Headingley, Mb Caretaker Jobs – 6 Openings This Week

Property Caretaker/Handyman - Live On-site
SUSSEX REALTY LTD —Winnipeg, MB
- $1,500–$2,400 a month
- Part-time
- In-person
- Communication skills
- Work from home
Quick apply
10d
Site Manager
Towers Realty Group —Winnipeg, MB
- Monday to Friday
- Customer service
- Maintenance
- Cleaning
Quick apply
Live-In Caretaker
Ivan Franko Manor —Winnipeg, MB
- From $35,000 a year
- Immediate opening
- Maintenance
- English
- Communication skills
- Paid time off
- Work from home
Quick apply
7d
Caretaker
Edison Properties —Winnipeg, MB
- Overtime
- Disability insurance
- Dental care
Residential Property Manager
Edison Properties —Winnipeg, MB
- On call
- Microsoft Excel
- Bachelor's
- Business
- Disability insurance
- Dental care
Housekeeper
The Salvation Army —Winnipeg, MB
- $16.52 an hour
- Part-time
- CPR Certification
- High school diploma or GED
- First Aid Certification

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Reliable Home Care Agency Inc. —Winnipeg, MB
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Industrial Hydraulic Maintenance Technician
AMC Foam Technologies Inc —Headingley, MB
Millwright certification or maintenance background. Strong mechanical aptitude and hands-on repair experience. Troubleshoot and repair production equipment.
$24–$32 an hour
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Neighbours Community Homes —Toronto, ON
Sensitivity to working with tenants who may be living with mental illness, addictions and social isolation. Neighbours offers permanent, affordable housing and…
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caretaker jobs near headingley, mb

Property Caretaker/Handyman - Live On-site

SUSSEX REALTY LTD -
Winnipeg, MB

Quick apply

Job details

Permanent | Part-time
$1,500–$2,400 a month
10 days ago

Qualifications

Handyman experience
Communication skills
Property management

Full job description

About the Property:

Grosvenor Square is a beautifully maintained, mixed-use commercial and residential heritage building located in the heart of the Crescentwood/Earl Grey area. The property consists of 7 unique residential suites, 2 adjacent townhouse units, and a group of professional commercial businesses operating on the main level.

The Opportunity:

We are seeking a professional, highly organized, and mechanically inclined Resident Manager to oversee the day-to-day operations, cleanliness, and maintenance of this boutique portfolio. This is not just a cleaning role; we are looking for a skilled individual who is maintenance oriented, can act as the face of the property, and offer professional service to our residential and commercial tenants. This is a live on site position.

Position Flexibility & Ideal Candidate: Please note that this is not a full-time role. It offers excellent flexibility with self-scheduling, allowing you to manage your own hours provided the building and grounds remain clean and safe, suites are kept tenant-ready, and scheduled contractor appointments are taken care of promptly. This position is absolutely perfect for someone who is recently retired, or someone with existing part-time employment, who is mechanically inclined and looking to take pride in maintaining a beautiful heritage building.

Key Responsibilities:

Property Maintenance & Handyman Work: Perform basic repairs and preventative maintenance (plumbing, light electrical, carpentry, painting).
Building Systems Oversight: Monitor and understand the building's heating, mechanical, and safety systems, troubleshooting minor issues and coordinating with specialized contractors when required.
Janitorial & Groundskeeping: Maintain a high standard of cleanliness in all common areas, hallways, and entryways. Manage seasonal groundskeeping, including snow removal and salting of walkways.
Tenant & Commercial Relations: Serve as the primary point of contact for residential residents and commercial business owners. Respond to inquiries, maintenance requests, and emergencies with a polished, professional demeanor.
Owner Liaison: Work closely with property management and regularly liaise with the building owner to provide operational updates, and ensure the building is cared for.

Qualifications & Requirements:

Experience: Proven experience as a Resident Manager, Caretaker, or Handyman (experience in older or heritage buildings is considered a strong asset).
Technical Skills: Strong, demonstrable handyman skills and a solid understanding of basic building mechanical systems.
Professionalism: Exceptional communication skills and a clean, professional demeanor suitable for interacting with commercial clients and business owners.
Reliability: Highly organized, self-motivated, and capable of working independently with minimal supervision.
Must be physically fit and capable of handling seasonal outdoor manual labor (snow shoveling, lifting maintenance equipment).

What We Offer:

Competitive compensation for a building of this size.
The opportunity to manage a distinct, character-filled heritage property in one of Winnipeg's most desirable areas.
Strong administrative and operational support from the Sussex Realty team.

Pay: $1,500.00-$2,400.00 per month

Benefits:

Housing allowance
Work from home

Application question(s):

If you have not submitted a cover letter, please describe yourself, your experience, and why you'd be a good fit for this role.

Work Location: In person

Quick apply

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caretaker jobs in headingley, mb

Property Caretaker/Handyman - Live On-site

Site Manager

Live-In Caretaker

Caretaker

Residential Property Manager

Housekeeper

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