, sidewalks, recreational facilities, and other common elements.

Coordinate and oversee contractors and vendors, inspect completed work, and ensure quality and site expectations are met.

Respond to maintenance emergencies and after-hours property issues as required.

Assist with capital improvement projects and preventative maintenance programs.

Maintain tools, equipment, supplies, and maintenance inventory.


Administrative & Resident Support (Approximately 25%)

Coordinate maintenance requests and follow through to completion.

Maintain maintenance logs, inspection reports, pool records, and other required documentation.

Assist with vendor scheduling, purchasing, supply inventory, and operational reporting.

Communicate professionally with residents, management, contractors, and municipal officials.

Attend Board meetings as requested and provide operational updates.

Monitor community conditions and report compliance or safety concerns to management.


Qualifications

Five or more years of facilities, property maintenance, apartment, condominium, commercial building, or similar maintenance experience preferred.

Strong working knowledge of building systems, general repairs, landscaping, irrigation, snow operations, and property upkeep.

Experience supervising contractors and coordinating vendors.

Certified Pool Operator (CPO) certification, or willingness to obtain upon hire.

Valid driver's license with an acceptable driving record.

Comfortable using email, smartphones, and basic computer software.

Strong customer service, communication, organizational, and problem-solving skills.

Ability to work independently, prioritize responsibilities, and make sound decisions during emergencies.


Physical & Scheduling Requirements

Ability to work outdoors year-round in varying weather conditions and perform physically demanding maintenance work.

Ability to lift, push, and pull up to 75 pounds and safely operate power tools and maintenance equipment.

This live-in position generally follows a daytime schedule but requires flexibility for snowstorms, utility failures, resident emergencies, and other property-related needs outside normal business hours.


Compensation & Benefits

$30 - $35 per hour

Two-bedroom apartment provided

Medical, dental, and vision insurance

Retirement plan

Paid holidays

Flexible Spending Account (FSA)

Paid time off

Short-term disability



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